Cytotoxic Triterpene Glycosides from Mexican Sea Cucumber Holothuria inornata.

IF 3.6 2区生物学 Q2 CHEMISTRY, MEDICINAL

Journal of Natural Products Pub Date : 2025-09-21 DOI:10.1021/acs.jnatprod.5c00716

Esteban López-Sampedro, Roberto Arreguin-Espinosa, Ana M Simonet

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引用次数: 0

Abstract

Sea cucumbers (Holothuriidae) are highly valued in traditional medicine and are recognized for their diverse bioactivities, which are largely attributed to their rich triterpene glycoside content. Given that Holothuria inornata was chemically uncharacterized, this study describes the bioassay-guided isolation of these compounds. Nine sulfated saponins were purified, and their structures were elucidated using UPLC-QTOF/HR-ESI-MSⁿ and comprehensive NMR spectroscopy. Six new compounds were identified, including inornatosides A-C (1-3) and 22R-holothurin B (6), all possessing a holostane-type aglycone, alongside inornatosides D (4) and E (5), which feature unique aglycones. Cytotoxic assays revealed that inornatoside B (2) exhibited potent cytotoxic activity against human mammary adenocarcinoma (MCF-7) and human lung adenocarcinoma (SKLU-1) cell lines, with IC₅₀ values between 0.47 and 0.50 μM surpassing the efficacy of the positive control. These findings not only expand the chemical diversity of holothurins but also position H. inornata as a promising source of anticancer compounds.

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墨西哥海参的细胞毒性三萜苷。

海参（Holothuriidae）在传统医学中具有很高的价值，其多种生物活性在很大程度上归因于其丰富的三萜苷含量。考虑到全息图在化学上未被表征，本研究描述了生物测定引导下这些化合物的分离。通过UPLC-QTOF/HR-ESI-MSn和综合NMR对9种磺化皂苷进行了结构鉴定。鉴定出6个新化合物，包括无糖糖苷a - c（1-3）和22R-holothurin B(6)，它们都具有全烷型苷元，以及具有独特苷元的无糖糖苷D(4)和E(5)。细胞毒实验表明，吲哚菊苷B(2)对人乳腺腺癌（MCF-7）和人肺腺癌（SKLU-1）细胞株具有较强的细胞毒活性，IC50值在0.47 ~ 0.50 μM之间，优于阳性对照。这些发现不仅扩大了holothurin的化学多样性，而且将H. inornata定位为抗癌化合物的有前途的来源。

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.