Additional Bioactive Silvestrol Analogs from the Roots of Aglaia perviridis Collected in Vietnam.

IF 3.6 2区 生物学 Q2 CHEMISTRY, MEDICINAL Journal of Natural Products Pub Date : 2025-03-28 Epub Date: 2025-03-04 DOI:10.1021/acs.jnatprod.4c01247
Ermias Mekuria Addo, Daniel Adu-Ampratwum, Elizabeth N Kaweesa, Garima Agarwal, Dmitriy Uchenik, Tran N Ninh, Djaja D Soejarto, Joanna E Burdette, James R Fuchs, A Douglas Kinghorn, Harinantenaina L Rakotondraibe
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Abstract

The tropical plant Aglaia perviridis is known to produce cyclopenta[b]benzofuran and other types of rocaglate derivatives including silvestrol (3) and 5‴-episilvestrol (4) that are of current pharmacological interest. In the present work, further investigation of A. perviridis roots collected in Vietnam has yielded two new rocaglate acetonide derivatives (1 and 2) and a known pentanor-3,4-seco-dammarane triterpenoid (7) found for the first time as a natural product, in addition to four known rocaglates (3-6). The structures of compounds 1 and 2 were confirmed by partial synthesis experiments, and their potential occurrence as extraction artifacts was investigated by targeted selective ion monitoring using UHPLC-MS. All compounds obtained were evaluated against a panel of four human cancer cell lines, in which the six rocaglate derivatives (1-6) tested all showed submicromolar potencies.

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越南产细叶菖蒲根中活性西尔维斯特罗类似物的研究。
已知热带植物紫花草(Aglaia perviridis)可产生环戊[b]苯并呋喃和其他类型的螺甲酯衍生物,包括银雌醇(3)和5 - ε -烯雌醇(4),目前具有药理意义。在本研究中,对越南产的紫荆芥根进行了进一步的研究,除了四种已知的红荆芥(3-6)外,还发现了两种新的红荆芥乙酰胺衍生物(1和2)和一种首次作为天然产物发现的戊烷-3,4-仲达玛烷三萜(7)。通过部分合成实验确定了化合物1和2的结构,并通过UHPLC-MS靶向选择性离子监测研究了它们作为提取伪迹的可能性。所有获得的化合物都对四种人类癌细胞系进行了评估,其中六种rocaglate衍生物(1-6)测试均显示出亚微摩尔电位。
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来源期刊
CiteScore
9.10
自引率
5.90%
发文量
294
审稿时长
2.3 months
期刊介绍: The Journal of Natural Products invites and publishes papers that make substantial and scholarly contributions to the area of natural products research. Contributions may relate to the chemistry and/or biochemistry of naturally occurring compounds or the biology of living systems from which they are obtained. Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin. When new compounds are reported, manuscripts describing their biological activity are much preferred. Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin.
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