Antimycobacterial 3-aryl-2H-1,3-benzoxazine-2,4(3H)-diones

A series of 153 derivatives of 3-phenyl-2H-benzoxazine-2,4(3H)-dione substituted in position 6 or 7 on benzoxazine and on the phenyl ring was synthesized. The compounds were evaluated in vitro for antimycobacterial activity against Mycobacterium tuberculosis, Mycobacterium kansasii and Mycobacterium...

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Published inPharmazie Vol. 58; no. 2; pp. 83 - 94
Main Authors Waisser, K., Bureš, O., Holý, P., Kuneš, J., Oswald, R., Jirásková, L., Pour, M., Klimešová, V., Palát, Jr, K., Kaustová, J., Danse, H.-M., Möllmann, U.
Format Journal Article
LanguageEnglish
Published ESCHBORN Govi-Verlag 01.02.2003
GOVI-VERLAG GMBH
Govi
Subjects
Algorithms
Anti-Bacterial Agents - chemical synthesis
Anti-Bacterial Agents - pharmacology
Antibacterial agents
Antibiotics. Antiinfectious agents. Antiparasitic agents
Biological and medical sciences
Chemical Phenomena
Chemistry
Chemistry, Medicinal
Chemistry, Multidisciplinary
Chemistry, Physical
Indicators and Reagents
Life Sciences & Biomedicine
Magnetic Resonance Spectroscopy
Medical sciences
Microbial Sensitivity Tests
Mycobacterium - drug effects
Oxazines - chemical synthesis
Oxazines - pharmacology
Pharmacology & Pharmacy
Pharmacology. Drug treatments
Physical Sciences
Science & Technology
Spectrophotometry, Infrared
Structure-Activity Relationship
SUBSTANCES
ATYPICAL STRAINS
CHEMICAL-STRUCTURE
Mycobacterium kansasii
Mycobacterium avium
Hydrophobicity
In vitro
Mycobacterium tuberculosis
Structure activity relation
Mycobacteriales
Mycobacteriaceae
Bicyclic compound
Bacteria
Actinomycetes
Antituberculous agent
Aromatic compound
Antibacterial agent
Chemical synthesis
Physicochemical properties
Oxygen nitrogen heterocycle
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Summary:A series of 153 derivatives of 3-phenyl-2H-benzoxazine-2,4(3H)-dione substituted in position 6 or 7 on benzoxazine and on the phenyl ring was synthesized. The compounds were evaluated in vitro for antimycobacterial activity against Mycobacterium tuberculosis, Mycobacterium kansasii and Mycobacterium avium. The activity of the compounds increases with increasing hydrophobicity and electron-withdrawing properties of the substituents on the phenyl ring, whereas the effect of the substituents on the benzoxazine ring seems to be more complex.
Bibliography:0031-7144(20030201)58:2L.83;1-
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ISSN:0031-7144