Pedras M Soledade C, Suchy Mojmir
Department of Chemistry, University of Saskatchewan, Saskatoon, SK S7N 5C9, Canada.
Bioorg Med Chem. 2006 Feb 1;14(3):714-23. doi: 10.1016/j.bmc.2005.08.053. Epub 2005 Oct 3.
Potential inhibitors of Leptosphaeria maculans mediated detoxification of the phytoalexin brassilexin were designed and synthesized based on the planar heteroaromatic structure of isothiazolo[5,4-b]indole. Screening of these compounds for inhibition of brassilexin detoxification in cultures of L. maculans indicated that 4-(2-chlorophenyl)isothiazole had the largest effect on the rate of brassilexin detoxification. However, the most antifungal compound among the potential inhibitors, isothiazolo[5,4-b]quinoline, did not appear to affect the metabolism of brassilexin noticeably, suggesting that growth inhibition is not sufficient to slow down the rate of brassilexin detoxification. Furthermore, it was determined that 4-arylisothiazoles as well as isothiazolo[5,4-b]thianaphthene displayed antifungal activity against L. maculans.
基于异噻唑并[5,4 - b]吲哚的平面杂芳族结构，设计并合成了可能抑制大斑壳针孢介导的植物抗毒素油菜素解毒的抑制剂。在大斑壳针孢培养物中筛选这些化合物对油菜素解毒的抑制作用，结果表明4-(2 - 氯苯基)异噻唑对油菜素解毒速率的影响最大。然而，潜在抑制剂中最具抗真菌活性的化合物异噻唑并[5,4 - b]喹啉，似乎对油菜素的代谢没有明显影响，这表明生长抑制不足以减缓油菜素解毒的速率。此外，还确定了4 - 芳基异噻唑以及异噻唑并[5,4 - b]噻萘并对大斑壳针孢具有抗真菌活性。
