Sulfur-containing natural hinduchelins derivatives as potential antifungal agents against Rhizoctonia solani. Issue 13 (1st July 2020)

• Record Type: Journal Article
• Authors: Ke, Shaoyong; Fang, Wei; Huang, Wenbo; Zhang, Zhigang; Shi, Liqiao; Wan, Zhongyi; Wang, Kaimei; Cao, Chunxia; Huang, Daye
• Is Part Of: Bioorganic & medicinal chemistry letters. Volume 30:Issue 13(2020)
• Publication Date: 2020-07-01
• Subjects: Hinduchelins derivatives -- Sulfur-containing derivatives -- Natural products -- Antifungal activity; Bioorganic chemistry -- Periodicals; Pharmaceutical chemistry -- Periodicals; 572
• DOI: 10.1016/j.bmcl.2020.127245
• Languages: English
• ISSNs: 0960-894X

Abstract

Graphical abstract: Aryl-oxazole alkaloids are an important class of heterocyclic natural products, and which has been demonstrated to exhibit broad biological functions. So, in order to develop highly potential functional molecules, a series of novel sulfur-containing aryl-oxazole compounds derived from natural hinduchelins was designed and synthesized, and their bioactivity and the possible mechanism of action have been investigated. Abstract: Aryl-oxazole alkaloids are an important class of heterocyclic natural products, and which has been demonstrated to exhibit broad biological functions. During the course of our research for highly active compounds from natural products, the natural hinduchelins A-D with typical aryl-oxazole unit have been synthesized and investigated. So, in order to develop highly potential functional molecules, a series of novel sulfur-containing aryl-oxazole compounds derived from natural hinduchelins was designed and synthesized, and their in vitro fungicidal activities against four common plant pathogenic fungi (oomycetes Phytophthora capsici, ascomycetes Sclerotinia sclerotiorum, deuteromycetes Botrytis cinerea and basidiomycetes Rhizoctonia solani ) were evaluated, the results demonstrated that compounds 7b and 7c displayed good selectivity and specificity in vitro against basidiomycetes R . solani . In addition, the in vivo antifungal activities also indicated compounds 7b and 7c can protect the horsebean against infection by R . solani, and the possible mechanism of antifungal action for these compounds has also been investigated.