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Characterization of Antibacterial Proanthocyanidins of Dalbergia monetaria, an Amazonian Medicinal Plant, by UHPLC-HRMS/MS
Planta Medica ( IF 2.1 ) Pub Date : 2020-05-29 , DOI: 10.1055/a-1170-8016
Patricia Homobono Brito de Moura 1 , Amaryllis Almeida de Sousa 2 , Andrea Porzel 3 , Ludger A Wessjohann 3 , Ivana Correa Ramos Leal 2 , Roberto Carlos Campos Martins 1
Affiliation  

Dalbergia monetaria is an Amazonian plant whose bark is widely used to treat urinary tract infections. This paper describes a bio-guided study of ethanolic extracts from the bark and leaves of D. monetaria, in a search for metabolites active against human pathogenic bacteria. In vitro assays were performed against 10 bacterial strains, highlighting methicillin-sensitive Staphylococcus aureus and methicillin-resistant Staphylococcus aureus and Pseudomonas aeruginosa. Fractioning of the extracts was performed using instrumental and classical techniques, and samples were characterized by UHPLC-HRMS/MS. Ethyl acetate fractions from bark and leaves showed similar antibacterial activities. EAFB is enriched in isoflavone C-glucosides and EAFL enriched in proanthocyanidins. Subfractions from EAFL presented higher activity and showed a complex profile of proanthocyanidins constructed by (epi)-cassiaflavan and (epi)-catechin units, including dimers, trimers and tetramers. The fragmentation pattern emphasized the neutral loss of cassiaflavan units by quinone-methide fission. Fraction SL7-6, constituted by (ent)-cassiaflavan-(ent)-cassiaflavan-(epi)-catechin isomers, showed the lowest MIC against the S. aureus and P. aeruginosa with values corresponding to 64 and 32 µg/mL, respectively. Cassiaflavan-proanthocyanidins have not been found previously in another botanical genus, except in Cassia, and the traditional medicinal use of D. monetaria might be related to the antibacterial activity of proanthocyanidins characterized in the species.

中文翻译:

通过 UHPLC-HRMS/MS 表征亚马逊药用植物黄檀的抗菌原花青素

Dalbergia monetaria 是一种亚马逊植物,其树皮被广泛用于治疗尿路感染。本文描述了一项从 D. monetaria 的树皮和叶子中提取乙醇提取物的生物指导研究,以寻找对人类致病细菌具有活性的代谢物。对 10 种细菌菌株进行了体外测定,突出了甲氧西林敏感的金黄色葡萄球菌和耐甲氧西林的金黄色葡萄球菌和铜绿假单胞菌。提取物的分级使用仪器和经典技术进行,样品通过 UHPLC-HRMS/MS 进行表征。来自树皮和叶子的乙酸乙酯馏分显示出类似的抗菌活性。EAFB 富含异黄酮 C-葡萄糖苷,而 EAFL 富含原花色素。来自 EAFL 的亚组分表现出更高的活性,并显示出由 (epi)-肉桂黄素和 (epi)-儿茶素单元构建的复杂原花青素谱,包括二聚体、三聚体和四聚体。碎裂模式强调了醌-甲基化裂变引起的肉桂黄素单位的中性损失。由 (ent)-cassiaflavan-(ent)-cassiaflavan-(epi)-catechin 异构体构成的部分 SL7-6 对金黄色葡萄球菌和铜绿假单胞菌的 MIC 最低,其值分别为 64 和 32 µg/mL,分别。决明子黄烷原花青素以前在除决明之外的另一个植物属中未被发现,并且 D. monetaria 的传统药用用途可能与该物种中表征的原花青素的抗菌活性有关。包括二聚体、三聚体和四聚体。碎裂模式强调了醌-甲基化裂变引起的肉桂黄素单位的中性损失。由 (ent)-cassiaflavan-(ent)-cassiaflavan-(epi)-catechin 异构体构成的部分 SL7-6 对金黄色葡萄球菌和铜绿假单胞菌的 MIC 最低,其值分别为 64 和 32 µg/mL,分别。决明子黄烷原花青素以前在除决明之外的另一个植物属中未被发现,并且 D. monetaria 的传统药用用途可能与该物种中表征的原花青素的抗菌活性有关。包括二聚体、三聚体和四聚体。碎裂模式强调了醌-甲基化裂变引起的肉桂黄素单位的中性损失。由 (ent)-cassiaflavan-(ent)-cassiaflavan-(epi)-catechin 异构体构成的部分 SL7-6 对金黄色葡萄球菌和铜绿假单胞菌的 MIC 最低,其值分别为 64 和 32 µg/mL,分别。决明子黄烷原花青素以前在除决明之外的另一个植物属中未被发现,并且 D. monetaria 的传统药用用途可能与该物种中表征的原花青素的抗菌活性有关。对金黄色葡萄球菌和铜绿假单胞菌的最低 MIC 值分别对应于 64 和 32 µg/mL。决明子黄烷原花青素以前在除决明之外的另一个植物属中未被发现,并且 D. monetaria 的传统药用用途可能与该物种中表征的原花青素的抗菌活性有关。对金黄色葡萄球菌和铜绿假单胞菌的最低 MIC 值分别对应于 64 和 32 µg/mL。决明子黄烷原花青素以前在除决明之外的另一个植物属中未被发现,并且 D. monetaria 的传统药用用途可能与该物种中表征的原花青素的抗菌活性有关。
更新日期:2020-05-29
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