Tetranorlanostane and Lanostane Triterpenoids with Cytotoxic Activity from the Epidermis of Poria cocos,Chemistry & Biodiversity

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Tetranorlanostane and Lanostane Triterpenoids with Cytotoxic Activity from the Epidermis of Poria cocos
Chemistry & Biodiversity ( IF 2.3 ) Pub Date : 2021-04-08 , DOI: 10.1002/cbdv.202100196
Ting-Ting Jiang _{1,

2} , Lin-Fen Ding _{1,

2} , Wei Nie _{1,

2} , Liu-Yan Wang _{1,

2} , Tie Lei _{1,

2} , Xing-De Wu ₁ , Qin-Shi Zhao ₁

Affiliation

Two unprecedented tetranorlanostane triterpenoids, poricolides A (1) and B (2), and two new lanostane triterpenoids, 3β‐acetoxy‐24‐methyllanosta‐8,16,24(31)‐trien‐21‐oic acid (3) and 3β‐acetoxylanosta‐7,9(11),16,23‐tetraen‐21‐oic acid (4), were isolated from the epidermis of Poria cocos. The structures of 1–4 were determined via analysis of ¹H‐, ¹³C‐, and 2D‐NMR, and HR‐ESI‐MS data, and the absolute configurations of 1 and 3 were established by single‐crystal X‐ray diffraction analysis. Compounds 1 and 2 were the first report of tetranorlanostane triterpenoid having a δ‐lactone ring at C(17). Compounds 3 and 4 were rare lanostane triterpenoids having a double bond between C(16) and C(17). Compounds 1–4 exhibited potent antiproliferative effects against A549, SMMC‐7721, MCF‐7, and SW480 cancer cell lines with IC₅₀ values from 16.19±0.38 to 27.74±1.12 μM.

中文翻译：

茯苓表皮中具有细胞毒活性的四硝基羊毛甾烷和羊毛甾烷三萜类化合物

两种前所未有的四去甲羊毛脂烷三萜类化合物，poricolides A ( 1 ) 和 B ( 2 )，以及两种新的羊毛甾烷三萜类化合物 3 β-乙酰氧基-24-甲基羊毛脂-8,16,24(31)-trien-21-油酸 ( 3 ) 和3 β -acetoxylanosta-7,9(11),16,23-tetraen-21-oic acid ( 4 )，是从茯苓的表皮中分离出来的。1-4的结构通过¹ H-、¹³ C-和2D-NMR和HR-ESI-MS数据的分析确定，1和3的绝对构型通过单晶X射线衍射确定分析。化合物1和2是首次报道在 C(17) 处具有δ-内酯环的四降羊毛甾烷三萜类化合物。化合物3和4是罕见的羊毛脂烷三萜类化合物，在 C(16) 和 C(17) 之间具有双键。化合物1-4对 A549、SMMC-7721、MCF-7 和 SW480 癌细胞系表现出有效的抗增殖作用，IC ₅₀值从 16.19±0.38 到 27.74±1.12 μM。

更新日期：2021-05-17

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