ChemInform Abstract: Synthesis of a New Series of Oxadiazoles and Triazoles as Antimicrobial Agents.

Rastogi, Nisheeth; Kant, Padam; Sethi, Rakesh; Shukla, Sarveshwar; Tripathi, Diwakar

doi:10.1002/chin.201241139

Cited by 1 publication

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“…Heterocycles containing nitrogen and oxygen atoms are considered an important class of compounds in medicinal chemistry because of their versatile biological applications. The 1,3,4-oxadiazole scaffold is associated with diverse biological activities such as antifungal [4,5,6] antibacterial [7,8], antimycobacterial [9], anti-HIV [10], anti-hepatitis B virus [11], anticancer [12], anticonvulsant [13], anti-inflammatory [14], anti-malarial [15] and analgesic effects [16]. 5-Substituted-1,3,4-oxadiazole-2-thiones, which feature an exocylic sulphur at C-2 of a 1,3,4-oxadiazole skeleton represent an important type of compound class in the field of coordination chemistry because of their potential multifunctional donor sites, viz either exocyclic sulfur or endocyclic nitrogen [17] and known to possess CNS depressant [18] and tyrosinase inhibition [19] activity.…”

Section: Introductionmentioning

confidence: 99%

Ultrasound- and Molecular Sieves-Assisted Synthesis, Molecular Docking and Antifungal Evaluation of 5-(4-(Benzyloxy)-substituted phenyl)-3-((phenylamino)methyl)-1,3,4-oxadiazole-2(3H)-thiones

Nimbalkar¹,

Tupe

Vázquez

et al. 2016

Molecules

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A novel series of 5-(4-(benzyloxy)substituted phenyl)-3-((phenyl amino)methyl)-1,3,4-oxadiazole-2(3H)-thione Mannich bases 6a-o were synthesized in good yield from the key compound 5-(4-(benzyloxy)phenyl)-1,3,4-oxadiazole-2(3H)-thione by aminomethylation with paraformaldehyde and substituted amines using molecular sieves and sonication as green chemistry tools. The antifungal activity of the new products was evaluated against seven human pathogenic fungal strains, namely, Candida albicans ATCC 24433, Candida albicans ATCC 10231, Candida glabrata NCYC 388, Cryptococcus neoformans ATCC 34664, Cryptococcus neoformans PRL 518, Aspergillus fumigatus NCIM 902 and Aspergillus niger ATCC 10578. The synthesized compounds 6d, 6f, 6g, 6h and 6j exhibited promising antifungal activity against the tested fungal pathogens. In molecular docking studies, derivatives 6c, 6f and 6i showed good binding at the active site of C. albicans cytochrome P450 enzyme lanosterol 14 α-demethylase. The in vitro antifungal activity results and docking studies indicated that the synthesized compounds have potential antifungal activity and can be further optimized as privileged scaffolds to design and develop potent antifungal drugs.

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