Synthesis of new series of 5,6-dihydro-4H-1,2-oxazines via hetero Diels-Alder reaction and evaluation of antimicrobial activity

M K Manjula; K M L Rai; S L Gaonkar; K A Raveesha; S Satish

doi:10.1016/j.ejmech.2008.02.027

Synthesis of new series of 5,6-dihydro-4H-1,2-oxazines via hetero Diels-Alder reaction and evaluation of antimicrobial activity

Eur J Med Chem. 2009 Jan;44(1):280-8. doi: 10.1016/j.ejmech.2008.02.027. Epub 2008 Mar 7.

Authors

M K Manjula¹, K M L Rai, S L Gaonkar, K A Raveesha, S Satish

Affiliation

¹ Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore, Karnataka 570006, India. mkmraichur@yahoo.co.in

PMID: 18420309
DOI: 10.1016/j.ejmech.2008.02.027

Abstract

A new series of 5,6-dihydro-4H-1,2-oxazines were synthesized via hetero Diels-Alder reaction of alpha-nitrosoolefins with alkenes. alpha-Nitrosoolefins were generated from ketoximes by the action of chloramine-T. The newly synthesized compounds were characterized with IR, NMR, elemental analysis and screened for their antimicrobial activity; they exhibited excellent antimicrobial activity. The minimal inhibitory concentration of the compounds was in the range of 10-35 microg ml(-1) for bacteria and 10-40 microg ml(-1) for fungi.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Anti-Bacterial Agents / chemical synthesis*
Anti-Bacterial Agents / pharmacology
Bacteria / drug effects
Fungi / drug effects
Microbial Sensitivity Tests
Molecular Structure
Oxazines / chemical synthesis*
Oxazines / pharmacology
Structure-Activity Relationship

Substances

Anti-Bacterial Agents
Oxazines