메뉴 건너뛰기




Volumn 2, Issue 2, 2011, Pages 182-187

Synthesis and SAR of thiazolylmethylphenyl glucoside as novel C -aryl glucoside SGLT2 inhibitors

Author keywords

diabetes; glucoside; SAR; SGLT2; Thiazole

Indexed keywords

ANTIDIABETIC AGENT; BENZENE DERIVATIVE; DAPAGLIFLOZIN; GLUCOSE; GLUCOSIDE; PROTEIN INHIBITOR; SODIUM GLUCOSE COTRANSPORTER 2; THIAZOLE DERIVATIVE; THIAZOLYLMETHYLPHENYL GLUCOSIDE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 79951523123     PISSN: None     EISSN: 19485875     Source Type: Journal    
DOI: 10.1021/ml100256c     Document Type: Article
Times cited : (43)

References (22)
  • 1
    • 77957172778 scopus 로고    scopus 로고
    • International Diabetes Federation., 4 th ed.; International Diabetes Federation: Montreal, Canada
    • International Diabetes Federation. Diabetes Atlas, 4 th ed.; International Diabetes Federation: Montreal, Canada, 2009.
    • (2009) Diabetes Atlas
  • 3
    • 12644311551 scopus 로고    scopus 로고
    • +/glucose cotransporter SGLT2 reveal a common mechanism for SGLT1 and SGLT2
    • DOI 10.1074/jbc.271.51.32678
    • Mackenzie, B.; Loo, D. D.; Panayotova-Heiermann, M.; Wright, E. M. Biophysical characteristics of the pig kidney Na+/glucose cotransporter SGLT2 reveal a common mechanism for SGLT1 and SGLT2 J. Biol. Chem. 1996, 271, 32678-32683 (Pubitemid 27008690)
    • (1996) Journal of Biological Chemistry , vol.271 , Issue.51 , pp. 32678-32683
    • Mackenzie, B.1    Loo, D.D.F.2    Panayotova-Heiermann, M.3    Wright, E.M.4
  • 5
    • 74949093195 scopus 로고    scopus 로고
    • Evolution of sodium glucose co-transporter 2 inhibitors as anti-diabetic agents
    • Washburn, W. Evolution of sodium glucose co-transporter 2 inhibitors as anti-diabetic agents Expert Opin. Ther. Patents 2009, 25, 1485-1499
    • (2009) Expert Opin. Ther. Patents , vol.25 , pp. 1485-1499
    • Washburn, W.1
  • 8
    • 64549142812 scopus 로고    scopus 로고
    • Development of the renal glucose reabsorption inhibitors: A new mechanism for the pharmacotherapy of diabetes mellitus type 2
    • Washburn, W. N. Development of the renal glucose reabsorption inhibitors: A new mechanism for the pharmacotherapy of diabetes mellitus type 2 J. Med. Chem. 2009, 52, 1785-1794
    • (2009) J. Med. Chem. , vol.52 , pp. 1785-1794
    • Washburn, W.N.1
  • 9
    • 77956319973 scopus 로고    scopus 로고
    • Discovery of canagliflozin, a novel C -glucoside with thiophene ring, as sodium-dependent glucose cotransporter 2 inhibitor for the treatment of type 2 diabetes mellitus
    • Nomura, S.; Sakamaki, S.; Hongu, M.; Kawanshi, E.; Koga, Y.; Sakamoto, T.; Yamamoto, Y.; Ueta, K.; Kimata, H.; Nakayama, K.; Tsuda-Tsukimoto, M. Discovery of canagliflozin, a novel C -glucoside with thiophene ring, as sodium-dependent glucose cotransporter 2 inhibitor for the treatment of type 2 diabetes mellitus J. Med. Chem. 2010, 53, 6355-6360
    • (2010) J. Med. Chem. , vol.53 , pp. 6355-6360
    • Nomura, S.1    Sakamaki, S.2    Hongu, M.3    Kawanshi, E.4    Koga, Y.5    Sakamoto, T.6    Yamamoto, Y.7    Ueta, K.8    Kimata, H.9    Nakayama, K.10    Tsuda-Tsukimoto, M.11
  • 10
    • 79951531973 scopus 로고    scopus 로고
    • Boehringer Ingelheim Pharmaceuticals,; NCT01164501
    • Boehringer Ingelheim Pharmaceuticals, www.clinicaltrials.gov, 2010; NCT01164501.
    • (2010)
  • 11
    • 79951541513 scopus 로고    scopus 로고
    • Lexicon Pharmaceuticals,; NCT00962065. 12
    • Lexicon Pharmaceuticals, www.clinicaltrials.gov, 2009; NCT00962065. 12.
    • (2009)
  • 12
    • 79951534155 scopus 로고    scopus 로고
    • Astellas Pharma Inc.,; NCT01135433
