title: Synthesis and antifungal activity of 3-(1,3,4-oxadiazol-5-yl)-indoles and 3-(1,3,4-oxadiazol-5-yl)methyl-indoles.
abstract: On the basis of the principle of combination of active structural moieties, a modified and efficient synthetic method for three series of novel indole-based 1,3,4-oxadiazoles is described. Bioassays conducted at Syngenta showed that several of the synthesized compounds exhibit higher antifungal activity than pimprinine, the natural product which inspired this synthesis. Two main structural alterations were found to broaden the spectrum of biological activity in most cases. Compounds 3g, 6c, 6e, 6h, 9d, 9e, 9h and 9m (Fig. 1) were identified as the most active on the biological assays, and will be studied further.
authors: Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, Wuhan 430079, PR China.
authors: Ming-Zhi
authors: MZ
authors: Zhang
authors: Nick
authors: N
authors: Mulholland
authors: David
authors: D
authors: Beattie
authors: Dianne
authors: D
authors: Irwin
authors: Yu-Cheng
authors: YC
authors: Gu
authors: Qiong
authors: Q
authors: Chen
authors: Guang-Fu
authors: GF
authors: Yang
authors: John
authors: J
authors: Clough
mesh_terms: D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D005658:Fungi / Q000145:classification / Q000187:drug effects / Q000254:growth & development; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D008826:Microbial Sensitivity Tests; D008956:Models, Chemical; D015394:Molecular Structure; D010069:Oxadiazoles / Q000138:chemical synthesis* / Q000737:chemistry; D010080:Oxazoles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D013329:Structure-Activity Relationship
chemical_list: D000935:Antifungal Agents; D007211:Indoles; D010069:Oxadiazoles; D010080:Oxazoles; C008912:pimprinine