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Bioactive Azepine-Indole Alkaloids from Psychotria nemorosa.
Journal of Natural Products ( IF 5.1 ) Pub Date : 2020-03-09 , DOI: 10.1021/acs.jnatprod.9b00469
Luiz C Klein-Júnior 1, 2, 3 , Sylvian Cretton 4 , Yvan Vander Heyden 2 , André L Gasper 5 , Samad Nejad-Ebrahimi 6 , Philippe Christen 4 , Amélia T Henriques 1
Affiliation  

Phytochemical investigation of the alkaloid extract of the aerial parts of Psychotria nemorosa led to the isolation and characterization of 10 azepine-indole alkaloids, i.e., cimitrypazepine (1), fargesine (2), nemorosines A (3), and B (12), nemorosinosides A-F (4-9), as well as two β-carboline derivatives, 10-hydroxyisodolichantoside (10) and 10-hydroxydolichantoside (11), an isoxazole alkaloid, nemorosinoside G (13), serotonin (14), bufotenine (15), and (S)-gentianol (16). Compounds 3-13 have not yet been described. These compounds were isolated by semipreparative HPLC, and their structures were determined by means of HRMS, NMR, and ECD measurements. In addition, the monoamine oxidase-A (MAO-A), MAO-B, acetylcholinesterase (AChE), and butyrylcholinesterase (BChE) inhibitory activities were evaluated. Alkaloids 1-3 inhibited the MAO-A activity with IC50 values of 1.4, 1.4, and 0.9 μM, respectively.

中文翻译:

Psychotria nemorosa的生物活性氮杂吲哚生物碱。

对Psychotria nemorosa空中部分的生物碱提取物进行植物化学研究后,分离并鉴定了10种氮杂吲哚生物碱,即西米替平(1),fargesine(2),nemorosines A(3)和B(12), Nemorosinosides AF(4-9)以及两种β-咔啉衍生物,10-hydroxyisodolichantoside(10)和10-hydroxydolichantoside(11),异恶唑生物碱,nemorosinoside G(13),5-羟色胺(14),bufotenine(15) ,和(S)-龙胆酚(16)。尚未描述化合物3-13。通过半制备HPLC分离这些化合物,并通过HRMS,NMR和ECD测量确定其结构。此外,评估了单胺氧化酶-A(MAO-A),MAO-B,乙酰胆碱酯酶(AChE)和丁酰胆碱酯酶(BChE)的抑制活性。
更新日期:2020-03-09
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