Cytotoxic Dammarane-Type Triterpenoids from Aglaia cucullata Peel Fruit

IF 1 Q4 CHEMISTRY, MULTIDISCIPLINARY Indonesian Journal of Chemistry 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
Indonesian Journal of Chemistry
Indonesian Journal of Chemistry CHEMISTRY, MULTIDISCIPLINARY-
CiteScore
2.30
自引率
11.10%
发文量
106
审稿时长
15 weeks
期刊介绍: Indonesian Journal of Chemistry is a peer-reviewed, open access journal that publishes original research articles, review articles, as well as short communication in all areas of chemistry, including educational chemistry, applied chemistry, and chemical engineering.
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