Medicinal Chemistry Research Laboratory

Bangalore, India

Medicinal Chemistry Research Laboratory

Bangalore, India
Time filter
Source Type

Bansal S.,Medicinal Chemistry Research Laboratory | Chaudhary A.N.,Medicinal Chemistry Research Laboratory | Kothiyal P.,Medicinal Chemistry Research Laboratory
International Journal of Pharmacy and Pharmaceutical Sciences | Year: 2013

Pyrimidine, one of the bases of hydrolysed product of nucleosides is an interesting subject to medicinal chemist by virtue of its diverse biological activities. In the present scheme attempt has been made to synthesize pyrimidine derivatives. The synthesis of pyrimidine derivatives is based on condensation of chalcones with guanidine nitrate in the presence of sodium hydroxide and ethanol. Furthermore, the synthesis of chalcone derivatives is based on Claisen - Schmidt condensation. All the new title compounds were characterized by IR and 1HNMR spectroscopy and then screened for antibacterial activity against Pseudomonas aeruginosa and Escherichia coli. using amoxicillin as standard by filter paper disc method.

Alagarsamy V.,Medicinal Chemistry Research Laboratory
Archiv der Pharmazie | Year: 2012

A new series of 2-(4-dimethylaminophenyl)-3-substituted thiazolidin-4-one-5-yl-acetyl acetamides/benzamides were synthesized by the nucleophilic substitution of 3-substituted-2-(4-dimethylaminophenyl)- thiazolidin-4-one-5-yl-acetylchloride with acetamide and benzamide. The starting material 3-substituted-2-(4-dimethylaminophenyl)-thiazolidin-4-one-5-yl- acetylchloride was synthesized from 3-substituted-2-(4-dimethylaminophenyl)- thiazolidin-4-one-5-yl-acetic acid, which in turn was prepared by one-pot reaction of amino component, p-dimethylamino benzaldehyde and mercapto succinic acid. The title compounds were investigated for their anticonvulsant activities; among the test compounds, compound 2-(4-dimethylaminophenyl)-3-phenylamino- thiazolidine-4-one-5-yl-acetylbenzamide (14) emerged as the most active compound of the series and as moderately more potent than the reference standard diazepam. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Saravanan G.,Medicinal Chemistry Research Laboratory
Journal of Advanced Pharmaceutical Technology and Research | Year: 2010

In the present study, novel Schiff bases were synthesized by condensation of 3-amino-2-methyl quinazolin-4-(3H)-ones with different aromatic aldehydes. The 3-amino-2-methyl quinazolin-4-(3H)-one was synthesized from anthranilic acid via the 2-methyl benzoxazin-4-one. The chemical structures of the synthesized compounds were confirmed by means of Infrared (IR), 1 H-NMR, 13 C-NMR, Mass spectral, and Elemental analysis. These compounds were screened for anti-bacterial (Staphylococcus aureus ATCC 9144, Staphylococcus epidermidis ATCC 155, Micrococcus luteus ATCC 4698, Bacillus cereus ATCC 11778, Escherichia coli ATCC 25922, Pseudomonas aeruginosa ATCC 2853, and Klebsiella pneumoniae ATCC 11298)) and anti-fungal (Aspergillus niger ATCC 9029 and Aspergillus fumigatus ATCC 46645) activities, using the paper disk diffusion technique. The minimum inhibitory concentrations (MIC) of the compounds were also determined by the agar streak dilution method. Most of the synthesized compounds exhibited significant anti-bacterial and anti-fungal activities. Among the synthesized compounds, 3-(4-hydroxy benzylideneamino)-2-methyl quinazolin-4(3H)-one 4g and 4c was found to exhibit the highest anti-bacterial activity and 3-(4-hydroxy-3-methoxy benzylideneamino)-2-methyl quinazolin-4(3H)-one 4k exhibited the highest anti-fungal activity.

Havemeyer A.,University of Kiel | Grunewald S.,University of Kiel | Wahl B.,TU Braunschweig | Bittner F.,TU Braunschweig | And 4 more authors.
Drug Metabolism and Disposition | Year: 2010

Purification of the mitochondrial enzyme responsible for reduction of N-hydroxylated amidine prodrugs led to the identification of two newly discovered mammalian molybdenum-containing proteins, the mitochondrial amidoxime reducing components mARC-1 and mARC-2 (Gruenewald et al., 2008). These 35-kDa proteins represent a novel group of molybdenum proteins in eukaryotes as they form a molybdenum cofactor-dependent enzyme system consisting of three separate proteins (Havemeyer et al., 2006). Each mARC protein reduces N-hydroxylated compounds after reconstitution with the electron transport proteins cytochrome b5 and b5 reductase. In continuation of our drug metabolism investigations (Havemeyer et al., 2006; Gruenewald et al., 2008), we present data from reconstituted enzyme systems with recombinant human and native porcine enzymes showing the reduction of N-hydroxy-sulfonamides (sulfohydroxamic acids) to sulfonamides: the N-hydroxy-sulfonamide N-hydroxy-valdecoxib (N-hydroxy-4-[5-methyl-3-phenyl-4-isoxazolyl]- benzenesulfonamide) represents a novel cyclooxygenase (COX)-2 inhibitor and is therefore a drug candidate in the treatment of diseases associated with rheumatic inflammation, pain, and fever. It was synthesized as an analog of the known COX-2 inhibitor valdecoxib (4-[5-methyl-3-phenyl-4-isoxazolyl]- benzenesulfonamide) (Talley et al., 2000). N-Hydroxy-valdecoxib had low in vitro COX-2 activity but showed significant analgesic activity in vivo and a prolonged therapeutic effect compared with valdecoxib (Erdélyi et al., 2008). In this report, we demonstrate that N-hydroxy-valdecoxib is enzymatically reduced to its pharmacologically active metabolite valdecoxib. Thus, N-hydroxy-valdecoxib acts as prodrug that is activated by the molybdenum-containing enzyme mARC. Copyright © 2010 by The American Society for Pharmacology and Experimental Therapeutics.

