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Gautam, Nagsen
- Chalcone-Based Aryloxypropanolamine as a Potential Antidiabetic and Antidyslipidaemic Agent
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PDF Views:123
Authors
Poonam Shukla
1,
Mavurapu Satyanarayana
1,
Prem C. Verma
1,
Jaya Tiwari
1,
Atma P. Dwivedi
1,
Rohit Srivastava
2,
Neha Rehuja
2,
Swayam P. Srivastava
2,
Sudeep Gautam
2,
Akhilesh K. Tamrakar
2,
Anil K. Dwivedi
3,
Hari N. Kushwaha
4,
Nagsen Gautam
4,
Shio K. Singh
4,
Mukesh Srivastava
5,
Chandishwar Nath
6,
Ram Raghubir
7,
Arvind K. Srivastava
2,
Ram Pratap
8
Affiliations
1 Division of Medicinal and Process Chemistry, CSIR-Central Drug Research Institute, Sector-10 Jankipuram Extension, Sitapur Road, Lucknow 226 031, IN
2 Division of Biochemistry, CSIR-Central Drug Research Institute, Sector-10 Jankipuram Extension, Sitapur Road, Lucknow 226 031, IN
3 Division of Pharmaceutics, CSIR-Central Drug Research Institute, Sector-10 Jankipuram Extension, Sitapur Road, Lucknow 226 031, IN
4 Division of Pharmacokinetics and Pharmaco-Dynamics, CSIR-Central Drug Research Institute, Sector-10 Jankipuram Extension, Sitapur Road, Lucknow 226 031, IN
5 Division of Biometry and Statistics, CSIR-Central Drug Research Institute, Sector-10 Jankipuram Extension, Sitapur Road, Lucknow 226 031, IN
6 Division of Toxicology, CSIR-Central Drug Research Institute, Sector-10 Jankipuram Extension, Sitapur Road, Lucknow 226 031, IN
7 Division of Pharmacology, CSIR-Central Drug Research Institute, Sector-10 Jankipuram Extension, Sitapur Road, Lucknow 226 031, IN
8 Division of Medicinal and Process Chemistry, CSIR-Central Drug Research Institute, Sector-10 Jankipuram Extension, Sitapur Road, Lucknow 226 031
1 Division of Medicinal and Process Chemistry, CSIR-Central Drug Research Institute, Sector-10 Jankipuram Extension, Sitapur Road, Lucknow 226 031, IN
2 Division of Biochemistry, CSIR-Central Drug Research Institute, Sector-10 Jankipuram Extension, Sitapur Road, Lucknow 226 031, IN
3 Division of Pharmaceutics, CSIR-Central Drug Research Institute, Sector-10 Jankipuram Extension, Sitapur Road, Lucknow 226 031, IN
4 Division of Pharmacokinetics and Pharmaco-Dynamics, CSIR-Central Drug Research Institute, Sector-10 Jankipuram Extension, Sitapur Road, Lucknow 226 031, IN
5 Division of Biometry and Statistics, CSIR-Central Drug Research Institute, Sector-10 Jankipuram Extension, Sitapur Road, Lucknow 226 031, IN
6 Division of Toxicology, CSIR-Central Drug Research Institute, Sector-10 Jankipuram Extension, Sitapur Road, Lucknow 226 031, IN
7 Division of Pharmacology, CSIR-Central Drug Research Institute, Sector-10 Jankipuram Extension, Sitapur Road, Lucknow 226 031, IN
8 Division of Medicinal and Process Chemistry, CSIR-Central Drug Research Institute, Sector-10 Jankipuram Extension, Sitapur Road, Lucknow 226 031
Source
Current Science, Vol 112, No 08 (2017), Pagination: 1675-1689Abstract
The hybrid congener 3 derived from hydroxychalcone and pharmacophore oxypropanolamine for adrenergic receptor, along with its enantiomers 9a and 9b were selected from a series of compounds for detailed studies of their antidiabetic profile in sucrose-challenged, low-dosed, streptozotocin-induced diabetic rats and in db/db mice, and antidyslipidaemic profile in high fat diet-induced dyslipidaemic hamsters. The test compounds exhibited significant and consistent antidiabetic and antidyslipidaemic activities in the above models. The pharmacodynamic studies of two metabolites, 10 and 11, were undertaken. Metabolite 10 having greater bioavailability in plasma was synthesized and found to exhibit significant antidiabetic activity. The parent compound together with its active metabolites exhibited significant oral bioavailability, thus establishing compound 3 as a potential lead molecule for further studies.Keywords
Antidiabetic and Antidyslipidaemic Activity, Chalcone, Diabetes Mellitus, Metabolites, Rodents.References
- Stone, B. G. and Van Thiel, D. H., Diabetes mellitus and the liver. Semin. Liver Dis., 1985, 5, 8–28.
