Synthesis of steroidal imidazolidinthiones as potential apoptotic agents: Investigation by theoretical and experimental studies

Dar, Ayaz Mahmood; Nabi, Rizwan; Mir, Shafia; Gatoo, Manzoor Ahmad; Shamsuzzaman, _; Lone, Shabir H.

doi:10.1016/j.bioorg.2018.04.029

Cited by 4 publications

(1 citation statement)

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“…2-Arylimino-4-thiazolidinone derivatives have also showed antibacterial [17,18], antifungal [19] and anticonvulsant activities [20,21]. Keeping in view the applications of heterocycles and in continuation of previous work [22] we herein report the synthesis and anticancer studies of aromatic appended thiazolidinone derivatives.…”

Section: Introductionmentioning

confidence: 96%

Synthesis and Cytotoxicity Evaluation of Some New 4-(4oxo-4H-Quinazoline-3yl)- Thiobenzoic Acid-S-(1-H-Benzimidazole-2-Yl) Ester Derivates

Hassanzadeh¹

2019

OMCIJ

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A new series of substituted aromatic thiazolidinones [1][2][3][4]were synthesized by the reaction of acetophenone and its derivatives [5][6][7][8]with hydrazine hydrate and merceptoacetic acid in absolute ethanol in one pot manner. The striking feature of this reaction is the formation of hydrazone in situ which in turn undergoes the cyclization with mercepto acetic acid, leading to the formation of new thiazolidinones. Thus, the thiazolidinone ring closes at carbonyl carbon, by the attack of sulfur of mercaptoacetic acid moiety, preferentially from the front (β, axial) so that the nitrogen has an equatorial orientation (α, equatorial) to avoid steric repulsion, giving minimum steric hindrance. The new compounds were characterized by spectral (IR, 1 H NMR, 13 C NMR, MS) and analytical methods. The new compounds were screened for cytotoxicity (MTT assay) as well as genotoxicity (Comet assay) studies against different cancer cell lines, during which the new compounds depicted potential anticancer behaviour.

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