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Item Synthesis, characterization, antioxidant, and anticancer studies of 6-[3-(4-chlorophenyl)-1H-pyrazol-4-yl]-3-[(2-naphthyloxy) methyl][1,2,4] triazolo[3,4-b][1,3,4]thiadiazole in HepG2 cell lines(2011) Sunil, D.; Isloor, A.M.; Shetty, P.; Satyamoorthy, K.; Prasad, A.S.B.Triazolo- thiadiazoles exhibit a variety of pharmacological properties, due to their cytotoxicity. In continuation of a previous study on triazolo-thiadiazoles, the authors have synthesized a new thiadiazole, 6-[3-(4-chlorophenyl)- 1-H-pyrazol-4-yl]-3-[(2-naphthyloxy)methyl] [1,2,4]triazolo[3,4-b][1,3,4]thiadiazole (CPNT), which was further characterized by advanced spectral techniques and elemental analysis. The compound exhibited a dose-dependent cytotoxic effect on hepatocellular carcinoma cell line, HepG2 with very low IC50 value of 0.8 ?g/ml in 24 h when compared with standard drug, doxorubicin. Incorporation of [3H] thymidine in conjunction with cell cycle analysis suggested that CPNT inhibited the growth of HepG2 cells. Flow cytometric studies revealed more percentage of cells in subG1 phase, indicating apoptosis, which was further confirmed through chromatin condensation studies by Hoechst staining. In vitro antioxidant activity of CPNT was determined by DPPH and ABTS free radical scavenging assays which revealed increasing scavenging activity with increasing concentration of the compound when compared with reference ascorbic acid. Springer Science+Business Media, LLC 2010.Item Synthesis, characterization, anticancer, and antioxidant activity of some new thiazolidin-4-ones in MCF-7 cells(2013) Isloor, A.M.; Sunil, D.; Shetty, P.; Malladi, S.; Pai, K.S.R.; Maliyakkl, N.There are limited studies centring on the potential of thiazolidin-4-ones as anticancer agents. In this study, a new series of 2-(3-substituted-1H- pyrazol-4-yl)-3-(3-substituted-5-sulfanyl-1,2,4-triazol-4-yl)-1, 3-thiazolidin-4-one (4a-o) have been synthesized by cyclo-condensation reaction of 5-substituted-4-[(3-substituted-1H-pyrazol-4-ylmethylidene)amino]-2H-1,2,4- triazole-3-thione (3a-o) and thioglycolic acid. The structures of all the synthesized compounds were confirmed by elemental analysis, spectral techniques like IR, 1H NMR, and mass spectroscopy. Few compounds exhibited dose-dependent cytotoxic effect in MTT assay in human breast cancer (MCF-7) cells. Apoptotic degradation of DNA due to action of potent thiazolidin-4-ones was analysed by agarose gel electrophoresis and visualized by ethidium bromide staining (comet assay). A concentration-dependent increase in tail length and olive tail moment was observed when treated with thiazolidin-4-ones. In vitro antioxidant studies like DPPH and ABTS-free radical scavenging assays-indicated moderate activity of thiazolidin-4-ones. 2012 Springer Science+Business Media, LLC.Item Synthesis, characterization and their anticonvulsant, anti-inflammatory studies of some novel chromeno oxadiazoles(2013) Ubaradka, S.R.; Isloor, A.M.; Shetty, P.; Shetty, P.; Isloor, N.A.In this study, a series of new 1,2,4-oxadiazole derivatives containing 3,4-dihydro-2H-chromen-2-amine moiety were synthesized by efficient microwave reaction of 2-amino-N?-hydroxychroman-3-carboxamidine and suitable aldehyde. Structures of all the synthesized compounds were confirmed by spectral studies and C, H, N analyses. Newly synthesized compounds were screened for their anticonvulsant and anti-inflammatory properties. Few of the compounds exhibited excellent anticonvulsant activity as compared to the standard drug Diazepam. Also compounds have exhibited moderate anti-inflammatory activity as compared to the standard drug Diclofenac sodium. 2012 Springer Science+Business Media, LLC.Item Synthesis, characterization and in vitro cytotoxic properties of some new Schiff and Mannich bases in Hep G2 cells(2011) Sunil, D.; Isloor, A.M.; Shetty, P.; Chandrakantha, B.; Satyamoorthy, K.A series of 5-substituted-4-amino-3-mercapto- 1,2,4-triazoles were synthesized and were treated with various 3-substituted pyrazole aldehydes to obtain a series of new Schiff bases (3a-l). Few of the selected Schiff bases were converted into Mannich bases by reaction with diphenylamine/morpholine in presence of formaldehyde in ethanol media (4a-e, 5a-e). These newly synthesized compounds were characterized by elemental analysis, IR, NMR and mass spectrometry studies. A comparative study on the cytotoxic activities of few selected Schiff and Mannich bases was done in HepG2 cells using MTT assay. Few