866607-08-1Relevant academic research and scientific papers
C-Glucosides with heteroaryl thiophene as novel sodium-dependent glucose cotransporter 2 inhibitors
Koga, Yuichi,Sakamaki, Shigeki,Hongu, Mitsuya,Kawanishi, Eiji,Sakamoto, Toshiaki,Yamamoto, Yasuo,Kimata, Hirotaka,Nakayama, Keiko,Kuriyama, Chiaki,Matsushita, Yasuaki,Ueta, Kiichiro,Tsuda-Tsukimoto, Minoru,Nomura, Sumihiro
, p. 5561 - 5572 (2013/09/02)
Canagliflozin (1), a novel inhibitor for sodium-dependent glucose cotransporter 2 (SGLT2), has been developed for the treatment of type 2 diabetes. To investigate the effect of replacement of the phenyl ring in 1 with heteroaromatics, C-glucosides 2 were designed, synthesized, and evaluated for their inhibitory activities against SGLT2. Of these, 3-pyridyl, 2-pyrimidyl or 5-membered heteroaryl substituted derivatives showed highly potent inhibitory activity against SGLT2, while 5-pyrimidyl substitution was associated with slightly reduced activity. In particular, 2g (TA-3404) had remarkable anti-hyperglycemic effects in high-fat diet fed KK (HF-KK) mice.