- Consoli, A., Nurjhan, N., Capani, F. and Gerich, J., Predominant role of gluconeogenesis in increased hepatic glucose production in NIDDM. Diabetes, 1989, 38, 550–557.
- Spirito, P., Bellone, P., Harris, K. M., Bernabo, P. and Maron, B., Magnitude of left ventricular hypertrophy and risk of sudden death in hypertrophic cardiomyopathy. N. Eng. J. Med., 2000, 342, 1778–1785.
- Jaques, W. E., The incidence of portal cirrhosis and fatty metamorphosis in patients dying with diabetes mellitus. N. Engl. J. Med., 1953, 249, 442–445.
- Maedler, K. et al., Glucose- and interleukin-1-beta-induced betacell apoptosis requires Ca2+ influx and extracellular signalregulated kinase (ERK) 1/2 activation and is prevented by a sulfonylurea receptor 1/inwardly rectifying K+ channel 6.2 (SUR/Kir6.2) selective potassium channel opener in human islets. Diabetes, 2004, 53, 1706–1713.
- De Matteis, R., Arch, J. R., Petroni, M. L., Ferrari, D., Cinti, S. and Stock, M. J., Immunohistochemical identification of the β3-adrenoceptor in intact human adipocytes and ventricular myocardium: effect of obesity and treatment with ephedrine and caffeine. Int. J. Obes. Relat. Metab. Disord., 2002, 26, 1442–1450.
- Grujic, D., Susulic, V. S., Harper, M. E., Himms-Hagen, J., Cunningham, B. A., Corkey, B. E. and Lowell, B. B., β3-Adrenergic receptors on white and brown adipocytes mediate β3-selective agonist-induced effects on energy expenditure, insulin secretion, and food intake. A study using transgenic and gene knockout mice. J. Biol. Chem., 1997, 272, 17686–17693.
- Fisher, M. H. et al., A selective human β3-adrenergic receptor agonist increases metabolic rate in rhesus monkeys. J. Clin. Invest., 1998, 101, 2387–2393.
- Weyer, C., Tataranni, P. A., Snitker, S., Danforth, E. and Ravussin, E., Increase in insulin action and fat oxidation after treatment with CL 316,243, a highly selective β3-adrenoceptor agonist in humans. Diabetes, 1998, 47, 1555–1561.
- Yoshida, T., Sakane, N., Wakabayashi, Y., Umekawa, T. and Kondo, M., Anti-obesity and anti-diabetic effects of CL 316,243, a highly specific β3-adrenoceptor agonist, in yellow KK mice. Life Sci., 1994, 54, 491–498.
- Arch, J. R. S., β3-adrenoreceptor ligands and pharmacology of the β3-adrenoreceptor. In The β3-Adrenoceptor (ed. Strosberg. A. D.), Taylor and Francis, London, 2000, pp. 48–76.
- Verma, A. K. and Pratap, R., The biological potential of flavones. Nat. Prod. Rep., 2010, 27, 1571–1593.
- Pratap, R. et al., Oxy substituted chalcones as antihyperglycaemic and antidyslipidaemic agents. US7807712 B2, 2010.
- Satyanarayana, M., Tiwari, P., Tripathi, B. K., Srivastava, A. K. and Pratap, R., Synthesis and antihyperglycaemic activity of chalcone based aryloxypropanolamines. Bioorg. Med. Chem., 2004, 12, 883–889.
- Verma, A. K. et al., Flavone-based novel antidiabetic and antidyslipidaemic agents. J. Med. Chem., 2012, 55, 4551–4567.
- Srivsatava, R., Srivastava, S. P., Jaiswal, N., Mishra, A., Maurya, R. and Srivastava, A. K., Antidiabetic and antidyslipidaemic activities of Cuminum cyminum L. in validated animal models. Med. Chem. Res., 2010, 20, 1656–1666.