of the screened Schiff bases, 3a, 3d, 3e, 3g and 3h showed dose dependent cytotoxic activity, 3a being the most potent with an IC50 value of 0.018 g/l comparable to the standard drug doxorubicin. Among the Mannich bases, 5b was the most active with an IC50 value of 0.034 g/l. The Schiff bases were found to be more active, when compared to Mannich bases derived from them. The morpholine derived Mannich bases were more potent than those obtained from diphenyl amine. Springer Science+Business Media, LLC 2010.Item Synthesis and in vitro biological evaluation of new pyrazole chalcones and heterocyclic diamides as potential anticancer agents(2015) Sankappa, Rai, U.; Isloor, A.M.; Shetty, P.; Pai, K.S.R.; Fun, H.K.Synthesis and characterization of new heterocyclic pyrazole chalcones (4a-. e) and diamide (6a-. e) derivatives are described. Pyrazole chalcones were synthesized by the reaction of pyrazole aldehydes and suitable aromatic ketones. Diamides were synthesized by the reaction of phthalic acid and amines. Newly synthesized compounds were characterized by spectral studies and their biological activity was assessed in vitro using MCF-7 (human breast adenocarcinoma) and HeLa (human cervical tumor cells) cell lines. Few of the synthesized molecules inhibited the growth of the human breast cancer cell lines and human cervical tumor cell lines at low micromolar to nanomolar concentrations. 2014 King Saud University.Item Synthesis and biological evaluation of novel substituted 1,3,4-thiadiazole and 2,6-di aryl substituted imidazo [2,1-b] [1,3,4] thiadiazole derivatives(2014) Chandrakantha, B.; Isloor, A.M.; Shetty, P.; Fun, H.K.; Hegde, G.A new series of N-[5-(4-(alkyl/aryl)-3-nitro-phenyl)-[1,3,4-thiadiazol-2- yl]-2,2-dimethyl-propionamide 4 (a-l) and 6-(4-Methoxy-phenyl)-2-(4-alkyl/aryl)- 3-nitro-phenyl)-Imidazo [2,1-b] [1,3,4] thiadiazole 6 (a-l) were synthesized starting from 5-(4-Fluoro-3-nitro-phenyl)-[1,3,4] thiadiazole-2-ylamine. The synthesized compounds were characterized by IR, NMR, mass spectral and elemental analysis. All the compounds were tested for antibacterial and antifungal activities. The antimicrobial activities of the compounds were assessed by well plate method (zone of inhibition). Compounds 4a, 4c and 6e, 6g displayed appreciable activity at the concentration 0.5-1.0 mg/mL. 2013 Elsevier Masson SAS. All rights reserved.Item Quinolin-3-amine(2012) Isloor, A.M.; Chandrakantha, B.; Shetty, P.; Gerber, T.; Hosten, E.; Betz, R.In the crystal structur of the achiral title compound, C9H 8N2, N-H?N hydrogen bonds connect the molecules into zigzag chains in [100]. Weak intermolecular N-H?? interactions further consolidate the crystal packing.Item Methyl 2,6-bis-[(5-bromo-4,6-dimethoxypyrimidin-2-yl)oxy]benzoate(2010) Fun, H.-K.; Goh, J.H.; Rai, S.; Isloor, A.M.; Shetty, P.In the title compound, C20H18Br2N 4O8, the inter-planar angle of the pyrimidine rings is 75.1 (2) . The central benzene ring is inclined at inter-planar angles of 66.5 (2) and 71.9 (2) with respect to the two pyrimidine rings. In the crystal structure, adjacent molecules are connected into two-molecule-thick arrays parallel to the bc plane via short Br?Br [3.5328 (12) ] and Br?O [3.206 (3) and 3.301 (4) ] inter-actions. A weak inter-molecular ?-? aromatic stacking inter-action [centroid-centroid distance = 3.526 (3) ] is also observed.Item Methyl 2,6-bis-[(5-chloro-4,6-dimethoxypyrimidin-2-yl)oxy]benzoate(2010) Fun, H.-K.; Goh, J.H.; Rai, S.; Isloor, A.M.; Shetty, P.In the title compound, C20H18Cl2N 4O8, the two pyrimidine rings are inclined at dihedral angles of 66.68 (5) and 71.91 (6) with respect to the central benzene ring. In the crystal structure, inter-molecular C-H?N hydrogen bonds link neighbouring molecules into a ribbon-like structure along the b axis. The ribbons are inter-connected into a two-dimensional network parallel to the bc plane by short inter-molecular Cl?Cl [3.4427 (6) ] and Cl?O [3.1420 (9) and 3.1750 (11) ] inter-actions. The crystal structure is further stabilized by inter-molecular ?-? inter-actions [centroid-centroid distance 3.4552 (8) ] involving the pyrimidine rings.Item Methyl 2-[(2-methylphenoxy)methyl]benzoate(2012) Isloor, A.M.; Sankappa, Rai, U.; Shetty, P.; Gerber, T.; Hosten, E.; Betz, R.In the title methyl-benzoate compound, C 16H 16O3, the molecule is essentially planar (r.m.s. of all fitted non-H atoms = 0.0370 ); the dihedral angle between the phenyl rings is 2.30 (7) . Apart from a C - H?? inter-action, no marked inter-molecular contacts are obvious.