Alagarsamy V.,Medicinal Chemistry Research Laboratory | Sathesh Kumar S.,Tamil University | Nisha J.C.,Manonmaniam Sundaranar University | Narsimha Reddy Y.,Kakatiya University
Journal of Ethnopharmacology | Year: 2011

Ethnopharmacological relevance: The rhizomes of Alpinia galanga (L.) Willd (Zingiberaceae), a ginger substitute for flavouring food was traditionally used as nervine tonic and stimulant. Aim of the study: This investigation is designed to screen cognitive improvement of Alpinia galanga (AG) fractions in Alzheimer's type of amnesia in mice induced by Aβ (25-35). Materials and methods: Alzheimer's disease induced mice treated with fractions (n-hexane, chloroform and ethyl acetate) of AG in 200 and 400 mg/kg. Neurotoxicity was induced by intracerebroventricular injection of Aβ (25-35) on the 14th day of 21 days drug treatment. Open field and water maze were carried to determine habituation memory and hippocampal memory. Na +/K +-ATPase, acetylcholinesterase (AChE) and antioxidant enzymes (SOD, GPx, catalase and vitamin C) were determined in brain tissue homogenate to estimate the brain biochemical changes and its anti-amnesic potential with intensity of oxidative stress signaling. Further bioactive (chloroform) fraction was eluted through column chromatography to identify the lead molecules. Results: Increased habituation memory and decreased escape latency in behavioral parameter are the indicative of the cognitive enhancement after treatment with Alpinia galanga fractions. Increment in Na +/K +-ATPase and antioxidant activity depicts brain membrane integrity improvement and free radical scavenging property. AChE level was decreased to improve the cognition by enhancing cholinergic transmission. Conclusion: Anti-amnesic effect was exerted by various fractions of Alpinia galanga. Among all fractions, preeminent neuroprotection was exerted by chloroform fraction, which has compound, 1′δ-1′-acetoxyeugenol acetate and it may be a potential therapeutic agent for Alzheimer's type of amnesia. These results further motivate us to explore the activity of lead compound's anti-amnesic effect on transgenic mice model of AD. © 2011 Elsevier Ireland Ltd.

Sivakumar D.,HIGH-TECH | Shankar D.,Medicinal Chemistry Research Laboratory
Agris On-line Papers in Economics and Informatics | Year: 2012

Textile industry processes are among the most environmentally unfriendly industrial processes, because they produce coloured wastewaters that are heavily polluted the environment. Therefore, wastewater from textile industry has to be treated before being discharged into the environment. In this study, experiments were performed at pH of 7 to investigate the adsorption capacities of locally available low cost bio-adsorbents like neem leaves, orange peels, peanut hulls and coconut coir pith powders to remove colour in a textile industry wastewater. The experiments were conducted by different process parameters like adsorbent dosage, temperature, contact time and agitator speed using batch adsorption method and for both with and without aeration. From the experimental investigations, the maximum colour removal percentage for both with and without aeration in a textile industry wastewater was obtained at an optimum bio-adsorbent dosage of 300 mg, an optimum contact time of 75 min., an optimum temperature of 330 K and an optimum agitator speed of 600 rpm. Further, from the validation experiments, it was found that results were higher than the results obtained by different process parameters for both with and without aeration. From the results of various process parameters, peanut hulls powder achieved the maximum colour removal percentage for both with and without aeration followed by coconut coir pith, orange peels and neem leaves powders. However, the order of increased in colour removal percentage with aeration is orange peels powder followed by neem leaves, peanut hulls and coconut coir pith powders. © 2010.