- Mishra, A., Srivastava, R., Srivastava, S. P., Gautam, S., Tamrakar, A. K., Maurya, R. and Srivastava, A. K., Antidiabetic activity of heart wood of Pterocarpus marsupium Roxb. and analysis of phytoconstituents. Indian J. Exp. Biol., 2013, 51, 363–374.
- Gupta, S., Varshney, K., Srivastava, R., Rahuja, N., Rawat, A. K., Srivastava, A. K. and Saxena, A. K., Identification of novel urea derivatives as PTP1B inhibitors: synthesis, biological evaluation and structure–activity relationships. Med. Chem. Commun., 2013, 4, 1382–1387.
- Shukla, P., Srivastava, S. P., Srivastava, R., Rawat, A. K., Srivastava, A. K. and Pratap, R., Synthesis and antidyslipidaemic activity of chalcone fibrates. Bioorg. Med. Chem. Lett., 2011, 21, 3475–3478.
- Miura, T., Itoh, C., Iwamoto, N., Kato, M., Kawai, M., Park, S. R. and Suzuki, I., Hypoglycemic activity of the fruit of the Momordica charantia in type 2 diabetic mice. J. Nutr. Sci. Vitaminol., 2001, 47, 340–344.
- Okine, L. K. N., Nyarko, A. K., Osei-Kwabena, N., Oppong, I. V., Barnes, F. and Ofosuhene, M., The antidiabetic activity of the herbal preparation ADD-199 in mice: a comparative study with two oral hypoglycaemic drugs. J. Ethnopharmacol., 2005, 97, 31– 38.
- Mythili, M. D., Vyas, R., Akila, G. and Gunasekaran, S., Effect of streptozotocin on the ultrastructure of rat pancreatic islets. Microsc. Res. Tech., 2004, 63, 274–281.
- Skyler, J. S., Jovanovic, L., Klioze, S., Reis, J. and Duggan, W., Inhaled Human Insulin Type 1 Diabetes Study Group, two-year safety and efficacy of inhaled human insulin (Exubera) in adult patients with type 1 diabetes. Diabetes Care, 2007, 30, 579–585; doi:10.2337/dc06-1863.
- Tamrakar, A. K., Jaiswal, N., Yadav, P. P., Maurya, R. and Srivastava, A. K., Pongamol from Pongamia pinnata stimulates glucose uptake by increasing surface GLUT4 level in skeletal muscle cells. Mol. Cell. Endocrinol., 2011, 339, 98–104.
- Izumi, T., Enomoto, S., Hoshiyama, K., Sasahara, K. and Sugiyama, Y., Pharmacokinetic stereoselectivity of troglitazone, an antidiabetic agent, in the KK mouse. Biopharm. Drug Dispos., 1997, 18, 305–324.
- Jamali, F., Mehvar, R. and Pasutto, F. M., Enantioselective aspects of drug action and disposition: therapeutic pitfalls. J. Pharm. Sci., 1989, 78, 695–715.
- Rauws, A. G. and Groen, K., Current regulatory (draft) guidance on chiral medicinal products: Canada, EEC, Japan, United States. Chirality, 1994, 6, 72–75.
- Kostiainen, R., Kotiaho, T., Kuuranne, T. and Auriola, S., Liquid chromatography/atmospheric pressure ionization-mass spectrometry in drug metabolism studies. J. Mass Spectrom., 2003, 38, 357– 372.
- Tiller, P. R. and Romanyshyn, L. A., Liquid chromatography/ tandem mass spectrometric quantification with metabolite screening as a strategy to enhance the early drug discovery process. Rapid Commun. Mass Spectrom., 2002, 16, 1225–1231.
- Gautam, N. et al., Liquid chromatography tandem mass spectrometry method for determination of antidiabetic chalcones derivative S001-469 in rat plasma, urine and feces: application to pharmacokinetic study. Drug Res., 2014, 64, 377–383.
- Bajrami, B., Zhao, L., Schenkman, J. B. and Rusling, J. F., Rapid LC-MS drug metabolite profiling using microsomal enzyme bioreactors in a parallel processing format. Anal. Chem., 2009, 81, 9921–9929.