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Terpestacin, a toxin produced by Phoma exigua var. heteromorpha, the causal agent of a severe foliar disease of oleander (Nerium oleander L.) Nat. Prod. Res. (IF 2.158) Pub Date : 2021-01-15 Marco Masi; Maria Chiara Zonno; Angela Boari; Maurizio Vurro; Antonio Evidente
Abstract Since 1987, several cytochalasins were isolated from Phoma exigua var. heteromorpha, the causal agent of foliar blight disease of oleander (Nerium oleander L.), and chemically and biologically characterised. During the purification process of a large-scale production of cytochalasins A and B, necessary to continue the study on their anticancer activity, a metabolite having a different carbon
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Antifungal sesquiterpenes with post-harvest anthracnose control effect on bananas from the fungus Fusarium lateritium Nat. Prod. Res. (IF 2.158) Pub Date : 2021-01-15 Junjie Zhu; Ping Xiong; Ziyang Li; Jiazhong Li; Longsheng Lin; Xing Fu; Yuxuan Huang; Yahong Xiong; Chunyuan Li
Abstract To search for antifungal leads, the metabolites of an insect-derived fungus Fusarium lateritium ZMT01 were investigated, providing five sesquiterpenes (1–5), including new molecules microsphaeropsisins D and E (1 and 2). The evaluated antifungal activities in vitro which are higher than the positive control triadimefon include: 1 and 2 towards Fusarium oxysporum (MICs 50, 25 mg L−1; triadimefon
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New secondary metabolites from the endophytic fungus Aspergillus sp. from Tripterygium wilfordii Nat. Prod. Res. (IF 2.158) Pub Date : 2021-01-15 Mengyi Deng; Xiaosheng Tan; Yuben Qiao; Weiguang Sun; Shuangshuang Xie; Zhengyi Shi; Yuanyuan Lu; Gang Chen; Changxing Qi; Yonghui Zhang
Abstract One new 3,5-dimethylorsellinic acid (DMOA)-based meroterpenoid (1), one prenylated tryptophan derivative (2), together with ten known compounds (3−12) were isolated from the endophytic fungus Aspergillus sp. from Tripterygium wilfordii. Their structures and absolute configurations were determined by NMR spectroscopic data, HRESIMS data, UV and IR data as well as electronic circular dichroism
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Chemical compositions of the essential oils from Iranian populations of Rhabdosciadium aucheri Boiss. (Apiaceae) Nat. Prod. Res. (IF 2.158) Pub Date : 2021-01-13 Fatemeh Kazemeini; Younes Asri; Golaleh Mostafavi; Ramezan Kalvandi; Iraj Mehregan
Abstract Rhabdosciadium aucheri has a limited distribution in west, center, and south of Iran. The aim of the present study was to assess essential oil content and variability in seven natural populations employing GC-FID and GC-MS analyses. Aerial parts of the specimens were collected at the full flowering stage. Overall, 27 chemical components were determined in the populations. The essential oil
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Saffloflavone, a new flavonoid from the flowers of Carthamus tinctorius L. and its cardioprotective activity Nat. Prod. Res. (IF 2.158) Pub Date : 2021-01-12 Meng-na Wang; Yan-gang Cao; Ya-xin Wei; Ying-jie Ren; Yan-ling Liu; Xu Chen; Chen He; Xiao-ke Zheng; Wei-sheng Feng
Abstract A new flavonoid, saffloflavone , along with six known compounds, kaempferol-3-O-rutinoside, kaempferol-3-O-sophoroside, quercetin-3-O-β-d-glucoside, quercetin-7-O-β-d-glucoside, luteolin-7-O-β-d-glucoside and kaempferol 3-O-β-d-glucoside were isolated from the flowers of Carthamus tinctorius L. All the structures were determined by interpretation of their spectroscopic data. The cardioprotective
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Fissistiganoids A and B: two new flavonoids from the Fissistigma tungfangense Nat. Prod. Res. (IF 2.158) Pub Date : 2021-01-12 Wan-Lin Zhong; Xue-Ming Zhou; Ji-Ling Yi; Xin-Ming Song; Bin Zhang; Jing-Yu Yang; Guang-Ying Chen
Abstract Two new flavanoids fissistiganoids A and B (1 and 2), together with two known pterocarpans derivatives (3 and 4), were isolated from the stems of Fissistigma tungfangense. The structures of these compounds were elucidated using comprehensive spectroscopic methods. The absolute configurations of fissistiganoids A and B (1 and 2) were determined by comparing their ECD spectra with quantum-mechanics
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Metabolite profiling of Cyanthillium cinereum (L.) H. Rob. and its herbal formulation by tandem mass spectroscopic analysis Nat. Prod. Res. (IF 2.158) Pub Date : 2021-01-12 C. T. Sulaiman; P. R. Ramesh; K. Mahesh; E. M. Anandan; M. Praveen; I. Balachandran
Abstract Cyanthillium cinereum is a medicinal plant commonly known as little ironweed is used in various traditional systems of medicines. In Ayurveda, it is known as Sahadevi and is used as remedy for many ailments. It has been reported to possess numerous biological properties including diaphoretic, anthelmintic, diuretic, lithontriptic, anti-inflammatory and anticancer activities. Metabolite profiling
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A new homoisoflavan from Dracaena cinnabari Balf. f. resin: α-glucosidase and COX-II inhibitory activity Nat. Prod. Res. (IF 2.158) Pub Date : 2021-01-11 Iman E. Helal; Marwa Elsbaey; Ahmed M. Zaghloul; El-Sayed S. Mansour
Abstract A new homoisoflavan, identified as (3 R)-7-hydroxy-3′,4′-methylenedioxyhomoisoflavan, was isolated from Dracaena cinnabari Balf. f. resin. The structure was elucidated by one- and two-dimensional NMR spectroscopy as well as high resolution mass spectrometry. In addition, a diverse group of flavonoids were isolated, representing homoisoflavans, flavans, flavanones, chalcones and dihydrochalcones
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Is ricicomin a an alkaloid? Nat. Prod. Res. (IF 2.158) Pub Date : 2021-01-10 Paulo R. Ribeiro
(2021). Is ricicomin a an alkaloid?. Natural Product Research. Ahead of Print.
