2-Azetidinone derivatives: design, synthesis, in vitro anti-microbial, cytotoxic activities and DNA cleavage study.
A novel series of 3-chloro-4-[4-(2-oxo-2H-chromen-4-ylmethoxy)-phenyl]-1-phenyl-azetidin-2-one derivatives (5a-j) have been synthesized from 4-aryloxymethylcoumarins (1a-e) and 4-aryliminomethyl-phenols (3a-b). The title compounds were screened for their in vitro anti-bacterial and anti-fungal activities. Results revealed that, compounds (5c), (5f), (5h) and (5j) showed excellent anti-microbial activity against a panel of microorganisms. Brine shrimp bioassay was also carried out to study their in vitro cytotoxic properties among which (5h) and (5j) displayed potent cytotoxic activity against Artemia salina. The DNA cleavage activity of some compounds was studied by agarose gel electrophoresis method. All synthesized compounds were characterized using IR, (1)H NMR, (13)C NMR, MS and elemental analysis.
Keri
Rangappa S
RS
P.G. Department of Studies in Chemistry, Karnatak University, Pavate Nagar, Dharwad 580 003, India.
Hosamani
Kallappa M
KM
Shingalapur
Ramya V
RV
Reddy
Harisha R Seetharama
HR
D000818:Animals; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D000935:Antifungal Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D001156:Artemia; D001384:Azetidines / Q000737:chemistry*; D003374:Coumarins / Q000737:chemistry; D053837:DNA Cleavage / Q000187:drug effects; D015195:Drug Design; D004587:Electrophoresis, Agar Gel; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure
C116379:2-azetidinone; D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D001384:Azetidines; D003374:Coumarins; C030123:coumarin