Design, syntheses, and SAR studies of carbocyclic analogues of sergliflozin as potent sodium-dependent glucose cotransporter 2 inhibitors

Tony Kung Ming Shing, Wai Lung Ng, Judy Y W Chan, Clara B S Lau

Research output: Contribution to journalArticle

13 Citations (Scopus)

Abstract

Combating diabetes: A small-molecule carbohydrate mimic, pseudo-sergliflozin, was synthesized effectively by a regio- and stereoselective allylic substitution reaction. It was found to be a potent and selective inhibitor of a transporter protein - sodium-dependent glucose cotransporter 2 (SGLT2) - which is responsible for glucose reabsorption in the human body. It could be a lead compound for further development into an antidiabetic agent.

Original languageEnglish
Pages (from-to)8401-8405
Number of pages5
JournalAngewandte Chemie - International Edition
Volume52
Issue number32
DOIs
Publication statusPublished - 2013 Aug 5
Externally publishedYes

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Glucose
Sodium
Lead compounds
Carbohydrates
Medical problems
Hypoglycemic Agents
Substitution reactions
Proteins
Molecules
sergliflozin

Keywords

  • allylation
  • antidiabetics
  • carbohydrate mimics
  • diastereoselectivity
  • SGLT2

ASJC Scopus subject areas

  • Chemistry(all)
  • Catalysis

Cite this

Design, syntheses, and SAR studies of carbocyclic analogues of sergliflozin as potent sodium-dependent glucose cotransporter 2 inhibitors. / Shing, Tony Kung Ming; Ng, Wai Lung; Chan, Judy Y W; Lau, Clara B S.

In: Angewandte Chemie - International Edition, Vol. 52, No. 32, 05.08.2013, p. 8401-8405.

Research output: Contribution to journalArticle

Shing, Tony Kung Ming ; Ng, Wai Lung ; Chan, Judy Y W ; Lau, Clara B S. / Design, syntheses, and SAR studies of carbocyclic analogues of sergliflozin as potent sodium-dependent glucose cotransporter 2 inhibitors. In: Angewandte Chemie - International Edition. 2013 ; Vol. 52, No. 32. pp. 8401-8405.
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