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Four new polyacetylenes from the roots of Saposhnikovia divaricata Nat. Prod. Res. (IF 2.158) Pub Date : 2021-01-10 Yan Sun; Yan-Ping Sun; Yan Liu; Juan Pan; Wei Guan; Xiao-Mao Li; Yuan Liu; Anam Naseem; Bing-You Yang; Hai-Xue Kuang
Abstract Four new polyacetylene substances, sadivaethynes A–D, were isolated from the ethanol extract of the roots of Saposhnikovia divaricata (Turcz.) Schischk using repeated column chromatography. Structural elucidation of compounds 1–4 was established by 1D and 2D NMR spectra referring to the literature, together with high-resolution mass spectrometric analysis. All compounds were evaluated for
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Aphrodisiac and spermatogenic potential of alkaloidal fraction of Argyreia nervosa (Burm. f.) Bojer roots in male rats Nat. Prod. Res. (IF 2.158) Pub Date : 2021-01-10 Niraj Vyas; Manan Raval
Abstract Roots of Argyreia nervosa (Burm. f.) Bojer are used as aphrodisiac and spermatogenic in the treatment of male infertility. The present studies included in vivo assessment of alkaloidal fraction in male rats on testosterone synthesis in leydig cells. Studies included oral administration of doses of alkaloidal fraction (10, 25 and 50 mg/kg) to rats. Results showed 100% and 146.7% increment in
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Isolation and neuroprotective prospective of novel bioactive compound “3-(3,4-dimethoxyphenyl)-1-(4-methoxyphenyl) prop-2-en-1-one” against ketamine-induced cognitive deficits in schizophrenia: an experimental study Nat. Prod. Res. (IF 2.158) Pub Date : 2021-01-08 Venkataramaiah Chintha; Rajendra Wudayagiri
Abstract For the first time a new flavonoid compound is isolated from the seeds of Celastrus paniculatus (CP) using different chromatographic techniques and it’s structure is predicted as “3-(3,4-dimethoxyphenyl)-1-(4-methoxyphenyl)prop-2-en-1-one” by employing various spectroscopic studies. The neuroprotective potential of this flavonoid was evaluated against ketamine-induced cognitive deficits with
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Design, synthesis and pharmacological evaluation of novel Artemisinin-Thymol Nat. Prod. Res. (IF 2.158) Pub Date : 2021-01-08 Emrah Kavak; Dogukan Mutlu; Omruye Ozok; Sevki Arslan; Arif Kivrak
Abstract A molecular hybridization of natural products is a new concept in drug discovery and having critical roles to design new molecules with improved biological properties. Hybrid molecules display higher biological activities when compared to the parent drugs. In the present study, two natural products (thymol and artemisinin (ART)) are used for the synthesis of new hybrid thymol-artemisinin.
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Chemical composition of the essential oil from different vegetative parts of Foeniculum vulgare subsp. piperitum (Ucria) Coutinho (Umbelliferae) growing wild in Sicily Nat. Prod. Res. (IF 2.158) Pub Date : 2021-01-07 Vincenzo Ilardi; Natale Badalamenti; Maurizio Bruno
Abstract In the present study, the chemical compositions of the essential oils from roots, stems, leaves and fruits of Foeniculum vulgare subsp. piperitum collected in Sicily were evaluated by GC and GC-MS. The main components of the roots were terpinolene (33.15%), γ-terpinene (12.18%) and fenchyl acetate (11.23%). Stems and leaves were very rich in α-phellandrene (36.85% and 41.59%, respectively)
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Insecticidal activity of copper (II) complexes with flavanone derivatives Nat. Prod. Res. (IF 2.158) Pub Date : 2021-01-06 André Lucio Franceschini Sarria; Andréia Pereira Matos; Ana Carolina Volante; Antônio Rogério Bernardo; Gracielle Oliveira Sabbag Cunha; João Batista Fernandes; Moacir Rossi Forim; Paulo Cezar Vieira; Maria Fátima das Graças Fernandes da Silva
Abstract In this work, we describe the insecticidal activity against Spodoptera frugiperda of flavanone derivatives (naringin, naringenin and hesperidin) complexed to copper (II). For the assays, the compounds were incorporated into an artificial diet and offered to S. frugiperda during its larval period. The duration of larval and pupal phases, the weight of pupae and the percentage of dead insects
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Two new sesquiterpenes from the rhizomes of Atractylodes macrocephala and their biological activities Nat. Prod. Res. (IF 2.158) Pub Date : 2021-01-06 Yi-Nan Zhao; Gai Gao; Jin-Lian Ma; Rui-Zhu Xu; Tao Guo; Li-Min Wu; Xin-Guang Liu; Zhi-Shen Xie; Jiang-Yan Xu; Zhen-Qiang Zhang; Pan Wang
Abstract Two new sesquiterpenes, named selina-4(14),7,11-trien-9-ol (1) and selina-4(14),11-dien-7-ol (2), along with two known compounds were isolated from rhizomes of Atractylodes macrocephala Koidz. All structures were assigned on the basis of detailed spectroscopic analyses. The absolute configuration of 1 was established by TDDFT-ECD calculations. Compound 1 was found to moderately inhibit LSD1
