Strange formation of N-hydroxy-3,3-dimethyl-2,6-diarylpiperidin-4-one and its oxime derivative--synthesis, stereochemistry, antibacterial and antifungal activity.
OBJECTIVE
A collection of novel N-hydroxy-3,3-dimethyl-2,6-diarylpiperidin-4-one oximes 28-32 are synthesized, characterized by melting point, elemental analysis, MS, FT-IR, one-dimensional NMR (1H & 13C) and two dimensional Noesy spectroscopic data and evaluate for their in vitro antibacterial and antifungal activities.


CONCLUSIONS
Compound 32, exerted a wide range of antibacterial activities against the entire tested gram-positive and gram-negative bacterial strains except Escherichia coli, besides compound 30, which is more active against Klebsiella pneumoniae, a gram-negative coccus. Compound 29 exerted strong antifungal activities against Aspergillus flavus and Microsporum gypseum. In addition, compound 32 is more potent against Rhizopus.
Kanagarajan
V
V
Synthetic Organic Chemistry Laboratory, Department of Chemistry, Annamalai University, Annamalainagar, Tamil Nadu, India.
Sureshkumar
P
P
Gopalakrishnan
M
M
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D000935:Antifungal Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D005658:Fungi / Q000187:drug effects; D006090:Gram-Negative Bacteria / Q000187:drug effects; D006094:Gram-Positive Bacteria / Q000187:drug effects; D010091:Oximes / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D010880:Piperidines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D013057:Spectrum Analysis / Q000379:methods; D013329:Structure-Activity Relationship; D044366:Transition Temperature
D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D010091:Oximes; D010880:Piperidines