Synthesis, antimicrobial, and mosquito larvicidal activity of 1-aryl-4-methyl-3,6-bis-(5-methylisoxazol-3-yl)-2-thioxo-2,3,6,10b-tetrahydro-1H-pyrimido[5,4-c]quinolin-5-ones

被引：86

作者：

Rajanarendar, E. ^{[1
]}

Reddy, M. Nagi ^{[1
]}

Murthy, K. Rama ^{[1
]}

Reddy, K. Govardhan ^{[1
]}

Raju, S. ^{[1
]}

Srinivas, M. ^{[1
]}

Praveen, B. ^{[2
]}

Rao, M. Srinivasa ^{[2
]}

机构：

[1] Kakatiya Univ, Dept Chem, Warangal 506009, Andhra Pradesh, India

[2] Indian Inst Chem Technol, Div Biol, Hyderabad 500007, Andhra Pradesh, India

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2010年 / 20卷 / 20期

关键词：

Isoxazolyl pyrimidoquinolines; Biginelli reaction; Antibacterial activity; Antifungal activity; Mosquito larvicidal test; ANTITUMOR-ACTIVITY; DERIVATIVES; ISOXAZOLES; ANTICANCER; INHIBITORS; DESIGN;

D O I：

10.1016/j.bmcl.2010.08.060

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A series of 1-aryl-4-methyl-3,6-bis-(5-methylisoxazol-3-yl)-2-thioxo-2,3,6,10b-tetrahydro-1H-pyrimido[5,4-c]quinolin-5-ones (6a-h) have been synthesized by cyclization of ethyl-3-aryl-4-(2-chlorophenyl)6-methyl- 1-(5- methylisoxazol-3-yl)-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylates 4a-h with 3-amino-5-methylisoxazole5. Compounds 4a-h were obtained by Biginelli reaction, by condensation of aromatic aldehyde 1, ethyl acetoacetate 2, and isoxazolyl thioureas 3 in a one-pot reaction catalyzed by ceric ammonium nitrite (CAN). Compounds 6a-h were tested for their antibacterial and antifungal activities against various bacterial and fungal strains. The results showed that these compounds exhibited good antibacterial and antifungal activity compared with that of standard antibiotics. Mosquito larvicidal activity of the newly synthesized compounds 6a-h is also studied against fourth instar larvae Culex quinquefasciatus. Some of the compounds are proved to be lethal for mosquito larvae. (c) 2010 Elsevier Ltd. All rights reserved.

引用

页码：6052 / 6055

页数：4

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