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Brandisianones F and G from Millettia brandisiana Kurz and their cytotoxicity Nat. Prod. Res. (IF 2.158) Pub Date : 2021-01-04 Supakorn Arthan; Chanakan Pornchoo; Auemduan Prawan; Sarawut Tontapha; Vittaya Amornkitbamrung; Chavi Yenjai
Abstract A new flavanone and a new chalcone, brandisianones F and G, were purified from the roots of Millettia brandisiana Kurz, moreover, sixteen known compounds were found. The chemical structures of all isolated compounds were identified using spectroscopic methods including 1D-NMR, 2D-NMR, MS, IR and CD data. Chalcone 15 exhibited the most cytotoxic activity against liver cancer, HepG2, and cholangiocarcinoma
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Structure elucidation of a novel cyclic tripeptide from the marine-derived fungus Aspergillus ochraceopetaliformis DSW-2 Nat. Prod. Res. (IF 2.158) Pub Date : 2021-01-04 Yanyan Liao; Xuan Hong; Jing Yang; Jiang-Jiang Qin; Beibei Zhang; Jianhui Lin; Zongze Shao; Weiyi Wang
Abstract A novel cyclic tripeptide, sclerotiotide M (1), was isolated from the culture of a marine derived fungus Aspergillus ochraceopetaliformis DSW-2, together with four known compounds (2–5). The planar structure of 1 was established by 1 D and 2 D NMR data, supported by mass spectrometry, and the relative configuration was established by calculated NMR chemical shifts coupled with a statistical
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Thionation of quinolizidine alkaloids and their derivatives via Lawesson’s reagent Nat. Prod. Res. (IF 2.158) Pub Date : 2021-01-04 Alena V. Koval’skaya; Polina R. Petrova; Dmitry O. Tsypyshev; Alexander N. Lobov; Inna P. Tsypysheva
Abstract Direct thionation of quinolizidine alkaloids (-)-cytisine, methylcytisine, thermopsine and some of their carbonyl derivatives was realized. It was established that carrying out of the reaction in the boiling toluene with 0.5 eq. of Lawesson’s reagent (LR) is most effective for synthesis of thio analogues of methyl-, allyl-, benzylcytisine and thermopsine. It was found, that formation of thioamides
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Profile of phenolic compounds in jabuticaba (Myrciaria sp.) a potential functional ingredient Nat. Prod. Res. (IF 2.158) Pub Date : 2021-01-04 Mônica Cristine Pereira dos Santos; Elisa d’Avila Costa Cavalcanti; Millena C. Barros Santos; Mariana Pulmar Seljan; Luiz Claudio Cameron; Mariana Simões Larraz Ferreira; Édira Castello Branco de Andrade Gonçalves
Abstract Phenolic compounds have attracted a lot of attention due to their benefits to human health. Jabuticaba (Myrciaria sp.) fruit has been described as an excellent source of these compounds, while Jabuticaba leaf, considered as plant residue, has shown functional effects. The present study aimed to characterize the phenolic profile in two different leaves extracts (hydroalcoholic ethanol and butanol)
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Two new quinones and six additional metabolites with potential anti-inflammatory activities from the roots of Juglans mandshurica Nat. Prod. Res. (IF 2.158) Pub Date : 2021-01-04 Shengjun Piao; Yanqiu Qi; Mei Jin; Shengbao Diao; Wei Zhou; Jinfeng Sun; Xinglin Jin; Gao Li
Abstract Two new quinones, 4-(5-hydroxy-1,4-dioxo-1,4-dihydronaphtha-len-3-ylamino)-butyric acid methyl ester (compound 1) and 1,3-dimethoxycarbonyl-8-hydroxy-9,10-anthraquinone (2), and six known compounds (3–8) were isolated from the roots of Juglans mandshurica Maxim., a member of the Juglandaceae family. The chemical structures of the compounds were elucidated by nuclear magnetic resonance spectroscopy
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Cannadicas A and B: two new oligosaccharide esters from the roots of Canna indica L. Nat. Prod. Res. (IF 2.158) Pub Date : 2021-01-04 Luu The Anh; Nguyen Hieu; Do Thi Trang; Bui Huu Tai; Nguyen Xuan Nhiem; Phan Van Kiem
Abstract Two new sucrose derivatives, named as cannadica A (1) and cannadica B (2), and eight known compounds, 6′-O-acetyl-3-O-(E)-p-coumaroylsucrose (3), heterophylloside C (4), 6′-O-vanilloylarbutin (5), isotachioside (6), 2,6-dimethoxy-p-hydroquinone 1-O-β-D-glucopyranoside (7), 3,5-dimethoxy-p-hydroquinone 1-O-β-D-glucopyranoside (8), benzyl glucoside (9), and 3,4-dihydroxybenzaldehyde (10) were
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Two new glycosides from Panzerina lanata (L.) Soják Nat. Prod. Res. (IF 2.158) Pub Date : 2021-01-04 Qinghu Wang; Yingcai Bao; Meili Wang; Qilemuge Wang
Abstract Two new glycosides, namely panalaside A (1) and panalaside B (2) were isolated from from Panzerina lanata (L.) Soják. The structures of 1 and 2 were elucidated by spectroscopic methods, including UV, IR, HR-ESI-MS and extensive 1 D and 2 D NMR techniques.
