Synthesis and characterization of new diiodocoumarin derivatives with promising antimicrobial activities

被引：29

作者：

Mohamed, Hany M. ^{[1
,2
]}

Abd EL-Wahab, Ashraf H. F. ^{[1
,3
]}

EL-Agrody, Ahmed M. ^{[4
]}

Bedair, Ahmed H. ^{[1
]}

Eid, Fathy A. ^{[1
]}

Khafagy, Mostafa M. ^{[1
]}

Abd-EL-Rehem, Kamal A. ^{[1
]}

机构：

[1] Al Azhar Univ, Fac Sci, Dept Chem, Nasr City 11884, Cairo, Egypt

[2] Jazan Univ, Fac Med, Dept Chem, Jazan 82621, Saudi Arabia

[3] Jazan Univ, Fac Sci, Dept Chem, Jazan 2097, Saudi Arabia

[4] King Khalid Univ, Fac Sci, Dept Chem, Abha 9004, Saudi Arabia

来源：

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2011年 / 7卷

关键词：

antimicrobial; 3,5-diiodosalicylaldehyde; diethyl malonate; ethyl cyanoacetate; coumarins; Michael reaction; CONDENSATION; COUMARINS;

D O I：

10.3762/bjoc.7.199

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of 6,8-diiodocoumarin-3-N-carboxamides (4-11) were prepared. Treatment of ethyl 6,8-diiodocoumarin-3-carboxylate (1) with ethyl cyanoacetate/NH4OAc gave ethyl 2-(3-carbamoyl-6,8-diiodocoumarin-4-yl)-2-cyanoacetate (12) and 2-amino-4-hydroxy-7,9-diiodocoumarino[3,4-c]pyridine-1-carbonitrile (13), and treatment with acetone in the presence of NH4OAc or methylamine gave the ethyl 4-oxo-2,6-methano-2-methyl-3,4,5,6-tetrahydro-8,10-diiodobenzo[2,1-g]-2H-1,3-oxazocine-5-carboxylate derivatives 14a,b. All compounds were evaluated for their antimicrobial activity and the compounds 12-14a, b exhibited a pronounced effect on all tested microorganisms.

引用

页码：1688 / 1696

页数：9

共 24 条

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