Journal ArticleDOI
The stereoselective syntheses of 1-aryl-1,6-dideoxyinositol derivatives
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TLDR
In this paper, the first report of a highly stereoselective synthesis of triethereal cyclohexanones via copper(I) mediated 1,4-addition of organometallic reagents to glucose-derived trietheal cycloenone was presented.About:
This article is published in Tetrahedron Letters.The article was published on 2011-10-19. It has received 1 citations till now. The article focuses on the topics: Cyclohexenone & Pyranose.read more
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Book ChapterDOI
Recent developments in the synthesis of biologically relevant inositol derivatives
TL;DR: Chemical synthesis of naturally occurring inositol derivatives and their synthetic analogs provide molecular tools to unravel the cellular processes related to the myo-inositol cycle and could lead to novel drug development.
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Journal ArticleDOI
A liCl-mediated Br/Mg exchange reaction for the preparation of functionalized aryl- and heteroarylmagnesium compounds from organic bromides
Arkady Krasovskiy,Paul Knochel +1 more
Journal ArticleDOI
Discovery of Dapagliflozin: A Potent, Selective Renal Sodium-Dependent Glucose Cotransporter 2 (SGLT2) Inhibitor for the Treatment of Type 2 Diabetes
Wei Meng,Bruce A. Ellsworth,Alexandra A. Nirschl,P.J. McCann,Manorama Patel,Ravindar N. Girotra,Gang Wu,Philip M. Sher,Eamonn P. Morrison,Scott A. Biller,Robert Zahler,Prashant P. Deshpande,Annie Pullockaran,Deborah Hagan,Nathan Morgan,Joseph R. Taylor,Mary T. Obermeier,William G. Humphreys,Ashish Khanna,Lorell Discenza,James G. Robertson,Aiying Wang,Songping Han,John R. Wetterau,Evan B. Janovitz,Oliver P. Flint,Jean M. Whaley,William N. Washburn +27 more
TL;DR: The C-aryl glucoside 6 (dapagliflozin) was identified as a potent and selective hSGLT2 inhibitor which reduced blood glucose levels in a dose-dependent manner by as much as 55% in hyperglycemic streptozotocin (STZ) rats.
Journal ArticleDOI
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
Sumihiro Nomura,Shigeki Sakamaki,Mitsuya Hongu,Eiji Kawanishi,Yuichi Koga,Toshiaki Sakamoto,Yasuo Yamamoto,Kiichiro Ueta,Hirotaka Kimata,Keiko Nakayama,Minoru Tsuda-Tsukimoto +10 more
TL;DR: A novel thiophene derivative 4b-3 (canagliflozin) was a highly potent and selective SGLT2 inhibitor and showed pronounced anti-hyperglycemic effects in high-fat diet fed KK (HF-KK) mice.
Journal ArticleDOI
T-1095, an inhibitor of renal Na+-glucose cotransporters, may provide a novel approach to treating diabetes.
A Oku,Kiichiro Ueta,Kazuhisa Arakawa,Takeshi Ishihara,Masao Nawano,Y Kuronuma,Masayasu Matsumoto,A Saito,Kenji Tsujihara,Motonobu Anai,Tomoichiro Asano,Yoshikatsu Kanai,Hitoshi Endou +12 more
TL;DR: With long-term T-1095 treatment, both blood glucose and HbA1c levels were reduced in STZ-induced diabetic rats and yellow KK mice, and there was amelioration of abnormal carbohydrate metabolism, i.e., hyperinsulinemia and hypertriglyceridemia, and of the development of microalbuminuria, in yellowKK mice.
Journal ArticleDOI
Selective Synthesis by Use of Lewis Acids in the Presence of Organocopper and Related Reagents. New Synthetic Methods (61)
TL;DR: In this paper, it was shown that the two species cannot coexist and undergo transmetalation reactions at low temperature, but they exhibit new and unique reactivities and selectivities: in conjugate additions, e.g., not only activation but also high regio-, stereo-, and chemo-selectivity as well as very high asymmetric induction.