Isolation of aureol from Smenospongia sp and cytotoxic activity of some aureol derivatives

Isolation of aureol from Smenospongia sp and cytotoxic activity of some aureol derivatives
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DOI:
10.1080/14786410500185253
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发表时间:
2006-05-20
影响因子:
2.2
通讯作者:
Kuo, Yau-Haur
Kuo, Yau-Haur
中科院分区:
化学3区
文献类型:
--
作者:
Shen, Ya-Ching;Liaw, Chia-Ching;Kuo, Yau-Haur

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从海绵藻(Smenospongia sp.)的非极性提取物中分离得到倍半萜烯类的金色醇(1),金色醇的甲基化得到5 ′-O-甲基金色醇(2),而金色醇的酰化产物为5 ′-O-乙酰基金色醇(3),5 ′-O-苯甲酰基金色醇(4),5 ′-O-乙酰基金色醇(5 ′-O-苯甲酰基金色醇(5 ′-O(4-氟苯甲酰基)-金(5),5 '-O-(4-氯苯甲酰基)-aureol(6),5 '-O-(4-甲基苯甲酰基)aureol(7)、5 '-O-烟酰基aureol(8)、aureol-N,N-二甲基硫代氨基甲酸酯(9)、5'-O-(2-呋喃甲酰基羰基)金醇(10),5 ′-O-(2-噻吩甲酰基羰基)金醇(11)。通过光谱分析,确定了金素及其10个衍生物的结构.体外细胞毒活性的评价11个化合物对Hepa 59 T/VGH,KB和Hela肿瘤细胞系。
The sesquiterpene aureol ( 1) was isolated by chromatographic fractionation of a non-polar extract from Smenospongia sp. Methylation of aureol yielded 5'-O-methyl-aureol ( 2) while the prepared acylation products of aureol were 5'-O-acetyl-aureol ( 3), 5'-O-benzoyl-aureol ( 4), 5'-O-(4-fluoro-benzoyl)-aureol ( 5), 5'-O-(4-chlorobenzoyl)-aureol ( 6), 5'-O-( 4- methylbenzoyl)aureol ( 7), 5'-O- nicotinoyl- aureol ( 8), aureol-N,N-dimethylthiocarbamate ( 9), 5'-O-( 2-furoylcarbonyl)aureol ( 10), 5'-O-(2-thienoylcarbonyl- aureol ( 11). The structures of aureol as well as its ten derivatives were established through spectral analysis. The in vitro cytotoxic activities of the eleven compounds were evaluated against Hepa59T/VGH, KB and Hela tumor cell lines.