74655-63-3Relevant academic research and scientific papers
Synthesis and antimicrobial studies of 5-n-alkyl-1,3,4-oxadiazole-2-thiol derivatives from fatty acids
Naga Sudha,Yella Subbaiah,Srikanth,Venkata Ramana Reddy,Sneha Latha,Vijaya Lakshmi
, p. 2369 - 2371 (2017)
The novel 5-N-alkyl-1,3,4-oxadiazole-2-thiol derivatives have been synthesized by esterification of fatty acid followed by reaction the ester with hydrazine hydrate. The acid hydrazide was converted to 1,3,4-oxadiazole by ring closure mechanism. The synthesized compounds have been characterized by physical (melting point and TLC) and spectral (IR, 1H NMR and mass) data. All the compounds were screened for their antimicrobial activity. The compounds 3F1 & 3F4 showed good inhibition activity against all four types of bacteria; while compound 3F2 & 3F3 shown moderate activity.
Novel fatty acid analogues as human fatty acid synthase thioesterase domain inhibitors: Synthesis and their cytotoxicity screening
Jubie, Selvaraj,Yadhav, Pawan Kumar,Chandrasekar, Moola Joghee Nanjan,Priya, Jeyapal Gomathi,Mvnl, Chaitanya,Dhanabal, Palanisamy
, p. 495 - 499 (2015/06/22)
A new class of 1, 3, 4-oxadiazoles substituted stearic/palmitic acid analogues were prepared. In-silico docking studies have been done into the crystal structure of thioesterase domain of human fatty acid synthase (2PX6) that gave some important structural information on the ligand binding interactions. The residues His 2481, Tyr 2462 & Ala 2448 formed hydrogen bonds with 1, 3, 4-oxadiazole ring. All the target compounds exhibited good binding interactions with the active site residues. Cytotoxicity has been done for some selected compounds against human lung carcinoma cell lines (A-549) by SRB method. The compounds showed strong cytotoxicity.
Synthesis, evaluation and molecular docking studies of 1,3,4-oxadiazole-2- thiol incorporating fatty acid moiety as antitumor and antimicrobial agents
El-Din Mohamed, Fatma Salah,Hashemi, Ahmed Ismail,Swellem, Randa Helmy,El-Moaen Mohamed Nawwar, Galal Abd
, p. 304 - 315 (2014/03/21)
A series of 1,3,4-oxadiazole-2-thiol incorporating fatty acid moieties was synthesized. The chemical structure of the synthesized compounds was established by their spectral data, elemental analysis, and their chemical behavior. Their thioglycosides derivatives and the analogous 1,2,4-triazole were also prepared. The in vitro cytotoxicty of the synthesized compounds was screened against two cell lines; breast cell line MCF-7, and liver cell line HepG2. The most potent compound is (E)-5-(heptadec-8-enyl)-1,3,4-oxadiazole-2-thiol 4f with IC 50 (2.82 | μg/ml) and (3.87 μg/ml) against breast cell line MCF-7 and liver cell line HepG2 respectively. Molecular Docking study of Bcl-2 was conducted for the most potent compound, its analogues and the lowest cytotoxicty compound. The antimicrobial activity was also screened, compound (E)-5-ethyl-1,3,4-oxadiazole-2-thiol 4a showed a broad spectrum of activity. A relationship between the length of the fatty acid chain and the biological activity was noticed in the tested compounds.
