Synthesis and preliminary evaluation of 2-substituted-1,3-benzoxazole and 3-[(3-substituted)propyl]-1,3-benzoxazol-2(3H)-one derivatives as potent anticancer agents

Abstract

The synthesis and cytotoxic activity studies of a new series of cyclic amine containing benzoxazole and benzoxazolone derivatives are described. The 2-cyclic amine-1,3-benzoxazoles 5a-k, 5-chloro-3-(3-chloropropyl)-1,3-benzoxazol-2(3H)-one 8 and 3-[3-(cyclic amino)-propyl]-1,3-benzoxazol-2(3H)-ones 9a-f were synthesized. The newly synthesized compounds with the influence of the presence of cyclic amine moiety in the benzoxazole scaffold have been evaluated with respect to their cytotoxic effect toward four human cancer cell lines. The new compounds were evaluated to see whether substitution at the second and third position of the benzoxazole motif influence their cytotoxic effect toward cancer cells.

Piperazine scaffold: A remarkable tool in generation of diverse pharmacological agents

“…Compound 69 was reported as the most potent growth inhibitor of MDA-MB-468, a triple negative/basal-like breast carcinoma cell line [140]. Amongst the compounds developed by Murty et al, compound 70 was reported as the most active compound of the series [141]. Amongst the compounds synthesized by Mallesha et al, compound 71 emerged as the most potential anticancer agent [142].…”

Reactive Oxygen Species-Mediated Apoptosis and Cytotoxicity of Newly Synthesized Pyridazin-3-Ones In P815 (Murin Mastocytoma) Cell Line

“…Pyridazin-3(2h)-one derivatives constitute an interesting class of heterocyclic lead compounds for drug discovery and research into anticancer molecules [15][16][17]. Recently, it was reported that some pyridazin-3(2h)-one derivatives specifically interact with and inhibit PIM (potential tumor targets) kinases with low nanomolar potency [18][19][20][21].…”

Synthesis and antimicrobial activities of novel 6-(1,3-thiazol-4-yl)-1,3-benzoxazol-2(3H)-one derivatives

“…Benzoxazolone derivatives are an important class of heterocyclic compounds widely studied in medicinal chemistry because they show a broad spectrum of activity against Gram-positive and Gram-negative bacteria and fungi [2][3][4][5][6][7][8], human immunodeficiency virus (HIV)-1 reverse transcriptase [9] and multidrug-resistant cancer cells [10,11]. Various derivatives of benzoxazolone are commercially available, for example, benzolon 1 (myorelaxant), paraflex 2 (sedative anelgesic) and vinizene 3 (topical antiseptic) [12].…”