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9,10-Dihydro-5-hydroxy-2,3,6-trimethoxyphenanthrene-1,4-dione: a new dihydrophenanthrene from commercial cannabis and its effect on zebrafish larval behaviour Nat. Prod. Res. (IF 2.158) Pub Date : 2021-01-04 Arjun H. Banskota; Roumiana Stefanova; Joseph P. M. Hui; Fabrice Berrué; John C. Achenbach; Lee Ellis
Abstract A new dihydrophenanthrene derivative namely 9,10-dihydro-5-hydroxy-2, 3,6-trimethoxyphenanthrene-1,4-dione (1) was isolated from commercial cannabis product together with 4,5-dihydroxy-2,3,6-trimethoxy-9,10-dihydrophenanthrene (2), 4-hydroxy-2,3,6,7-tetramethoxy-9,10-dihydrophenanthrene (3), combretastatin B-2 (4) and isocannbispiradienone (5). Structure elucidation of the isolated compounds
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UHPLC-PDA-ESI-MS profile of phenolic compounds in the aerial parts of Cuphea ingrata Cham. & Schltdl. Nat. Prod. Res. (IF 2.158) Pub Date : 2021-01-04 Danuta Sobolewska; Aleksandra Owczarek; Monika Olszewska; Niraldo Paulino; Irma Podolak; Paweł Paśko; Dagmara Wróbel-Biedrawa; Klaudia Michalska
Abstract The purpose of the current study was a qualitative UHPLC-PDA-ESI-MS analysis of phenolic compounds in the aerial parts of Cuphea ingrata, which led to detection of over sixty constituents: tannins, flavonoids, phenolic acids and their derivatives. The presence of oenothein B-type macrocyclic dimeric ellagitannins seems to be of particular importance. Quercetin sulfate, that has been previously
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Improvement in phloroglucinol compound extracted from different parts of Eugenia umbelliflora monitored by LC-UV and antimicrobial activity Nat. Prod. Res. (IF 2.158) Pub Date : 2021-01-04 Ingrid Vicente Farias; Clarissa Medeiros de Amorim; Eliane Graff; Isabel Breia; Matheus Corrêa dos Santos; Silvana Norberto; Larissa G. Faqueti; Tania Mari Bellé Bresolin; Alexandre Bella Cruz; Christiane Meyre-Silva
Abstract The phloroglucinol eugenial C, eugenial D and eugenial E are the main active compounds in Eugenia umbelliflora fruits. This study aims to evaluate the extraction conditions of E. umbelliflora, using ethanol as solvent, focusing on the phloroglucinol and antimicrobial activity. In order to optimize the extraction conditions, ethanol 50, 70 and 90 oGL was used as a solvent in the proportions
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Natural products from Vitex polygama and their antimycobacterial and anti-inflammatory activity Nat. Prod. Res. (IF 2.158) Pub Date : 2020-12-30 Cristiane Catela Martins de Jesus; Marlon Heggdorne de Araújo; Thatiana Lopes Biá Ventura Simão; Elena B. Lasunskaia; Thiago Barth; Michelle Frazão Muzitano; Shaft Corrêa Pinto
Abstract Tuberculosis (TB) remains a worldwide public health threat because of the emergence of resistant strains and subsequent inappropriate response to current therapy. We have been studying the restinga plants’ antimycobacterial and anti-inflammatory potential. Dichloromethane fraction (DCM) from Vitex polygama Cham. showed high activity against Mycobacterium tuberculosis (Mtb) H37Rv. In this context
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Secondary metabolites from a peanut-associated fungus Aspergillus niger IMBC-NMTP01 with cytotoxic, anti-inflammatory, and antimicrobial activities Nat. Prod. Res. (IF 2.158) Pub Date : 2020-12-30 Tran Hong Quang; Nguyen Viet Phong; Le Ngoc Anh; Tran Thi Hong Hanh; Nguyen Xuan Cuong; Nguyen Thi Thanh Ngan; Nguyen Quang Trung; Nguyen Hoai Nam; Chau Van Minh
Abstract Chemical investigation of a peanut-associated fungal strain Aspergillus niger IMBC-NMTP01 resulted in isolation and identification of 14 secondary metabolites, including two new, epi-aspergillusol (1) and aspernigin (3), and 12 known compounds: pyrophen (2), 2-(hydroxyimino)-3-(4-hydroxyphenyl)propanoic acid (4), aspergillusol A (5), rubrofusarin B (6), nigerasperone A (7), fonsecin (8), TMC-256C1
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Three new 3-formyl-2-arylbenzofurans from Itea yunnanensis and their anti-hepatocellular carcinoma effects Nat. Prod. Res. (IF 2.158) Pub Date : 2020-12-30 Tian-Qiong Lang; Guo-Yong Luo; Wen-Chen Pu; Zhi-Wei Wang; Jian Wang; Xiao-Long Tian; Pan Zhang; Neng-Wu Zhao; Wu-De Yang; Hui-Fang Chai
Abstract Five 3-formyl-2-arylbenzofuran derivatives, including three new compounds (1-3) and two known analogues (4-5), were identified from the 95% EtOH extract of Itea yunnanensis. Extensive spectroscopic analyses were performed for the structure elucidation of all new benzofurans, and single-crystal X-ray diffraction analyses were further employed for the structure verification of iteafuranals C
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A new xanthostatin analogue from the marine sponge-associated actinomycete Streptomyces sp. SCSIO 40064 Nat. Prod. Res. (IF 2.158) Pub Date : 2020-12-30 Siqiang Chen; Qingbo Zhang; Xinya Zhang; Xiaodong Jiang; Haibo Zhang; Yiguang Zhu; Changsheng Zhang; Liping Zhang
Abstract A new cyclo-heptadepsipeptide xanthostatin B (1), together with isobutyryl hexapeptide (2), xanthostatin (3), TXS-1 (4) and TXS-2 (5), were isolated from the marine sponge derived Streptomyces sp. SCSIO 40064. The structures were elucidated by comprehensive spectroscopic data analyses and comparison with the literatures. The D-Val unit in 1 was assigned by Marfey’s method. The absolute configuration
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Cosmosporasides F–H, three new sugar alcohol conjugated acyclic sesquiterpenes from a Fusarium oxysporum fungus Nat. Prod. Res. (IF 2.158) Pub Date : 2020-12-30 Ying Fu; Ping Wu; Jinghua Xue; Mei Zhang; Xiaoyi Wei
Abstract Three new sugar alcohol conjugated acyclic sesquiterpenes, cosmosporasides F–H (1–3), were isolated from the fermented cultures of Fusarium oxysporum SC0002. Their structures were elucidated by extensive analysis of spectroscopic data, including 1H−13C long-range coupling constants (J C,H). Their antibacterial, cytotoxic and anti-inflammatory activities were evaluated.
