Cytotoxic Alkaloids from the Whole Plants of Zephyranthes candida

被引:81
作者
Luo, Zengwei [1 ]
Wang, Fuqian [1 ]
Zhang, Jinwen [2 ]
Li, Xingyao [3 ]
Zhang, Mengke [1 ]
Hao, Xincai [1 ]
Xue, Yongbo [1 ]
Li, Yan [3 ]
Horgen, F. David [4 ]
Yao, Guangmin [1 ]
Zhang, Yonghui [1 ]
机构
[1] Huazhong Univ Sci & Technol, Tongji Med Coll, Sch Pharm, Hubei Key Lab Nat Med Chem & Resource Evaluat, Wuhan 430030, Peoples R China
[2] Huazhong Univ Sci & Technol, Tongji Hosp Affiliated, Tongji Med Coll, Wuhan 430030, Peoples R China
[3] Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources W China, Kunming 650204, Peoples R China
[4] Hawaii Pacific Univ, Dept Nat Sci, Lab Marine Biol Chem, Kaneohe, HI 96744 USA
来源
JOURNAL OF NATURAL PRODUCTS | 2012年 / 75卷 / 12期
关键词
AMARYLLIDACEAE ALKALOIDS; SPREKELIA-FORMOSISSIMA; LYCORINE; APOPTOSIS;
D O I
10.1021/np3005425
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Seven new alkaloids, N-methylhemeanthidine chloride (1), N-methyl-5,6-dihydroplicane (5), O-methylnerinine (6), N-ethoxycarbonylethylcrinasiadine (7), N-ethoxy-carbonylpropylcrinasiadine (8), N-phenethylcrinasiadine (9), and N-isopentylcrinasiadine (10), together with eight known alkaloids, hemeanthamin (2), 3-epimacronine (3), (+)-tazettine (4), N-methylcrinasiadine (11), trisphaeridine (12), 5,6-dihydrobicolorine (13), lycorine (14), and nigragillin (15), were isolated from the whole plants of Zephyranthes candida. The structures of the new compounds were established by spectroscopic data interpretation, with single-crystal X-ray diffraction analysis performed on 1. The absolute configuration of 3-epimacronine (3) was determined by single-crystal X-ray diffraction analysis with Cu K alpha irradiation. Compounds 1-15 were evaluated for their in vitro cytotoxicity against five human cancer cell lines and the Beas-2B immortalized (noncancerous) human bronchial epithelial cell line. Compounds 1, 2, 9, and 14 exhibited cytotoxicity with IC50 values ranging from 0.81 to 13 mu M with selectivity indices as high as 10 when compared to the Beas-2B cell line.
引用
收藏
页码:2113 / 2120
页数:8
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