Cytotoxic Dammarane-Type Triterpenoids from Aglaia cucullata Peel Fruit

IF 17.7 1区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY Accounts of Chemical Research Pub Date : 2024-02-01 DOI:10.22146/ijc.83694
Intan Hawina Anjari, D. Harneti, K. Farabi, Al Arofatus Naini, A. Hidayat, R. Anwar, Hadi Kuncoro, M. N. Azmi, U. Supratman
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Abstract

Four triterpenoids, known as dammarane-type, dammaradienone (1), 20(S),25-epoxy-5α-dammar-20-en-3-one (2), 20(S)-5α-dammar-24-en-3α,20-diol-3-acetate (3) and 3α-acetyl-20S,24S-epoxy-25-hydroxydammarane (4), were isolated from Aglaia cucullata peel fruit. The structures of isolated compounds were identified based on their HR-TOFMS data and extensive NMR spectroscopic analysis, as well as compared with literature data. Compounds 1-4 were assessed for cytotoxic effects against HeLa cervical and B16-F10 melanoma skin cancer cells. All compounds showed moderate to weak activity against B16-F10 cancer cells, while compound 2 exhibited the strongest activity against HeLa cancer cells with IC50 of 7.10 µg/mL indicating that the existence of an epoxy moiety at the side chain increases the cytotoxicity to HeLa cells.
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葫芦巴果皮中具有细胞毒性的达玛烷三萜类化合物
从Aglaia cucullata果皮中分离出四种三萜类化合物,即达玛烷型达玛二烯酮(1)、20(S),25-环氧-5α-达玛-20-烯-3-酮(2)、20(S)-5α-达玛-24-烯-3α,20-二醇-3-乙酸酯(3)和3α-乙酰基-20S,24S-环氧-25-羟基达玛烷(4)。根据 HR-TOFMS 数据和广泛的 NMR 光谱分析,确定了分离化合物的结构,并与文献数据进行了比较。评估了化合物 1-4 对 HeLa 宫颈癌细胞和 B16-F10 黑色素瘤皮肤癌细胞的细胞毒性作用。所有化合物对 B16-F10 癌细胞都表现出中等至较弱的活性,而化合物 2 对 HeLa 癌细胞的活性最强,IC50 为 7.10 µg/mL,这表明侧链中环氧分子的存在增加了对 HeLa 细胞的细胞毒性。
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来源期刊
Accounts of Chemical Research
Accounts of Chemical Research 化学-化学综合
CiteScore
31.40
自引率
1.10%
发文量
312
审稿时长
2 months
期刊介绍: Accounts of Chemical Research presents short, concise and critical articles offering easy-to-read overviews of basic research and applications in all areas of chemistry and biochemistry. These short reviews focus on research from the author’s own laboratory and are designed to teach the reader about a research project. In addition, Accounts of Chemical Research publishes commentaries that give an informed opinion on a current research problem. Special Issues online are devoted to a single topic of unusual activity and significance. Accounts of Chemical Research replaces the traditional article abstract with an article "Conspectus." These entries synopsize the research affording the reader a closer look at the content and significance of an article. Through this provision of a more detailed description of the article contents, the Conspectus enhances the article's discoverability by search engines and the exposure for the research.
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