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Two new benzophenone glycosides from the aerial parts of Hypericum przewalskii Nat. Prod. Res. (IF 2.158) Pub Date : 2020-12-28 Jin-Yan Xie; Qinghao Jin; Jin-Ming Gao; Shi-Chun Zong; Xi-Tao Yan
Abstract Plants of the genus Hypericum contain various types of secondary metabolites that exhibited extensive biological activities. In the ongoing efforts to discover natural neuroinflammatory inhibitors with the potential to develop into therapeutic agents for neurodegenerative diseases, two new benzophenone glycosides, hyperewalones A and B (1 and 2), along with eight known compounds (3–10), were
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A new antidiabetic and anti-inflammatory biflavonoid from Schinus polygama (Cav.) Cabrera leaves Nat. Prod. Res. (IF 2.158) Pub Date : 2020-12-28 Heba A. S. El-Nashar; Nada M. Mostafa; Omayma A. Eldahshan; Abdel Nasser B. Singab
Abstract A new biflavonoid, luteolin-(6→8'')-apigenin was isolated from 80% methanol extract of Schinus polygama (Cav.) Cabrera leaves (Anacardiaceae). The structure was elucidated by 1D and 2D-NMR spectroscopic data. This compound exhibited in vitro antidiabetic effect via α-amylase assay. Furthermore, it possesses anti-inflammatory activity through membrane stabilization effect on erythrocytes.
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Phenolics diversity among wild populations of Salvia multicaulis: as a precious source for antimicrobial and antioxidant applications Nat. Prod. Res. (IF 2.158) Pub Date : 2020-12-28 Mansoureh Tavan; Ali Azizi; Hassan Sarikhani; Mohammad Hossein Mirjalili; Maria Manuela Rigano
Abstract The genus Salvia L. belongs to the Lamiaceae family including several known species rich in natural compounds that are extensively used in pharmaceutical, food, and cosmetic industries. Salvia multicaulis populations contain a broad diversity of flavonoids and phenolic acids. The present study aimed to explore biological and pharmacological effects including antimicrobial and antioxidant activities
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Novel bioactive peptides sequences released by in vitro digestion of proteins isolated from Amaranthus hypochondriacus Nat. Prod. Res. (IF 2.158) Pub Date : 2020-12-28 Alexis Ayala-Niño; Araceli1 Castañeda-Ovando; Judith Jaimez-Ordaz; Gabriela Mariana Rodríguez-Serrano; José Antonio Sánchez-Franco; Luis Guillermo González-Olivares
Abstract Amaranth is a protein-rich seed, highly consumed in Mexico and reported as a potential source of bio-peptides with physiological function. Therefore, the objective of this study was to evaluate and identify bioactive peptide sequences from amaranth protein fractions released by pepsin and pancreatin in vitro digestion. Multifunctional bioactivities of peptides were measured through antihypertensive
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Phytochemical characterization, genotoxicity, cytotoxicity, and antimicrobial activity of Gautheria procumbens essential oil Nat. Prod. Res. (IF 2.158) Pub Date : 2020-12-28 Camila Marina Verdi; Vanessa Schopf Machado; Alencar Kolinsk Machado; Bruna Klein; Pauline Cordenonsi Bonez; Eduardo Nascimento Correa de Andrade; Grazielle Rossi; Marli Matiko Campos; Roger Wagner; Michele Rorato Sagrillo; Roberto Christ Vianna Santos
Abstract This study investigated the chemical constituents of Gaultheria procumbens essential oil and is the first to relate cytogenotoxicity with oxidative metabolism and antimicrobial activity. Chromatographic analysis of the essential oil showed methyl salicylate (99.96%) and linalool (0.04%) as the major compounds. The essential oil showed no signs of cytogenotoxicity at different concentrations
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Diketopiperazine and enterotoxin analogues from the mangrove derived-soil Streptomyces sp. SCSIO 41400 and their biological evaluation Nat. Prod. Res. (IF 2.158) Pub Date : 2020-12-24 Meng-Meng Song; Yu-Hui Xie; Wei-Hao Chen; Yi-Wei Hu; Kai Zhao; Yong-Hong Liu; Xiao-Long Huang; Qing-Chao Liu; Jun-Feng Wang
Abstract A new diketopiperazine, cyclo-( d -8-acetoxyl-Pro- l -Leu) (1), together with eight known compounds (2–9) including three enterotoxins (2–4), four diketopiperazines (5–8) and maltol (9), were isolated from the mangrove derived-soil Streptomyces sp. SCSIO 41400. The planar structures of all compounds were determined from analysis of NMR spectra, MS, optical rotation and comparing with literature
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Two new phenolic compounds from the Vietnamese lichen Parmotrema tinctorum Nat. Prod. Res. (IF 2.158) Pub Date : 2020-12-24 Van-Muoi Bui; Thuc-Huy Duong; Thi-Anh-Minh Nguyen; Thi-Ngoc-Van Nguyen; Ngoc-Hong Nguyen; Huu-Hung Nguyen; Warinthorn Chavasiri; Kim-Phi-Phung Nguyen; Bui-Linh-Chi Huynh
Abstract Chemical investigation of the lichen Parmotrema tinctorum (Nyl.) Hale led to the isolation of two new phenolic compounds, 2-ethylhexyl orsellinate (1) and tinctorinone (2). The structures were determined by analysis of their MS and NMR data as well as by comparison with literature data. The 2-ethylhexyl ester group of 2-ethylhexyl orsellinate is uncommon among lichen metabolites. Tinctorinone
