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Four New Tirucallane Triterpenoids from the Fruits of Melia azedarach and Their Cytotoxic Activities
Author(s) -
Zhou Fang,
Ma XinHua,
Li ZhiJun,
Li Wei,
Zheng WeiMin,
Wang ZhiBiao,
Zeng XianMing,
Sun KaiHui,
Zhang YongHong
Publication year - 2016
Publication title -
chemistry and biodiversity
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.427
H-Index - 70
eISSN - 1612-1880
pISSN - 1612-1872
DOI - 10.1002/cbdv.201600149
Subject(s) - melia azedarach , chemistry , cytotoxicity , triterpenoid , stereochemistry , cancer cell lines , terpene , cytotoxic t cell , meliaceae , traditional medicine , cancer cell , cancer , biochemistry , biology , in vitro , medicine , genetics
Four new tirucallane triterpenoids, (21 S ,23 R ,24 R )‐21,23‐epoxy‐21,24‐dihydroxy‐25‐methoxytirucall‐7‐en‐3‐one ( 2 ), (3 S ,21 S ,23 R ,24 S )‐21,23‐epoxy‐21,25‐dimethoxytirucall‐7‐ene‐3,24‐diol ( 8 ), (21 S ,23 R ,24 R )‐21,23‐epoxy‐24‐hydroxy‐21‐methoxytirucalla‐7,25‐dien‐3‐one ( 11 ), and (21 S ,23 R ,24 R )‐21,23‐epoxy‐21,24‐dihydroxytirucalla‐7,25‐dien‐3‐one ( 12 ), along with 16 known analogues, 1 , 3 – 7 , 9 – 10 , and 13 – 20 , were isolated from the fruits of Melia azedarach . Their structures were elucidated by spectroscopic methods including 1D‐ and 2D‐ NMR techniques and mass spectrometry. These compounds were evaluated for their cytotoxicities against HepG2 (liver), SGC 7901 (stomach), K562 (leukemia), and HL 60 (leukemia) cancer cell lines. Compound 20 exhibited potent cytotoxicity against HepG2 and SGC 7901 cancer cells with the IC 50 values of 6.9 and 6.9 μ m , respectively.