Nimesulide Based Novel Glycolamide Esters: Their Design, Synthesis, and Pharmacological Evaluation

Abstract

The nimesulide based novel glycolamide esters were designed and synthesized for the first timeviaa three-step method starting from nimesulide. Structures of the synthesized compounds were confirmed by spectroscopic analysis. All the synthesized compounds were examined for their cytotoxic effectsin vitro,some of which showed significant cytotoxic activities against HCT-15 human colon cancer cell line.

Imidazolium-supported benzotriazole: an efficient and recoverable activating reagent for amide, ester and thioester bond formation in water

“…To overcome the loss in yield during the synthesis of imidazolium-supported acyl benzotriazole reagents (Im-CH 2 -Bt-COR) (8) and to make the process more efficient and economical, we planned to perform the synthesis of amide (10aA) in one-pot fashion. It is important to mention that since the activation step does not proceed in water, therefore benzoic acid (7a) and Im-CH 2 -BtH (6) were allowed to react in acetonitrile at room temperature for 20 h using DCC (1.2 eq.…”

“…2 These groups impose degradable character and good thermal and mechanical properties to biodegradable poly(ester amide)s (PEAs) polymers. 3 Glycolamide esters of aspirin, 4 ibuprofen, 5 niumic acid, 6 scutellarin 7 and nimesulide 8 have also been used as biolabile prodrugs due to their ability to undergo quick cleavage in human plasma. Similarly, thioesters have been extensively used in native chemical ligation for the synthesis of many biologically active small-and medium-sized peptides and proteins.…”

Methoxybenzamide derivative of nimesulide from anti-fever to anti-cancer: Chemical characterization and cytotoxicity

“…Jian et al studied hyaluronic acid conjugated to nimesulide as an anticancer drug and the results showed cell death in CD44 overexpressing HT-29 cells in-vitro and inhibited tumor growth in-vivo (Jian et al, 2016). Kankanala et al, synthesized nimesulide-based novel glycol amide esters, and the compounds were cytotoxic against HCT-15 human colon cancer cell line ( Kankanala et al, 2013 ). In 2022, nimesulide derivatives were synthesized to target the function of HSP27 in both SKOV3 and SKBR3 cell lines and the results showed potent promising agents for future chemotherapy ( Jaragh-Alhadad et al, 2022 ).…”