Cytotoxic and other metabolites of Aspergillus inhabiting the rhizosphere of Sonoran desert plants
Cytotoxic and other metabolites of Aspergillus inhabiting the rhizosphere of Sonoran desert plants
复制标题
DOI：
10.1021/np040139d
复制
发表时间：
2004-12-01
影响因子：
5.1
通讯作者：
Gunatilaka, AAL
中科院分区：
文献类型：
--
作者：
He, J;Wijeratne, EMK;Gunatilaka, AAL
为了从索诺兰沙漠植物根际真菌中发现潜在的抗癌物质，对四株曲霉菌株的细胞毒性乙酸乙酯提取物进行了研究。从AS中分离得到两个新的代谢物，分别为土雷黄酮甲(1)和土呋喃酮(2)，以及非乙酰阿司他林(LL-S490β)(3)。文心兰根际中的土生真菌，而文心兰根际中的砷。一种生活在一种未知的Brickellia sp.根际的陆地。得到了脱氢古兰素(4)、11-甲氧基古兰素(5)和11-羟基古兰素(6)。作为。从山葵根际分离得到的鹿茸中除含有青霉酸(9)外，还含有两个新化合物：4R*，5S*-dihydroxy-3-methoxy-5-methylcyclohex-2-enone(7)和6-甲氧基-5(6)二氢青霉酸(8)。青霉酸也是从AS中分离得到。文氏菌发生在三齿水母的根际。1-9的结构经波谱分析和化学衍生化确证。2经乙酰化得到14-乙酰基叔呋喃酮(13)和14-脱氧13(14)-脱氢呋喃酮(14)。代谢产物1-9、二烯酮14和5(6)-二氢青霉酸(16)在一组四种人类癌细胞和正常人原代成纤维细胞中进行了细胞毒性评估。化合物4和5表现出较强的细胞毒性，而化合物1、6、9和14表现出中等活性，与正常成纤维细胞相比，化合物6和9对癌细胞具有选择性细胞毒性。
In a study to discover potential anticancer agents from rhizosphere fungi of Sonoran desert plants cytotoxic EtOAc extracts of four Aspergillus strains have been investigated. Two new metabolites, terrequinone A (1) and terrefuranone (2), along with No-acetyl aszonalemin (LL-S490beta) (3) were isolated from As. terreus occurring in the rhizosphere of Ambrosia ambrosoides, whereas As. terre us inhabiting the rhizosphere of an unidentified Brickellia sp. afforded dehydrocurvularin (4), 11-methoxycurvularin (5), and 11-hydroxycurvularin (6). As. ceruinus isolated from the rhizosphere of Anicasanthus thurberi contained two new compounds, 4R*,5S*-dihydroxy-3-methoxy-5-methylcyclohex-2-enone (7) and 6-methoxy-5(6)dihydropenicillic acid (8), in addition to penicillic acid (9). Penicillic acid was also isolated from As. wentii occurring in the rhizosphere of Larrea tridentata. The structures of 1-9 were elucidated by spectroscopic methods and chemical derivatizations. Acetylation of 2 afforded 14-acetylterrefuranone (13) and 14-deoxy13(14)-dehydroterrefuranone (14). Metabolites 1-9, the dienone 14, and 5(6)-dihydropenicillic acid (16) were evaluated for cytotoxicity in a panel of four human cancer cell lines and in normal human primary fibroblast cells. Compounds 4 and 5 displayed considerable cytotoxicity, whereas 1, 6, 9, and 14 were found to be moderately active, with 6 and 9 exhibiting selective cytotoxicity against cancer cell lines compared with the normal fibroblast cells.