European Journal of Medicinal Chemistry p. 669 - 674 (2017)
Update date:2022-08-11
Topics:
Zhang, Ming-Zhi
Jia, Chen-Yang
Gu, Yu-Cheng
Mulholland, Nick
Turner, Sarah
Beattie, David
Zhang, Wei-Hua
Yang, Guang-Fu
Clough, John
Based on examples of the successful applications in drug discovery of bioisosterism, a series of streptochlorin analogues in which indole has been replaced by other heterocycles has been designed and synthesized, as a continuation of our studies aimed at the discovery of novel streptochlorin analogues with improved antifungal activity. Biological testing showed that most of the indole-replaced streptochlorin analogues were inactive, though compound 6f had a broad spectrum of antifungal activity with significant activity against Alternaria solani. The SAR study demonstrated that indole ring is an essential moiety for the antifungal activity of streptochlorin analogues, promoting the idea of indole ring as a framework that might be exploited in the future.
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