Repellent Activity of Estrogenic Compounds toward Zoospores of the Phytopathogenic Fungus Aphanomyces cochlioides

Repellent Activity of Estrogenic Compounds toward Zoospores of the Phytopathogenic Fungus Aphanomyces cochlioides
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雌激素化合物对植物病原真菌旋状丝囊菌游动孢子的驱避活性

DOI:
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发表时间:
2001
期刊:
Zeitschrift für Naturforschung C - A Journal of Biosciences
影响因子:
--
通讯作者:
S. Tahara
S. Tahara
中科院分区:
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文献类型:
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作者:
M. Islam;S. Tahara

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摘要通过对化合物的筛选,发现一种异雌激素双酚A对拟盘状裸壳菌游动孢子具有较强的驱避活性。基于这一发现,我们测试了许多雄激素和雌激素化合物(例如睾酮、孕酮、雌二醇、己烯雌酚、雌酮、雌三醇、双烯醇酮、双烯雌酚等)。对A. Cochlioides游动孢子有趣的是,大多数雌激素化合物对A.游动孢子表现出强烈的驱避活性(用“颗粒法”测定为1 μg/ml或更低)。螺旋状。本文对部分雌激素进行了衍生化,并讨论了活性分子的结构与其驱避活性的关系。显然,在甾体结构的C-3位具有游离羟基的A环的芳构化对于更高的驱避活性是必需的。有趣的是,己烯雌酚(DES)的甲基化产生完全不同的活性,即DES的单甲基醚和二甲基醚都显示引诱活性。此外,吸引游动孢子包囊,然后在DES的二甲醚的存在下发芽。这种驱避剂测试的潜在用途进行了讨论,用于检测天然化合物的雌激素活性,以及植物雌激素在宿主/寄生虫相互作用中的可能作用。到目前为止,这将是第一个报告的驱避活性的雌激素化合物对平凡的真菌游动孢子。
Abstract Screening chemical compounds, we found that a xenoestrogen, bisphenol A , showed potent repellent activity against the zoospores of A phanomyces cochlioides. Based on this finding, we tested a number of androgenic and estrogenic compounds (e.g. testosterone, progesterone, estradiols, diethylstilbestrol, estrone, estriol, pregnenolone, dienestrol etc.) on the motility behavior of A. cochlioides zoospores. Interestingly, most of the estrogenic compounds exhibited potent repellent activity (1 μg/ml or less by the "particle method") toward the motile zoospores of A. cochlioides. We derivatized some of the estrogens and discussed the relation ship between the structure of active molecules and their repellent activity. Apparently, aromatization of the A ring with a free hydroxyl group at C-3 position of a steroidal structure is necessary for higher repellent activity Interestingly, methylation of diethylstilbestrol (DES) yielded completely different activity i.e. both mono-and di-methyl ethers of DES showed attractant activity. Moreover, the attracted zoospores were encysted and then germinated in the presence of di-methyl ether of DES. The potential usefulness of this repellent test is discussed for the detection of estrogenic activity of naturally occurring compounds, and the possible role of phytoestrogens in host/parasite interactions. So far, this will be the first report of repellent activity of estrogenic compounds toward trivial fungal zoospores.
DOI: 10.1210/endo.139.6.6027
发表时间: 1998-06
期刊: Endocrinology
影响因子: 4.8
作者:
R. Steinmetz;N. Mitchner;Andrea Grant;D. Allen;R. Bigsby;N. Ben-Jonathan
通讯作者: R. Steinmetz;N. Mitchner;Andrea Grant;D. Allen;R. Bigsby;N. Ben-Jonathan