Cytotoxic alkaloids from the whole plants of Zephyranthes candida.

Cytotoxic alkaloids from the whole plants of Zephyranthes candida.
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DOI:
10.1021/np3005425
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发表时间:
2012-12-28
影响因子:
5.1
通讯作者:
Zhang Y
Zhang Y
中科院分区:
生物学2区
文献类型:
--
作者:
Luo Z;Wang F;Zhang J;Li X;Zhang M;Hao X;Xue Y;Li Y;Horgen FD;Yao G;Zhang Y

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从该植物中分离得到7个新生物碱,N-甲基-5,6-二氢大黄碱(1),N-甲基-5,6-二氢大豆碱(5),O-甲基橙花碱(6),N-乙氧基甲酰乙基金雀花碱(7),N-乙氧基酮丙基金雀花碱(8),N-苯乙基金雀花碱(9)和N-异戊基金雀花碱(10),以及8个已知生物碱:花青素(2),3-表亚甲基罗宁(3),(+)-他泽汀(4),N-甲基金雀花碱(11),三氢麦角碱(12),5,6-二氢比霍林(13),可可碱(14),和尼格西林(15)。通过光谱分析确定了新化合物的结构,并对化合物1进行了单晶X射线衍射分析。用Cukα单晶X射线衍射分析确定了3-表马克罗宁(3)的绝对构型。测定了化合物1-15对5种人癌细胞株和BEAS-2B永生化(非癌)人支气管上皮细胞株的体外细胞毒性。化合物1、2、9和14具有细胞毒性,与BEAS-2B细胞相比,IC50值在0.81~13μM之间,选择性指数高达10。
Seven new alkaloids, N-methylhaemanthidine chloride (1), N-methyl-5,6-dihydroplicane (5), O-methylnerinine (6), N-ethoxycarbonylethylcrinasiadine (7), N-ethoxycarbonylpropylcrinasiadine (8), N-phenethylcrinasiadine (9) and N-isopentylcrinasiadine (10), together with eight known alkaloids, haemanthamin (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 CuKα irradiation. Compounds 1–15 were evaluated for their in vitro cytotoxicity against five human cancer cell lines and the Beas-2B immortalized (non-cancerous) human bronchial epithelial cell line. Compounds 1, 2, 9, and 14 exhibited cytotoxicity with IC50 values ranging from 0.81 to 13 μM with selectivity indices as high as 10 when compared to the Beas-2B cell line.
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影响因子: 7.3
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发表时间: 2009-04
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影响因子: 2.7
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发表时间: 1983-01-01
期刊: ACTA CRYSTALLOGRAPHICA SECTION A
影响因子: --
作者:
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通讯作者: FLACK, HD