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New triazole-bearing gramine derivatives – synthesis, structural analysis and protective effect against oxidative haemolysis Nat. Prod. Res. (IF 2.158) Pub Date : 2020-12-24 W. Kozanecka-Okupnik; A. Sierakowska; N. Berdzik; I. Kowalczyk; L. Mrówczyńska; B. Jasiewicz
Abstract The new series of triazole-bearing gramine derivatives were synthesized through a CuAAC procedure. The structures of all newly obtained compounds were confirmed by spectroscopic analysis and DFT methods. The obtained derivatives were screened for their protective potency against oxidative haemolysis induced by free radicals generated from 2,2’-azobis(2-methylpropionamidine) dihydrochloride
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Bio- and chemo- transformations of glabranin and 7-O-methylglabranin and cytotoxic evaluations of the transformed products Nat. Prod. Res. (IF 2.158) Pub Date : 2020-12-24 Arturo Cano-Flores; Marina Espinoza; Guillermo Delgado
Abstract The biotransformation of glabranin (1) with Aspergillus niger and Cunninghamella blakesleeana favoured the formation of benzofuran derivatives (3 and 4), while in contrast, its acid-catalysed chemical transformation favoured the formation of benzopyran derivatives (6 and 7). Compound 6 was further biooxidised at C-4′. Biotransformation of 7-O-methylglabranin (2) proceeded via oxidation of
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Development, characterisation, stability study and antileukemic evaluation of nanoemulsions containing Astrocaryum aculeatum extract Nat. Prod. Res. (IF 2.158) Pub Date : 2020-12-24 Priscila Marquezan Copetti; Samanta da Silva Gündel; Pablo Sebastian Britto de Oliveira; Fernanda Reis Favarin; Andiara Prates Ramos; Francieli Guedes Pintos; Lauren Pappis; André Gündel; Alencar Kolinski Machado; Aline Ferreira Ourique; Michele Rorato Sagrillo
Abstract The objective of this work was to produce and characterise nanoemulsions containing tucumã extract and to evaluate the performance of the nanostructure and the free compound regarding antitumor activity, cytotoxicity, and oxidative metabolism in NB4/APL cells. The nanoemulsions showed adequate physicochemical characteristics (average size approx. 200 nm, polydispersity index less than 0.3
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Chemical constituents from the South China sea soft coral Sinularia humilis Nat. Prod. Res. (IF 2.158) Pub Date : 2020-12-24 Jie Li; Xia-Juan Huan; Meng-Jun Wu; Zi-Hui Chen; Bao Chen; Ze-Hong Miao; Yue-Wei Guo; Xu-Wen Li
Abstract A new diterpenoid with an unusual capnosane skeleton, sinuhumilol A (1), alone with twelve known diverse compounds (2–13), were isolated from the South China Sea soft coral Sinularia humilis. Their structures and stereochemistry were elucidated by extensive spectroscopic analysis, quantum chemical calculations, and/or by the comparison of the spectroscopic data with those reported in the literature
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New phenolics from Uraria crinita (L.) DC Nat. Prod. Res. (IF 2.158) Pub Date : 2020-12-22 Dao Duc Thien; Bui Huu Tai; Tran Duc Dai; Nguyen Hoang Sa; Trinh Thi Thuy; Nguyen Thi Hoang Anh; Nguyen Thanh Tam
Abstract Reinvestigation of a methanol extract of Uraria crinita afforded a new 3- hydroxyisoflavanone, 3,5,7,2',4'-pentahydroxyisoflavanone (1), two new monoaryl glucosides, 3,4-dimethoxyphenyl 1-O-(6′-O-acetyl)-β-D-glucopyranoside (2) and 3,4,5-trimethoxyphenyl 1-O-(6′-O-acetyl)-β-D-glucopyranoside (3), in addition to three known compounds, 3′-O-methylorobol (4), robusflavone B (5), and apigenin
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Steroidal saponin from Agave marmorata Roezl modulates inflammatory response by inhibiting NF-κB and AP-1 Nat. Prod. Res. (IF 2.158) Pub Date : 2020-12-21 Jonathan Cortés A; Ernesto Sánchez-Mendoza; Alejandro Zamilpa; Manases González-Cortazar; Maribel Herrera-Ruiz; Julio Cesar Almanza-Pérez; Eli Terán-Cabanillas; Renaud Condé; Lenin Domínguez-Ramírez; Elizur Montiel Arcos; Jesús Enrique Jiménez-Ferrer
Abstract Agave marmorata Roezl is an endemic succulent specie from the Oaxaca-Puebla area of Mexico. This plant is a medicinal recourse and contain a rich variety of saponins-type compounds with multiples biological effects. Some of them have been shown to be anticancer, antibacterial, or having anti-inflammatory and immunoregulation effects. This paper is the first scientific report to describe the
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Secondary metabolites from Lantana camara L. flowers extract exhibit in vivo anti-urolithiatic activity in adult Wistar albino rats Nat. Prod. Res. (IF 2.158) Pub Date : 2020-12-21 Marwa I. Ezzat; Salsabeel N. El Gendy; Ahmed S. Saad; Walied S. Abdo; Aly M. EL Sayed; Amira K. Elmotayam
Abstract The present study aims at evaluating potential of the ethanol extracts of L. camara leaves (LE), flowers (FlE) and roots (RE) in the treatment of renal calculi and characterising the secondary metabolites in the active extract. The results revealed that the FlE had significantly reduced the levels of kidney parameters (calcium, creatinine, urea, and uric acid) against ethylene glycol (EG)
