Ganocochlearic acid A, a rearranged hexanorlanostane triterpenoid, and cytotoxic triterpenoids from the fruiting bodies of Ganoderma cochlear

Ganocochlearic acid A, a rearranged hexanorlanostane triterpenoid, and cytotoxic triterpenoids from the fruiting bodies of Ganoderma cochlear
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DOI:
10.1039/c5ra16796e
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发表时间:
2015-01-01
期刊:
影响因子:
3.9
通讯作者:
Qiu, Ming-Hua
Qiu, Ming-Hua
中科院分区:
化学3区
文献类型:
--
作者:
Peng, Xing-Rong;Wang, Xia;Qiu, Ming-Hua

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从灵芝的子实体中分离得到1个新的羊毛烷三萜类化合物(2-12)和6个已知类似物(13-18)。根据MS、核磁共振、X-射线单晶和电子捕获分析确定了它们的结构,包括绝对构型。提出了一种可能的1,4-二甲基-4-甲基-4-羟基-4-甲基-4-甲基-4-酮的生物合成途径。化合物7-9、11-13对5种人肿瘤细胞株(HL-60、SMMC-7721、A-549、MCF-7和SW480)具有中等的细胞毒作用,IC50值在8~30 mM之间。化合物4对MCF-7细胞具有较强的细胞毒活性(IC50:9.15 mU M),与阳性对照(顺铂,IC50:12.7 mU M)相比,化合物4具有较强的细胞毒活性。
Ganocochlearic acid A (1), a rearranged hexanorlanostane triterpenoid featuring a g-lactone ring and a five-membered carbon ring, and eleven new lanostane triterpenoids (2-12), along with six known analogues (13-18) were isolated from the fruiting bodies of Ganoderma cochlear. Their structures, including absolute configurations, were established on the basis of the MS, NMR, X-ray crystallographic, and ECD analysis. A plausible biosynthetic pathway for 1 was proposed. Compounds 7-9, 11-13 showed moderate cytotoxic activities against five human tumor cell lines (HL-60, SMMC-7721, A-549, MCF-7 and SW480) with IC50 values ranging from 8 to 30 mM. Compound 4 exhibited relatively potent cytotoxic activity against MCF-7 cells (IC50: 9.15 mu M), compared to the positive control (cisplatin, IC50: 12.7 mu M).