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Two New Taxane Diterpenoids From Taxus baccata
Natural Product Communications ( IF 1.5 ) Pub Date : 2020-09-23 , DOI: 10.1177/1934578x20953280
Qi Ding 1 , Dong-Mei Fang 2 , Xiao-Huan Li 1 , Feng Gao 1
Affiliation  

Two new diterpenoids named 13-oxo-wollifoliane-10,15-olide (1) and 19-acetoxy-7,9,10-deacetyl-baccatin VI (2), along with 14 known taxanes (3-16), were isolated from Taxus baccata. The structures of these compounds were elucidated by 1-dimensional and 2-dimensional nuclear magnetic resonance spectra, high-resolution electrospray ionization-mass spectrometry, and infrared spectroscopy. Structurally, 13-oxo-wollifoliane-10,15-olide (1) is the first taxane diterpenoid possessing an unusual carbonyl group at the C-13 position of the 11(15→1),11(10→9)bis-abeo-taxane structure (5/6/6/6/4 skeleton), and 19-acetoxy-7,9,10-deacetyl-baccatin VI (2) is a new compound containing an acetoxy group at the C-19 position of 6/8/6/4-taxane. Among the 14 known taxane compounds 3-16, compounds 7 and 9 were first isolated and reported from T. baccata. Several compounds (3-16) were evaluated for cytotoxicity against MCF-7 and HCT116 human cancer cell lines, but none of them showed considerable cytotoxic activity.



中文翻译:

来自红豆杉的两种新的紫杉烷二萜

两个新的二萜类化合物命名为13-氧代wollifoliane-10,15内酯(1)和19乙酰氧基7,9,10-脱乙酰浆果赤霉素VI(2)中,用14个已知的紫杉烷类(沿3 - 16),分离来自南方红豆杉。通过一维和二维核磁共振光谱,高分辨率电喷雾电离质谱和红外光谱对这些化合物的结构进行了阐明。从结构上讲,13-氧代-wollifoliane-10,15-内酯(1)是第一个紫杉烷二萜类化合物,在11(15→1),11(10→9)bis- abeo的C-13位置具有不寻常的羰基-紫杉烷结构(5/6/6/6/4骨架)和19-乙酰氧基-7,9,10-脱乙酰基浆果赤霉素VI(2)是在6/8/6 / 4-紫杉烷的C-19位置含有乙酰氧基的新化合物。间的14个已知的紫杉烷化合物3 - 16,化合物79被第一分离并从报T.山定子。几种化合物(3 - 16),用于细胞毒性进行了评价对MCF-7和HCT116人癌细胞系,但它们都没有表现出相当大的细胞毒活性。

更新日期:2020-09-23
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