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Six phenanthrenes from the roots of Cymbidium faberi Rolfe. and their biological activities Nat. Prod. Res. (IF 2.158) Pub Date : 2020-12-21 Shuang-shuang Lv; Yu Fu; Jun Chen; Yuan Jiao; Sui-qing Chen
Abstract A new phenanthrene compound, 7-(4-hydroxybenzyl)-8-methoxy-9,10- dihydrophenanthrene-2,5-diol (HMD), along with five known compounds (Coelonin, DD, Shancidin, HDP and MDD) were isolated from the roots of Cymbidium faberi Rolfe. (CFR). Their structures were identified using various spectroscopic methods. These compounds were reported for the first time in the genus. All isolated compounds were
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Phytochemical constituents and biological activities of Dianthus helenae Vved., growing in Uzbekistan Nat. Prod. Res. (IF 2.158) Pub Date : 2020-12-21 Ugiloy Yusupova; Durbek Usmanov; Aziz Azamatov; Nurmurod Ramazonov; Jumadilla Rejepov
Abstract In the present study, six known compounds were investigated that were isolated from the aerial parts of plant Dianthus helenae Vved. The structures of these compounds were identified as polypodine B (1), 2,3,20,22-diacetonide-20-hydroxyecdysone (2), 20-hydroxyecdysone (3), cyasterone (4), α-ecdysone (5) and 2-deoxy-α-ecdysone (6). Their structures were confirmed by NMR-, ESI-MS, and IR-spectroscopy
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Two undescribed diarylheptanoids from green husk of Carya illinoinensis as acetylcholinesterase inhibitors Nat. Prod. Res. (IF 2.158) Pub Date : 2020-12-21 Shinde Bhagatsing Devidas; Nitisha Sendri; Shubham Nilkanth Rahmatkar; Damanpreet Singh; Pamita Bhandari
Abstract Two undescribed diarylheptanoids, 3-(R)-acetyl-1-(3′,4′-dihydroxyphenyl)-7-(4′′-hydroxy-3′′ -methoxyphenyl)-heptane (1) and 11-Hydroxy-1,17-epoxy-7-(2-hydroxylphenyl)-13-(16-methoxyphenyl)-heptane (2) together with known compounds, namely, 11-Oxo-1,17-epoxy-7-(2-hydroxylphenyl)-13-(16-methoxyphenyl)-heptane (3) 3,4,5-Trihydroxytetralone (4) 4,8- Dihydroxytetralone (5), 4,5-Dihydroxytetralone
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Two novel compounds from green walnut husks (Juglans mandshurica Maxim.) Nat. Prod. Res. (IF 2.158) Pub Date : 2020-12-21 Hong Yang; Chunli Gan; Yaping Guo; Liyuan Qu; Shuang Ma; Yanbin Ren; Xingwen Wang; Libo Wang; Jian Huang; Jinhui Wang
Abstract Phytochemical investigation on the ethanol extract of green walnut husks (Juglans mandshurica Maxim.) led to the isolation of two previously unknown compounds, including a macrolide compound (13S)-8-oxo-(9E, 11E)-8-oxo-octadeca-9,11-dien-13-olide (1) and a diarylheptanoid compound 1-(3′-methoxy-4′-hydroxyphenyl)-7-(3″,4″-dimethoxyphenyl)heptan-3-one (2), together with 19 known compounds. The
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A new diterpernoid glycoside from the fruit of Forsythia suspensa Nat. Prod. Res. (IF 2.158) Pub Date : 2020-12-21 Nan Ma; Chenzhi Sun; Qian Wei; Yajing Wang; Xinjia Yan; Chang Li; Yuehu Pei
Abstract One new diterpernoid glycoside, lanceolatinoside A (1), together with one known iridoid glycoside, luzonoside C (2) were isolated from the fruit of Forsythia suspensa. The structure of the new compound (1) was elucidated through 1 D and 2 D NMR spectroscopic data, and HR-ESIMS. Compound 2 was identified as luzonoside C (2) on the basis of NMR spectroscopic data analyses and comparison with
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Augmented phytotoxic effect of nanoencapsulated ophiobolin A Nat. Prod. Res. (IF 2.158) Pub Date : 2020-12-21 Maurizio Vurro; Helen E. Townley; Rachel Morrison; Angela Boari; Marco Masi; Antonio Evidente
Abstract Ophiobolin A is a secondary phytotoxic metabolite produced by some pathogenic fungal species responsible for severe plant diseases, considered to play a role in disease development and symptom appearance. Herein we investigated whether the phytotoxic activities of ophiobolin A against weed species could be improved by nanoencapsulation. Given the rapid natural degradation of the compound,
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Two new polyhydroxylated steroidal glycosides from the starfish Culcita novaeguineae Nat. Prod. Res. (IF 2.158) Pub Date : 2020-12-18 Yun-Yang Lu; Min-Chang Wang; Ke Liu; Wei Zhang; Yang Liu; Hai-Feng Tang
Abstract The chemical constituent investigation on the starfish Culcita novaeguineae resulted in the isolation of two new polyhydroxylated steroidal glycosides and two known ones. The new compounds were identified as (25S)-3-O-(2-O-methyl-β-D-xylopyranosyl)-26-O-(β-D-xylopyranosyl)-cholest-4-ene-3β,6β,7α,8,15α,16β,26-heptaol (1) and (25S)-3-O-(2-O-methyl-β-D-xylopyranosyl)-26-O-(β-D-xylopyranosyl)-cholest-4
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3.5-scFv-β-lactamase, a new protein detector of picric acid, the highly nitrated organic explosive Nat. Prod. Res. (IF 2.158) Pub Date : 2020-12-18 Mladen Simonovic; Thorsten Mix; Miodrag Glumac; Boris Pejin
Abstract A new protein detector of 2,4,6-trinitrophenol (TNP, picric acid) is concisely reported herein for the first time. In brief, the gene of a specific scFv fragment, namely 3.5, was fused separately with the gene of β-lactamase and, subsequently, expressed in the periplasmic space of Escherichia coli, affording in such a way the recombinant fusion protein 3.5-scFv-β-lactamase. This bifunctional
