Intramolecular 4π photocyclization of chalconoid-like compounds in solution and antimicrobial activities
Journal of Photochemistry and Photobiology A: Chemistry, vol.175, no.1, pp.22-28, 2005 (SCI-Expanded, Scopus)
- Publication Type: Article / Article
- Volume: 175 Issue: 1
- Publication Date: 2005
- Doi Number: 10.1016/j.jphotochem.2005.03.025
- Journal Name: Journal of Photochemistry and Photobiology A: Chemistry
- Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
- Page Numbers: pp.22-28
- Keywords: Antimicrobial activity, Cyclobutene, Dihydrochalcone, Photocyclization, Solution
- Karadeniz Technical University Affiliated: Yes
Abstract
Two new (2 and 8) and eight known (1, 3-7, 9 and 10) o-, m-, p-nitro, -methoxy and -methyl substituted chalconoid and alnustone-like compounds with a skeleton of (2E,4E)-1,5-diarylpenta-2,4-dien-1-one (1-10) were synthesized and their 4n(π) photocyclization reaction gave 10 new o-, m-, p-nitro, -methoxy and -methyl substituted cis-3-benzoyl-4-phenylcyclobutenes (11-20), stereoselectively, as major products in solution. The antimicrobial activities of all the compounds were also investigated. They showed antibacterial activity against Gram-positive bacteria, moderate antibacterial activity against Gram-negative bacteria, but no antifungal activity was observed against yeast-like fungi. © 2005 Elsevier B.V. All rights reserved.