Synthesis of benzofuran based 1,3,5-substituted pyrazole derivatives: As a new class of potent antioxidants and antimicrobials-A novel accost to amend biocompatibility

Rangaswamy, J. and Vijay Kumar, H. and Harini, S. T. and Naik, Nagaraja (2012) Synthesis of benzofuran based 1,3,5-substituted pyrazole derivatives: As a new class of potent antioxidants and antimicrobials-A novel accost to amend biocompatibility. Bioorganic & Medicinal Chemistry Letters, 22 (14). 4773 - 4777. ISSN 1464-3405

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Abstract

In search for a new antioxidant and antimicrobial agent with improved potency, we synthesized a series of benzofuran based 1,3,5-substituted pyrazole analogues (5a–l) in five step reaction. Initially, o-alkyl derivative of salicyaldehyde readily furnish corresponding 2-acetyl benzofuran 2 in good yield, on treatment with 1,8-diaza bicyclo5.4.0undec-7-ene (DBU) in the presence of molecular sieves. Further, aldol condensation with vanillin, Claisen–Schmidt condensation reaction with hydrazine hydrate followed by coupling of substituted anilines afforded target compounds. The structures of newly synthesized compounds were confirmed by IR, 1H NMR, 13C NMR, mass, elemental analysis and further screened for their antioxidant and antimicrobial activities. Among the tested compounds 5d and 5f exhibited good antioxidant property with 50% inhibitory concentration higher than that of reference while compounds 5h and 5l exhibited good antimicrobial activity at concentration 1.0 and 0.5mg/mL compared with standard, streptomycin and fluconazole respectively.

Item Type:	Article
Uncontrolled Keywords:	Benzofuran based 1,3,5-substituted pyrazole analogues, Substituted anilines, Antioxidant activity, Antimicrobial activity
Subjects:	C Chemical Science > Chemistry
Divisions:	Department of > Chemistry
Depositing User:	C Swapna Library Assistant
Date Deposited:	18 Jul 2019 09:58
Last Modified:	18 Jul 2019 09:58
URI:	http://eprints.uni-mysore.ac.in/id/eprint/5350

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