Comprehensive Metabolite Profile and Cytotoxic Constituents of Cryptolepis decidua

IF 3.7 2区 生物学 Q2 CHEMISTRY, MEDICINAL
Journal of Natural Products Pub Date : 2026-08-28 Epub Date: 2026-08-19 DOI:10.1021/acs.jnatprod.6c00033
Tobias Blank, Charlie Puth, Annikka Kurz, Moritz Benka, Malik Rakhmanov, Iwanette Du Preez-Bruwer, Davis Mumbengegwi, Dietmar A. Plattner, Bernd Kammerer, Roman Huber, Robin Teufel, Olivier Potterat, Volker M. Lüth
{"title":"Comprehensive Metabolite Profile and Cytotoxic Constituents of Cryptolepis decidua","authors":"Tobias Blank,&nbsp;Charlie Puth,&nbsp;Annikka Kurz,&nbsp;Moritz Benka,&nbsp;Malik Rakhmanov,&nbsp;Iwanette Du Preez-Bruwer,&nbsp;Davis Mumbengegwi,&nbsp;Dietmar A. Plattner,&nbsp;Bernd Kammerer,&nbsp;Roman Huber,&nbsp;Robin Teufel,&nbsp;Olivier Potterat,&nbsp;Volker M. Lüth","doi":"10.1021/acs.jnatprod.6c00033","DOIUrl":null,"url":null,"abstract":"<p>Root extracts of <em>Cryptolepis decidua</em> are used in the traditional medicine of South-West Africa to treat various conditions. Here, we report the potent cytotoxic activity of a methanol root extract against a human adenocarcinomic cell line, which prompted us to establish a comprehensive metabolite profile. Overall, six previously undescribed compounds were isolated from this extract by a combination of open-column chromatography, centrifugal partition chromatography and preparative HPLC. They include two sarmentogenin-type cardenolides (<strong>2</strong> and <strong>3</strong>), an androstane lactone (<strong>5</strong>), two dinormonoterpenoid diglucosides, dinosides A and B (<strong>9</strong> and <strong>10</strong>), and a quinic acid derivative (<strong>12</strong>). In addition, six previously reported constituents were identified (<strong>1</strong>, <strong>4</strong>, <strong>6</strong>−<strong>8</strong>, <strong>11</strong>). The structures of the isolates were elucidated using HPLC-MS<sup>2/3</sup>, HRESIMS and NMR spectroscopy. Feature-based molecular networking was used to map a comprehensive metabolite profile. The cytotoxic activity of the methanol extract was evaluated by WST-1 cell-viability assays, apoptosis/necrosis tests, and cell-cycle analyses. Cardenolides <strong>1</strong>−<strong>3</strong> were identified as the primary cytotoxic agents, exhibiting IC<sub>50</sub> values of 0.25 μM (<strong>1</strong>), 2.20 μM (<strong>2</strong>), and 0.28 μM (<strong>3</strong>) in A549 human lung epithelial cancer cells, and 0.41 μM (<strong>1</strong>), 2.31 μM (<strong>2</strong>), and 0.39 μM (<strong>3</strong>) against peripheral blood mononuclear cells.</p>","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":"89 9","pages":"34–49"},"PeriodicalIF":3.7000,"publicationDate":"2026-08-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Natural Products ","FirstCategoryId":"99","ListUrlMain":"https://pubs.acs.org/doi/10.1021/acs.jnatprod.6c00033","RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2026/8/19 0:00:00","PubModel":"Epub","JCR":"Q2","JCRName":"CHEMISTRY, MEDICINAL","Score":null,"Total":0}
引用次数: 0

Abstract

Root extracts of Cryptolepis decidua are used in the traditional medicine of South-West Africa to treat various conditions. Here, we report the potent cytotoxic activity of a methanol root extract against a human adenocarcinomic cell line, which prompted us to establish a comprehensive metabolite profile. Overall, six previously undescribed compounds were isolated from this extract by a combination of open-column chromatography, centrifugal partition chromatography and preparative HPLC. They include two sarmentogenin-type cardenolides (2 and 3), an androstane lactone (5), two dinormonoterpenoid diglucosides, dinosides A and B (9 and 10), and a quinic acid derivative (12). In addition, six previously reported constituents were identified (1, 4, 6−8, 11). The structures of the isolates were elucidated using HPLC-MS2/3, HRESIMS and NMR spectroscopy. Feature-based molecular networking was used to map a comprehensive metabolite profile. The cytotoxic activity of the methanol extract was evaluated by WST-1 cell-viability assays, apoptosis/necrosis tests, and cell-cycle analyses. Cardenolides 1−3 were identified as the primary cytotoxic agents, exhibiting IC50 values of 0.25 μM (1), 2.20 μM (2), and 0.28 μM (3) in A549 human lung epithelial cancer cells, and 0.41 μM (1), 2.31 μM (2), and 0.39 μM (3) against peripheral blood mononuclear cells.

蜕膜隐藻的综合代谢物谱及细胞毒性成分。
隐皮草的根提取物在西南非洲的传统医学中用于治疗各种疾病。在这里,我们报告了甲醇根提取物对人类腺癌细胞系的有效细胞毒活性,这促使我们建立了一个全面的代谢物谱。总的来说,通过开柱色谱(CC)、离心分配色谱(CPC)和制备高效液相色谱(HPLC)的组合,从该提取物中分离出了六种先前未描述的化合物。它们包括两种沙门原素型木桂子内酯(2和3),一种雄甾内酯(5),两种二单萜二葡糖苷,二苷A和B(9和10),和一种奎宁酸衍生物(12)。此外,鉴定了六个先前报道的成分(1,4,6 - 8,11)。利用hplc - mss3 /3、hresms和NMR对分离菌株的结构进行了鉴定。基于特征的分子网络被用来绘制一个全面的代谢物图谱。通过WST-1细胞活力测定、凋亡/坏死试验和细胞周期分析评估甲醇提取物的细胞毒活性。Cardenolides 1-3对A549人肺上皮细胞的IC50值分别为0.25 μM(1)、2.20 μM(2)和0.28 μM(3),对外周血单核细胞(PBMCs)的IC50值分别为0.41 μM(1)、2.31 μM(2)和0.39 μM(3)。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
求助全文
约1分钟内获得全文 求助全文
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.
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
联系我们:info@booksci.cn Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:604180095
Book学术官方微信
小红书