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New sesquiterpeniod esters form Blumea balsamifera (L.) DC. and their anti-influenza virus activity Nat. Prod. Res. (IF 2.158) Pub Date : 2020-12-17 Yan Xiong; Ping Yi; Yuhuan Li; Rongmei Gao; Junlei Chen; Zhanxing Hu; Huayong Lou; Caixia Du; Jiayu Zhang; Yu Zhang; Chunmao Yuan; Liejun Huang; Xiaojiang Hao; Wei Gu
Abstract Phytochemical studies led to the isolation of five new sesquiterpeniod esters, named balsamiferine N-R, along with ten known compounds (6-15) from the leaves of Blumea balsamifera (L.) DC. The skeletons of nine known sesquiterpeniods belong to guaiane and eudesmane. The structures of the new compounds including their absolute configurations were elucidated by comprehensive spectroscopic analysis
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Anti-ulcerogenic potential of anthocyanin-loaded chitosan nanoparticles against alcohol-HCl induced gastric ulcer in rats Nat. Prod. Res. (IF 2.158) Pub Date : 2020-12-17 Sreerekha Perumcherry Raman; Pavan Kumar Dara; Divya K Vijayan; Niladri Sekhar Chatterjee; Mahadevan Raghavankutty; Suseela Mathew; Chandragiri Nagarajarao Ravishankar; Rangasamy Anandan
Abstract Chitosan is more prominent in food applications due to its versatile properties. Anthocyanins have gained much research attention due to their multifaceted role in preventing various lifestyle ailments. Encapsulated anthocyanin- loaded chitosan nanoparticles (ACNPs) were prepared by conventional ionotropic gelation method. In the present study, the gastro-protective effect of encapsulated
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Antidiabetic effect of aqueous-ethanol extract from the aerial parts of Artemisia roxburghiana Nat. Prod. Res. (IF 2.158) Pub Date : 2020-12-17 Ankit Kumar; Sonali Aswal; Ashutosh Chauhan; Ruchi Badoni Semwal; Randhir Singh; Harish Chandra Andola; Sunil Kumar Joshi; Deepak Kumar Semwal
Abstract Artemisia roxburghiana is used for the management of diabetes mellitus in the Indian subcontinent. The present work aimed to validate the traditional claim of the plant in diabetes mellitus. In vitro studies were conducted using α-glucosidase and α-amylase assays whereas streptozotocin-nicotinamide-induced diabetic Wistar rats were used for in vivo study. The aqueous-ethanol extract from the
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A new cyclic peptide from the fibrous root of Pseudostellaria heterophylla Nat. Prod. Res. (IF 2.158) Pub Date : 2020-12-17 Xiao-fei Zhao; Qian Zhang; Han-tao Zhao; Yan-da Zhang; Han-ru Liu; Lu-jiang Yuan; Qian-feng Chen
Abstract A new cyclic peptide, Pseudostellarin K (1), together with thirteen known compounds, including two cyclic peptides (2 and 3), one β-carboline alkaloid (4), two amides (5 and 6), three phenylpropanoids (7–9) and other compounds (10–14), were isolated from the fibrous root of Pseudostellaria heterophylla. Their structures were elucidated by extensive spectroscopic analysis. Compounds 1, 4–6
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Naphthalenes A and B, two new naphthalene derivatives from the fungus Phellinus igniarius Nat. Prod. Res. (IF 2.158) Pub Date : 2020-12-17 Wei Liu; Shihao Deng; Yushuang Liu; Ping Zhao; Yan Ouyang; Xinzhou Yang
Abstract Two new naphthalene derivatives, named naphthalene A (1) and naphthalene B (2), together with eight known compounds (3–10) were isolated from dichloromethane fraction of Phellinus igniarius. The structures of compounds were elucidated on the basis of spectroscopic analysis and absolute configurations were established based on electronic circular dichroism data. Compounds 9 and 10 exhibited
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A new picrotoxane-type sesquiterpene from Dendrobium nobile Lindl Nat. Prod. Res. (IF 2.158) Pub Date : 2020-12-17 Pei Wang; Xin Chen; Cai-Hong Cai; Fan-Dong Kong; Sheng-Zhuo Huang; Jing-Zhe Yuan; Xing-Lian Xu; Wen-Li Mei; Hao-Fu Dai
Abstract A picrotoxane-type sesquiterpene, dendroterpene E (1), together with five benzene derivatives (2–6), were isolated from the stems of Dendrobium nobile Lindl. Their structures were elucidated by spectroscopic analysis and X-ray diffraction analysis. Compound 1 was a new picrotoxane-type sesquiterpene with a C-9/C-1/O/C-11 oxetane ring, which was first encountered in this type of compounds.
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Six 19,20-epoxycytochalasans from endophytic Diaporthe sp. RJ-47 Nat. Prod. Res. (IF 2.158) Pub Date : 2020-12-16 Qiong Zhang; Zhi-pu Huang; Yu-ying Zhao; Qing Zhao; Jian-hong Chen; Wei-guang Ma; Xiao-mei Zhang
Abstract Two new cytochalasins, deacetyl-19-epi-cytochalasin P1 (1), deacetyl-19,20-epoxycytochalasin D (2) were isolated from the endophytic fungus Diaporthe sp. RJ-47, along with four known compounds deacetyl-5,6-dihydro-7-oxo-19,20-epoxycytochalasin C (3), 19,20-epoxycytochalasin Q (4), 19,20-epoxycytochalasin C (5) and deacetyl-19,20-epoxy cytochalasin C (6). Their structures were unambiguously
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