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Abstract
A new series of 2-[3-(5-methyl-1-phenyl-1H-1,2,3-triazol-4-yl)-1-phenyl-1H-4-pyrazolyl]-3-aryl-1,3-thiazolan-4-one 5(a-i) have been designed, synthesized and evaluated for their in vitro antibacterial activity against Gram positive bacteria viz. Bacillus subtilis (ATCC 6633), Staphylococcus aureus (ATCC 6538p), Micrococcus luteus (IFC 12708) and Gram negative bacteria viz. Proteus vulgaris (ATCC 3851), Salmonella typhimurium (ATCC 14028), Escherichia coli (ATCC 25922) the antifungal activity against Candida albicans (ATCC 10231), Aspergillus fumigatus (HIC 6094), Trichophyton rubrum (IFO 9185), Trichophyton mentagrophytes (IFO 40996). Antibacterial evaluation indicates that compounds containing 4-methoxyphenyl 5c, 4-fluorophenyl 5d and 2,5-difluorophenyl 5h groups on thiazolidinone ring showed significant activity equal to that of standard drug. The antifungal evaluation shows that compound 5c is highly active against A. fumigatus, compound 5d and 5h were also active against C. albicans and A. fumigatus.
Highlights
Pyrazole is an important heterocyclic scaffold and present as main core and integral part of many naturally occurring or synthetic compounds which showed therapeutically important activities such as anticancer,[1] antidiabetic,[2] anticonvulsant,[3] analgesic,[4] antiinflammatory,[5] antiviral,[6] antimicrobial[7] and hypoglycemic.[8]
Antibacterial evaluation indicates that compounds containing 4methoxyphenyl 5c, 4-fluorophenyl 5d and 2,5-difluorophenyl 5h groups on thiazolidinone ring showed significant activity equal to that of standard drug
The antifungal evaluation shows that compound 5c is highly active against A. fumigatus, compound 5d and 5h were active against C. albicans and A. fumigatus
Summary
Pyrazole is an important heterocyclic scaffold and present as main core and integral part of many naturally occurring or synthetic compounds which showed therapeutically important activities such as anticancer,[1] antidiabetic,[2] anticonvulsant,[3] analgesic,[4] antiinflammatory,[5] antiviral,[6] antimicrobial[7] and hypoglycemic.[8] The clinically used drugs which containing pyrazole as core part and exhibited various biological activities such as analgesic and antipyretic (phenazone), analgesic and antipyretic (dipyrone), anti-inflammatory, antipyretic, and analgesic (aminophenazone), anti-inflammatory, antipyretic mainly used in osteoarthritis, rheumatoid arthritis, spondylitis, Reiter's disease (phenylbutazone), chronic gout (sulfinpyrazone), and antipyretic, analgesic, antiinflammatory, mild uricosuric (oxyphenbutazone). The 4-thiazolidinones are derivatives of thiazolidine with a carbonyl group at the fourth position. There are a number of drugs, which are containing triazole nucleus, viz. Fluconazole,[34] Isavuconazole,[35] Itraconazole,[36] Voriconazole,[37] Pramiconazole,[38] and Posaconazole,[39] that have been used for the treatment of fungal infections
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