Ravichandran V.,AIMST University | Jain A.,Dr. H. S. Gour Vishwavidyalaya | Kumar K.S.,Medicinal Chemistry Research Laboratory | Rajak H.,Guru Ghasidas University | Agrawal R.K.,Dr. H. S. Gour Vishwavidyalaya
Chemical Biology and Drug Design | Year: 2011

A series of 1,3-thiazolidin-4-one derivatives were prepared by the reaction of respective aromatic amine, aromatic aldehyde, and thioglycolic acid in dry benzene/toluene. The newly synthesized compounds were characterized on the basis of elemental analysis, IR, 1HNMR, and mass spectra. The newly synthesized final compounds were evaluated for their in vitro antibacterial, antifungal, and anti-viral activities. Preliminary results indicated that some of the compounds demonstrated antibacterial activity in the range of 7-13μg/mL, antifungal activity in the range of 13-17μg/mL, comparable with the standard drugs, ciprofloxacin and fluconazole. Structure-activity relationship studies revealed that the nature of the substituents at the 2 and 3 positions of the thiazolidinone nucleus had a significant impact on the in vitro antimicrobial and anti-viral activity of these classes of agents. © 2011 John Wiley & Sons A/S.

Kumar K.S.,Medicinal Chemistry Research Laboratory | Ganguly S.,Birla Institute of Technology | Veerasamy R.,AIMST University | De Clercq E.,Rega Institute for Medical Research
European Journal of Medicinal Chemistry | Year: 2010

A new series of 3-(benzylideneamino)-2-phenylquinazoline-4(3H)-ones were prepared through Schiff base formation of 3-amino-2-phenyl quinazoline-4(3)H-one with various substituted carbonyl compounds. Their chemical structures were elucidated by spectral studies. Cytotoxicity and antiviral activity were evaluated against herpes simplex virus-1 (KOS), herpes simplex virus-2 (G), vaccinia virus, vesicular stomatitis virus, herpes simplex virus-1 TK- KOS ACVr, para influenza-3 virus, reovirus-1, Sindbis virus, Coxsackie virus B4, Punta Toro virus, feline corona virus (FIPV), feline herpes virus, respiratory syncytial virus, influenza A H1N1 subtype, influenza A H3N2 subtype, and influenza B virus. Compound 2a showed better antiviral activity against the entire tested virus. © 2010 Elsevier Masson SAS. All rights reserved.

Gawande S.S.,Medicinal Chemistry Research Laboratory | Warangkar S.C.,M.R.Research | Bandgar B.P.,University of Solapur | Khobragade C.N.,M.R.Research
Bioorganic and Medicinal Chemistry | Year: 2013

As a part of ongoing studies in developing new Tyrosinase inhibitors, a class of structurally novel 2-(2,4-dimethoxy phenylamino)-5 methylene-4- thiazolinone derivatives were synthesized by incorporating 2-(2,4-dimethoxy- phenylamino)-thiazol-4-one with various 1-(1-methyl-buta-1,3-dienyl)-3-phenyl- 1H-pyrazole-4-carbaldehyde. The results showed that some of the synthesized compounds exhibited significant inhibitory activities. Especially, 5-[3-(2-chloro-phenyl)-1-phenyl-1H-pyrazol-4-ylmethylene]-2-(2, 4-dimethoxy-phenylamino)-thiazol-4-one (5h) and 5-[3-(3-chloro-phenyl)-1-phenyl- 1H-pyrazol-4-ylmethylene]-2-(2,4-dimethoxy-phenylamino)-thiazol-4-one (5g) possessing 2-chloro-phenyl and 3-chloro-phenyl group exhibited the most potent tyrosinase inhibitory activity with an IC50 value of 34.12 and 52.62 μM, respectively. The inhibition mechanism analysis of 5h and 5g thiazolidinone derivatives demonstrated that the inhibitory effects of the compounds on tyrosinase were reversible and competitive. Preliminary structure-activity relationships (SAR) analysis suggested that further development of such compounds might be of interest, as it manifests simple reversible slow binding inhibition against monophenolase and diphenolase. © 2013 Elsevier Ltd.All rights reserved.

Krishnan S.K.,Medicinal Chemistry Research Laboratory | Ganguly S.,Birla Institute of Technology | Veerasamy R.,AIMST University | Jan B.,Rega Institute for Medical Research
European Review for Medical and Pharmacological Sciences | Year: 2011

Objectives: A series of 3-(benzylideneamino)-2-phenyl quinazoline-4(3H)- ones was synthesized by reaction of 3-amino-2-phenyl-3H-quinazoline-4-one with various carbonyl compounds. Materials and Methods: Chemical structures of the synthesized compounds were confirmed by IR, 1H-NMR and mass spectral analysis. Title compounds were investigated for cytotoxicity and antiviral activity against herpes simplex virus-1 (KOS), herpes simplex virus-2 (G), vaccinia virus, vesicular stomatitis virus, herpes simplex virus-1 TK- KOS ACVr, para influenza-3 virus, reovirus-1, Sindbis virus, Coxsackie virus B4, Punta Toro virus, feline corona virus (FIPV), feline herpes virus, respiratory syncytial virus, influenza A H1N1 subtype, influenza A H3N2 subtype, influenza B and vesicular stomatitis virus. Results and Conclusion: Compound 3d was found inhibit viral replication of para influenza-3virus, reovirus-1, Sindbis virus, Coxsackie virus B4, Punta Toro virus in Vero cell cultures. (Chemical Equation Presented).

Loading Medicinal Chemistry Research Laboratory collaborators
Loading Medicinal Chemistry Research Laboratory collaborators