title: Synthesis of newer 1,2,3-triazole linked chalcone and flavone hybrid compounds and evaluation of their antimicrobial and cytotoxic activities.
abstract: The present study was carried out in an attempt to synthesize a new class of antimicrobial and antiplasmodial agents by copper catalyzed click chemistry to afford 25 compounds 10-14(a-e) of 1,4-disubstituted-1,2,3-triazole derivatives of chalcones and flavones. The structures of the newly synthesized compounds were established by elemental analysis, IR, (1)H NMR, (13)C NMR and Mass spectral data. The newly synthesized compounds were evaluated for their antibacterial activity against Gram positive bacteria (Staphylococcus aureus, Enterococcus faecalis), Gram negative bacteria (Escherichia coli, Pseudomonas aeruginosa, Shigella boydii, Klebsiella pneumoniae) and antifungal activity against (Candida albicans, Candida tropicalis, Candida parapsilosis, Cryptococcus neoformans, Dermatophyte) as well as molds (Aspergillus niger, Aspergillus fumigatus). The antiplasmodial and cytotoxic activities of these compounds were also evaluated against human malaria parasite Plasmodium falciparum strain 3D7 and human hepato-cellular carcinoma cells (Huh-7), respectively. Compounds 10a, 10c, 10d, 12c and 14e showed promising antibacterial activity while compounds 10e, 11d, 11e, 12c, 13a, 13b, 13e, 14a and 14d showed good antifungal activity as compared to the corresponding standard drugs. Compound 10b was found to be the most active against Plasmodium falciparum while the remaining compounds showed moderate to weak antiplasmodial activity. However, cytotoxic activities of all compounds were found ineffective against Huh-7 cells.
authors.affiliation: Department of Medicinal Chemistry, Institute of Medical Sciences, Banaras Hindu University, Varanasi 221005, UP, India.
authors.forename: Rama
authors.initials: R
authors.lastname: Kant
authors.affiliation: Department of Microbiology, Institute of Medical Sciences, Banaras Hindu University, Varanasi 221005, UP, India.
authors.forename: Dharmendra
authors.initials: D
authors.lastname: Kumar
authors.affiliation: Faculty of Life Sciences and Biotechnology, South Asian University, Delhi 110021, India.
authors.forename: Drishti
authors.initials: D
authors.lastname: Agarwal
authors.affiliation: Faculty of Life Sciences and Biotechnology, South Asian University, Delhi 110021, India.
authors.forename: Rinkoo Devi
authors.initials: RD
authors.lastname: Gupta
authors.affiliation: Department of Microbiology, Institute of Medical Sciences, Banaras Hindu University, Varanasi 221005, UP, India.
authors.forename: Ragini
authors.initials: R
authors.lastname: Tilak
authors.affiliation: Chemical Biology Research Laboratory, Department of Chemistry, University of Delhi, Delhi 110007, India. Electronic address: skawasthi@chemistry.du.ac.in.
authors.forename: Satish Kumar
authors.initials: SK
authors.lastname: Awasthi
authors.affiliation: Department of Medicinal Chemistry, Institute of Medical Sciences, Banaras Hindu University, Varanasi 221005, UP, India. Electronic address: agarwal.dralka@gmail.com.
authors.forename: Alka
authors.initials: A
authors.lastname: Agarwal
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D000935:Antifungal Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D000962:Antimalarials / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D001419:Bacteria / Q000187:drug effects*; D045744:Cell Line, Tumor; D002599:Chalcone / Q000737:chemistry / Q000494:pharmacology; D004305:Dose-Response Relationship, Drug; D047309:Flavones / Q000737:chemistry / Q000494:pharmacology; D005658:Fungi / Q000187:drug effects*; D006801:Humans; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D021261:Parasitic Sensitivity Tests; D010963:Plasmodium falciparum / Q000187:drug effects*; D013329:Structure-Activity Relationship; D014230:Triazoles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D000962:Antimalarials; D047309:Flavones; D014230:Triazoles; D002599:Chalcone; C043562:flavone
keywords: 1,2,3-Triazole; Antibacterial activity; Antifungal activity; Antiplasmodial activity; Chalcone; Cytotoxicity