抗细菌
部分
化学
取代基
立体化学
结核分枝杆菌
药物化学
肺结核
医学
病理
作者
Karel Waisser,Miloslav Macháček,H. Dostal,Jiřı́ Gregor,Lenka Kubicová,Věra Klimešová,Jiřı́ Kuneš,Karel Palát,Jana Hladůvková,Jarmila Kaustová,Ute Möllmann
出处
期刊:ChemPlusChem
[Institute of Organic Chemistry & Biochemistry, Academy of Sciences of the Czech Republic]
日期:1999-01-01
卷期号:64 (11): 1902-1924
被引量:19
摘要
A series of 3-phenyl-2 H -1,3-benzoxazine-2,4(3 H )-diones 2 and 3-phenylquinazoline-2,4(1 H ,3 H )-diones 5 substituted on the phenyl rings were synthesized. The target compounds as well as the intermediates were tested against Mycobacterium tuberculosis, M. kansasii , and M. avium . The replacement of the oxygen atom by nitrogen resulted in a decrease or loss of antimycobacterial activity. 2-[(Ethoxycarbonyl)amino]benzanilides 4 appeared to be inactive. Salicylanilides 1 and 3-phenyl-2 H -1,3-benzoxazine-2,4(3 H )-diones 2 exhibit significant activity against both M. tuberculosis and nontuberculous mycobacteria (the MICs within the range of 4-250 μmol/l for all compounds). The antimycobacterial activity of the compounds increases with increasing both electron-withdrawing properties and hydrophobicity of the substituent(s) on the phenyl moiety. The antimycobacterial profile of the compounds was analyzed according to the criteria based on vector algebra, such as cosine coefficients. Moreover, salicylanilides 1 exhibit activity against other microorganisms tested by the agar diffusion method.
科研通智能强力驱动
Strongly Powered by AbleSci AI