Probing the antiamoebic and cytotoxicity potency of novel tetrazole and triazine derivatives

• Published in: European journal of medicinal chemistry Vol. 48; pp. 313 - 320
• Main Authors: Wani, Mohmmad Younus, Bhat, Abdul Roouf, Azam, Amir, Choi, Inho, Athar, Fareeda
• Format: Journal Article
• Language: English
• Published: ISSY-LES-MOULINEAUX Elsevier Masson SAS 01.02.2012; Elsevier
• Subjects: Amebicides - chemical synthesis; Amebicides - chemistry; Amebicides - pharmacology; Animals; Antibiotics. Antiinfectious agents. Antiparasitic agents; Antiparasitic agents; Biological and medical sciences; Chemistry, Medicinal; Cytotoxicity; Entamoeba histolytica; Entamoeba histolytica - drug effects; Entamoeba histolytica - growth & development; Entamoebiasis - drug therapy; Hep G2 Cells; HepG2; Humans; Inhibitory Concentration 50; Life Sciences & Biomedicine; Magnetic Resonance Spectroscopy; Medical sciences; Pharmacology & Pharmacy; Pharmacology. Drug treatments; Science & Technology; Spectrometry, Mass, Electrospray Ionization; Spectroscopy, Fourier Transform Infrared; Structure-Activity Relationship; Tetrazole; Tetrazoles - chemical synthesis; Tetrazoles - chemistry; Tetrazoles - pharmacology; Triazine; Triazines - chemical synthesis; Triazines - chemistry; Triazines - pharmacology; HepG2; Triazine; Entamoeba histolytica; Cytotoxicity; Tetrazole; ACID; TOXICITY; DISCOVERY; CARBONIC-ANHYDRASE-II; AFFINITY; BIOLOGICAL EVALUATION; INHIBITORS; METRONIDAZOLE; BINDING; Human; Protozoa; Tetrazole derivatives; Lobosea; Liver; In vitro; Biological activity; Antiprotozoal agent; Cell line; Hepatocyte; Triazine derivatives; Parasiticide; Chemical synthesis; Tumor cell
• ISSN: 0223-5234; 1768-3254
• DOI: 10.1016/j.ejmech.2011.12.033

A series of compounds bearing a Tetrazole and Triazine ring motif conjugated with a SO 2NH function were synthesized and investigated for their antiamoebic potency. Cytotoxicity of the compounds was checked on human hepatocellular carcinoma cell line HepG2. Incorporation of Triazine ring in place of tetrazole resulted in a precipitous increase in the antiamoebic activity of the compounds. Antiamoebic activity of the investigated compounds was found to be position and substituent dependent. In vitro cytotoxicity results revealed noncytotoxic nature of all the tested compounds up to a concentration of 25 μM. Compound 5c and 5d were obtained as least cytotoxic (IC 50 > 100 μM) and excellent Entamoeba histolytica inhibitors with IC 50 values of 1.05 μM and 1.02 μM respectively. [Display omitted] ► Synthesis of tetrazole and triazine ring containing sulfonamide derivatives. ► Characterization of compounds with various Spectroscopic techniques. ► Evaluated for compounds for antiamoebic activity using HM1:IMSS strain. ► Effective compounds were screened for cell viability using H9C2 cell line. ► Compound 5c and 5d were found as leading targets for Entamoeba histolytica.