Intramolecular 4π photocyclization of chalconoid-like compounds in solution and antimicrobial activities

YAYLI N., SIVRIKAYA S., YASAR A., UCUNCU O., GULEC C., KOLAYLI S., ...Daha Fazla

Journal of Photochemistry and Photobiology A: Chemistry, cilt.175, sa.1, ss.22-28, 2005 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 175 Sayı: 1
  • Basım Tarihi: 2005
  • Doi Numarası: 10.1016/j.jphotochem.2005.03.025
  • Dergi Adı: Journal of Photochemistry and Photobiology A: Chemistry
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.22-28
  • Anahtar Kelimeler: Antimicrobial activity, Cyclobutene, Dihydrochalcone, Photocyclization, Solution
  • Karadeniz Teknik Üniversitesi Adresli: Evet

Özet

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.