101094-89-7Relevant academic research and scientific papers
Design, synthesis, modelling studies and biological evaluation of 1,3,4-oxadiazole derivatives as potent anticancer agents targeting thymidine phosphorylase enzyme
Bajaj, Shalini,Kumar, Maushmi S.,Tinwala, Hussain,YC, Mayur
, (2021/04/12)
A series of novel 1,3,4-oxadiazole derivatives with substituted phenyl ring were designed and synthesized with an objective of discovering newer anti-cancer agents targeting thymidine phosphorylase enzyme (TP). The 1,3,4-oxadiazole derivatives were synthesized by simple and convenient methods in the lab. Chemical structure of the all the synthesized compounds were characterized by IR, 1H NMR and mass spectral methods and evaluated for cytotoxicity by MTT method against two breast cancer cell lines (MCF-7 and MDA-MB-231). Further, results of TP assay identified that 1,3,4-oxadiazole molecules displayed anti-cancer activity partially by inhibition of phosphorylation of thymidine. The TP assay identified SB8 and SB9 as potential inhibitors with anti-cancer activity against both the cell lines. The molecular docking studies recognized the orientation and binding interaction of molecule at the active site amino acid residues of TP (PDB: 1UOU). Acute toxicity studies of compound SB8 at the dose of 5000 mg/kg has identified no signs of clinical toxicity was observed. The SARs study of synthesized derivatives revealed that the substitution of phenyl ring with electron withdrawing group at ortho position showed significant TP inhibitory activity compared to para substitution. The experimental data suggests that 1,3,4-oxadiazole with substituted phenyl can be taken as a lead for the design of efficient TP inhibitors and active compounds which can be taken up for further studies.
From Sphingosine Kinase to Dihydroceramide Desaturase: A Structure-Activity Relationship (SAR) Study of the Enzyme Inhibitory and Anticancer Activity of 4-((4-(4-Chlorophenyl)thiazol-2-yl)amino)phenol (SKI-II)
Aurelio, Luigi,Scullino, Carmen V.,Pitman, Melissa R.,Sexton, Anna,Oliver, Victoria,Davies, Lorena,Rebello, Richard J.,Furic, Luc,Creek, Darren J.,Pitson, Stuart M.,Flynn, Bernard L.
, p. 965 - 984 (2016/02/23)
The sphingosine kinase (SK) inhibitor, SKI-II, has been employed extensively in biological investigations of the role of SK1 and SK2 in disease and has demonstrated impressive anticancer activity in vitro and in vivo. However, interpretations of results u
Synthesis and biological evaluation of 1,3,4-oxadiazole derivatives as novel analgesic and antiinflammatory agents
Chavan,Nirmal,Bhosale
, p. 3919 - 3922 (2012/01/13)
A novel series of 4-(2-(4-(5-(4-substituted phenyl)-1,3,4-oxadiazol-2-yl) phenylamino)ethoxy)-2H-chromen-2-one (7a-j) have been synthesized from 4-(5-(4-substituted phenyl)-1,3,4-oxadiazol-2-yl)benzenamine (4a-j) and 4-(2-bromoethoxy)-2H-chromen-2-one (5). The synthesized compounds were characterized on the basis of their spectral (IR, 1H NMR) data and evaluated for the anti-inflammatory and analgesic activity by using different pharmacological models. The most active compounds were subjected to acute ulcerogenesis activity and were found to be less ulcerogenic than the standard.
Synthesis, anti-HIV, and antifungal activity of new benzensulfonamides bearing the 2,5-disubstituted-1,3,4-oxadiazole moiety
Zareef, Muhammad,Iqbal, Rashid,Al-Masoudi, Najim A.,Zaidi, Javid H.,Arfan, Muhammad,Shahzad, Sohail A.
, p. 281 - 298 (2007/10/03)
A series of novel chiral and achiral N-[1-(1,3,4-oxadiazol-2ylthio)alkyl]- 4-methyl/chloro/methoxybenzenesulfonamides 5a-l were prepared by the reaction of 4-(4-methyl, chloro, methoxyphenylsulfonamido)alkyl carboxylic acid hydrazides 4a-l with CS2 and KO
