Novel analogues of sydnone: synthesis, characterization and antibacterial evaluation.
Arch Pharm (Weinheim)
; 337(8): 427-33, 2004 Aug.
Article
en En
| MEDLINE
| ID: mdl-15293261
ABSTRACT
New sydnone derivatives bearing a substituted phenyl ring at the 3-position have been synthesized. Two separate series of 3-(carboxyphenyl)sydnone derivatives have been prepared by cyclization of the corresponding N-nitroso-N-(carboxyphenyl)-glycine 3. The obtained 3-(carboxyphenyl)sydnones 4 were subjected to a series of different chemical reactions on the carboxylic acid group. Compound 5, the potassium salt of 4a, was reacted with alpha-chloroacetanilide derivatives 6 to give the corresponding esters 7. On the other hand, the acid hydrazide 9 was condensed with different aromatic aldehydes to give the corresponding arylidene derivatives 10. The synthesized compounds were tested for their antibacterial activities against both gram-positive and gram-negative organisms. Some of the test compounds exhibited high activity; among them, 10d is considered to be a lead compound possessing high broad-spectrum antibacterial activity.
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Colección:
01-internacional
Base de datos:
MEDLINE
Asunto principal:
Sidnonas
/
Antibacterianos
Idioma:
En
Revista:
Arch Pharm (Weinheim)
Año:
2004
Tipo del documento:
Article
País de afiliación:
Arabia Saudita