Structurally Diverse Cytotoxic Polyphenols from Garcinia gracilis

IF 3.3 2区生物学 Q2 CHEMISTRY, MEDICINAL

Journal of Natural Products Pub Date : 2023-08-31 DOI:10.1021/acs.jnatprod.3c00498

Yan-Song Ye, Yao-Tao Duan, Zhuo Zhou, Khamphanh Thepkaysone, Bounleuane Douangdeuane and Gang Xu*,

引用次数: 0

Abstract

Thirty-five diverse polyphenols, belonging to seven structure classes, were isolated from Garcinia gracilis, a medicinal and edible plant sampled from Laos. The structures of nine new compounds, gargarcilones A–I (1–3, 5–7, 10, 12, and 17), were established using spectroscopic, X-ray diffraction, and experimental and calculated ECD methods. Additionally, we revised the stereochemical assignment of cochinchinoxanthone and cochinchinoxanthone C. The compounds were evaluated for antiproliferative activity against five human tumor cell lines (HL-60, A549, SMMC-7721, MDA-MB-231, and SW480). Compounds 1–4, 7, and 8 exhibited cytotoxic activity with IC₅₀ values of 0.5–8.9 μM. Compound 3 significantly induced apoptosis in SMMC-7721 cells.

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细藤中结构多样的细胞毒性多酚

从老挝药用和食用植物藤黄中分离到35种不同的多酚，属于7个结构类别。使用光谱、X射线衍射以及实验和计算的ECD方法，建立了九种新化合物，即含羞草酮A–I（1–3、5–7、10、12和17）的结构。此外，我们修改了胭脂黄酮和胭脂黄酮C的立体化学归属。评估了这些化合物对五种人类肿瘤细胞系（HL-60、A549、SMMC-7721、MDA-MB-231和SW480）的抗增殖活性。化合物1-4、7和8表现出细胞毒性活性，IC50值为0.5-8.9μM。化合物3显著诱导SMMC-7721细胞凋亡。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Journal of Natural Products 生物-药学

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.