Synthesis and Biological Evaluation of Novel Thiomorpholine 1,1-Dioxide Derived 1,2,3-Triazole Hybrids as Potential Anticancer Agents

Abstract

In this report, we describe the synthesis and biological evaluation of a new series of (4‐((1‐(aryl)‐1H‐1,2,3‐triazol‐4‐yl)methoxy)phenyl)(1,1‐dioxidothiomorpholino)methanone derivatives (6 a‐6 n). All the new derivatives were well analyzed by 1H NMR, 13C NMR, FTIR, mass spectral and elemental data. The synthesized compounds were screened for in vitro anticancer activity against three cancer cell lines (MCF‐7, HeLa, and HEK293) and compared with standard drug cisplatin. Three (6 b, 6 g and 6 i) out of fourteen derivatives exhibited potent anticancer activity against MCF‐7, HeLa, and HEK293. Two (6 b and 6 g) potent hybrids were screened for in vivo studies against EAC bearing mice and found to possess potential anticancer activity.

Catalytic Enantioselective Synthesis of α-Difunctionalized Cyclic Sulfones

“…d Catalyst loading: [Pd 2 (dba) 3 ] (5 mol %) and (S,S)-L4 (13 mol %). 27 and N-Boc thiomorpholine 1,1-dioxide (23) 28 were prepared according to literature procedures.…”

“…Sulfolane ( 21 ) was obtained from commercial sources. Thiane 1,1-dioxide ( 22 ) 27 and N -Boc thiomorpholine 1,1-dioxide ( 23 ) 28 were prepared according to literature procedures.…”

An Overview of Recent Advances in the Applications of Click Chemistry in the Synthesis of Bioconjugates with Anticancer Activities

“…Thiomorpholine and their derivatives indicated various biological activities . Battula et al . have synthesized new thiomorpholine 1,1‐dioxide derived 1,2,3‐triazole hybrids.…”

An elegant and efficient synthesis of heterocycles integrated with bis‐N‐acyl pyrazoline and bis‐1, 2, 3‐triazole via a green synthetic methodology

“…On the other hand, good aqueous solubility of 1,2,3-triazoles in biological system may further elevate the potentiality, namely, anti-HIV [18], antifungal [19], antimicrobial [20], and anticancer [21] activities. Recently, the development of hybrid molecules having more than one pharmacophore has gained much interest in the field of drug development, thus resulting in hitherto unknown bioactive heterocyclic hybrids with potent activities [22,23].…”