New N-Linked Phosphonamidate Derivatives of 6-Chloropurine: Synthesis and Evaluation of Antimicrobial and Antioxidant Activities

被引：9

作者：

Subramanyam, Ch. ^{[1
]}

Rao, D. Subba ^{[1
]}

Raju, C. Naga ^{[1
]}

Adam, S. ^{[2
]}

Murthy, S. Durga Srinivasa ^{[2
]}

机构：

[1] Sri Venkateswara Univ, Dept Chem, Tirupati 517502, Andhra Pradesh, India

[2] Sri Venkateswara Univ, Dept Biochem, Tirupati 517502, Andhra Pradesh, India

来源：

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS | 2014年 / 189卷 / 10期

关键词：

Antioxidant activity; 6-Chloropurine; Phosphonamidate derivatives; antimicrobial activity; ADENOSYLHOMOCYSTEINE HYDROLASE INHIBITORS; BIOLOGICAL EVALUATION; PURINE; ANALOGS; POTENT; 15-LIPOXYGENASE; SERIES;

D O I：

10.1080/10426507.2014.884093

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A series of new phosphonamidate derivatives 10a-j of 6-chloropurine was prepared for biological interest in one-pot three-step synthesis. The monochloride key intermediate, 4-chlorophenyl-6-chloro-9H-purin-9-yl-phosphonochloridate (8) was prepared by the reaction of 4-chlorophenyl phosphorodichloridate (7) with sodium 6-chloropurin-9-ide (6), which was obtained from 6-chloropurine (5) in the presence of sodium hydride. Finally, the intermediate 8 was allowed to react with various amines 9a-j to give the 4-chlorophenyl-6-chloro-9H-purin-9-yl (substituted amino) phosphonamidates 10a-j. All the new compounds synthesized were screened for their in vitro antimicrobial and antioxidant activities. Compounds 10c, e-g showed potent inhibition activity on the growth of bacterial strains, compounds 10c, h-j displayed a similar inhibition activity on fungal strains, while compounds 10e-i showed promising antioxidant activity.

引用

页码：1572 / 1585

页数：14

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