    • Astellas Pharma Inc., www.clinicaltrials.gov, 2010; NCT01135433.
    • (2010)
  • 14
    • 77649237649 scopus 로고    scopus 로고
    • Novel C-aryl glucoside SGLT2 inhibitors as potential antidiabetic agents: 1,3,4-thiadiazolylmethylphenyl glucoside congeners
    • Lee, J.; Lee, S.-H.; Seo, H. J.; Son, E.-J.; Lee, S. H.; Jung, M. E.; Lee, M.; Han, H.-K.; Kim, J.; Kang, J.; Lee, J. Novel C-aryl glucoside SGLT2 inhibitors as potential antidiabetic agents: 1,3,4-thiadiazolylmethylphenyl glucoside congeners Bioorg. Med. Chem. 2010, 18, 2178-2194
    • (2010) Bioorg. Med. Chem. , vol.18 , pp. 2178-2194
    • Lee, J.1    Lee, S.-H.2    Seo, H.J.3    Son, E.-J.4    Lee, S.H.5    Jung, M.E.6    Lee, M.7    Han, H.-K.8    Kim, J.9    Kang, J.10    Lee, J.11
  • 16
    • 77955468018 scopus 로고    scopus 로고
    • Synthesis of pyridazine and thiazole analogs as SGLT2 inhibitors
    • Kang, S. Y.; Song, K.-S.; Lee, J.; Lee, S.-H.; Lee, J. Synthesis of pyridazine and thiazole analogs as SGLT2 inhibitors Bioorg. Med. Chem. 2010, 18, 6069-6079
    • (2010) Bioorg. Med. Chem. , vol.18 , pp. 6069-6079
    • Kang, S.Y.1    Song, K.-S.2    Lee, J.3    Lee, S.-H.4    Lee, J.5
  • 17
    • 78149284310 scopus 로고    scopus 로고
    • Pyrimidinylmethylphenyl glucoside as novel C- aryl glucoside SGLT2 inhibitors
    • Lee, J.; Kim, J. Y.; Choi, J.; Lee, S.-H.; Kim, J.; Lee, J. Pyrimidinylmethylphenyl glucoside as novel C- aryl glucoside SGLT2 inhibitors Bioorg. Med. Chem. Lett. 2010, 20, 7046-7049
    • (2010) Bioorg. Med. Chem. Lett. , vol.20 , pp. 7046-7049
    • Lee, J.1    Kim, J.Y.2    Choi, J.3    Lee, S.-H.4    Kim, J.5    Lee, J.6
  • 18
    • 79951534328 scopus 로고    scopus 로고
    • For cloning and cell line construction for human SGLT2, The h SGLT2 sequence was cloned into pcDNA3.1(+) for mammalian expression and were stably transfected into chinese hamster ovary (CHO) cells.
    • For cloning and cell line construction for human SGLT2, The h SGLT2 sequence was cloned into pcDNA3.1(+) for mammalian expression and were stably transfected into chinese hamster ovary (CHO) cells.
  • 19
    • 79951546985 scopus 로고    scopus 로고
    • 50 was determined by nonlinear regression analysis using GraphPad PRISM. (20, 21)
    • 50 was determined by nonlinear regression analysis using GraphPad PRISM. (20, 21)
  • 21
    • 33845873376 scopus 로고    scopus 로고
    • Sergliflozin, a novel selective inhibitor of low-affinity sodium glucose cotransporter (SGLT2), validates the critical role of SGLT2 in renal glucose reabsorption and modulates plasma glucose level
    • DOI 10.1124/jpet.106.110296
    • Katsuno, K.; Fujimori, Y.; Takemura, Y.; Hiratochi, M.; Itoh, F.; Komatsu, Y.; Fujikura, H.; Isaji, M. Sergliflozin, a novel selective inhibitor of low-affinity sodium glucose cotransporter (SGLT2), validates the critical role of SGLT2 in renal glucose reabsorption and modulates plasma glucose level J. Pharmacol. Exp. Ther. 2007, 320, 323-330 (Pubitemid 46025747)
    • (2007) Journal of Pharmacology and Experimental Therapeutics , vol.320 , Issue.1 , pp. 323-330
    • Katsuno, K.1    Fujimori, Y.2    Takemura, Y.3    Hiratochi, M.4    Itoh, F.5    Komatsu, Y.6    Fujikura, H.7    Isaji, M.8
  • 22
    • 79951534664 scopus 로고    scopus 로고
    • Novel Compounds Having Inhibitory Activity Against Sodium-Dependent Transporter
    • Nomura, S.; Kawanishi, E.; Ueta, K. Novel Compounds Having Inhibitory Activity Against Sodium-Dependent Transporter. PCT Int. Appl. WO2005012326.
    • PCT Int. Appl. WO2005012326
    • Nomura, S.1    Kawanishi, E.2    Ueta, K.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.