New nitric oxide donating 1,2,4-triazole/oxime hybrids: Synthesis, investigation of anti-inflammatory, ulceroginic liability and antiproliferative activities

A series of novel nitric oxide (NO) donating triazole/oxime hybrids was prepared and evaluated for their anti-inflammatory activity. Most of the tested compounds showed significant anti-inflammatory activity using carrageenan-induced rat paw edema method compared to indomethacin. Calculation of the...

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Bibliographic Details
Published in:Bioorganic & medicinal chemistry 2013-07, Vol.21 (13), p.3839-3849
Main Authors: Abdel-Aziz, Mohamed, Abuo-Rahma, Gamal El-Din A.A., Beshr, Eman A.M., Ali, Taha F.S.
Format: Article
Language:English
Subjects:
1,2,4-Triazole
Animals
Anti-inflammatory
anti-inflammatory activity
Anti-Inflammatory Agents, Non-Steroidal - chemical synthesis
Anti-Inflammatory Agents, Non-Steroidal - chemistry
Anti-Inflammatory Agents, Non-Steroidal - pharmacology
Anti-Inflammatory Agents, Non-Steroidal - therapeutic use
Antiinflammatory agents
Antineoplastic Agents - chemical synthesis
Antineoplastic Agents - chemistry
Antineoplastic Agents - pharmacology
Antineoplastic Agents - therapeutic use
Antiproliferative
cell growth
Cell Line, Tumor
chemistry
edema
Edema - drug therapy
Gastric ulceration
growth retardation
histopathology
Humans
indomethacin
ketones
kidney neoplasms
Kidney Neoplasms - drug therapy
Male
nitric oxide
Nitric Oxide - administration & dosage
Nitric oxide donors
Nitric Oxide Donors - chemical synthesis
Nitric Oxide Donors - chemistry
Nitric Oxide Donors - pharmacology
Nitric Oxide Donors - therapeutic use
oximes
Oximes - chemical synthesis
Oximes - chemistry
Oximes - pharmacology
Oximes - therapeutic use
Rats
Stomach - drug effects
triazoles
Triazoles - chemical synthesis
Triazoles - chemistry
Triazoles - pharmacology
Triazoles - therapeutic use
Ulcer - chemically induced
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Summary:A series of novel nitric oxide (NO) donating triazole/oxime hybrids was prepared and evaluated for their anti-inflammatory activity. Most of the tested compounds showed significant anti-inflammatory activity using carrageenan-induced rat paw edema method compared to indomethacin. Calculation of the ulcer indices and histopathological investigation indicated that the prepared NO-donating oximes exhibited less ulcerogenicity compared to their intermediate ketones and indomethacin. The NO-donating oxime 6i revealed significant activity against renal cancer A498 cell lines with 50.52 cell growth inhibition.
ISSN:0968-0896
1464-3391
DOI:10.1016/j.bmc.2013.04.022