Literature DB >> 23535828

Recent developments in design and synthesis of bicyclic azasugars, carbasugars and related molecules as glycosidase inhibitors.

Rima Lahiri1, Alafia A Ansari, Yashwant D Vankar.   

Abstract

The importance of glycosidase inhibitors and especially the bicyclic molecules has led to design and assessment of many analogs of naturally occurring molecules. This review focuses on the synthesis and enzyme inhibitions of a few selected (synthetic or non-naturally occurring) molecules that have been reported in the last decade, which allow one to draw some connection between varying the structural features and their effect on glycosidase inhibitions. It is expected that further improvements based on these features could lead to improved inhibitors.

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Year:  2013        PMID: 23535828     DOI: 10.1039/c3cs35525j

Source DB:  PubMed          Journal:  Chem Soc Rev        ISSN: 0306-0012            Impact factor:   54.564


  12 in total

1.  Allylic Strain as a Stereocontrol Element in the Hydrogenation of 3-Hydroxymethyl-cyclohex-3-en-1,2,5-triol Derivatives. Synthesis of the Carbasugar Pseudo-2-deoxy-α-D-glucopyranose.

Authors:  Peng Wen; David Crich
Journal:  Tetrahedron       Date:  2018-04-30       Impact factor: 2.457

2.  Synthesis and Evaluation of Oligomeric Thioether-Linked Carbacyclic β-(1→3)-Glucan Mimetics.

Authors:  Peng Wen; Václav Větvička; David Crich
Journal:  J Org Chem       Date:  2019-04-15       Impact factor: 4.354

3.  Enantioselective synthesis of polyhydroxyindolizidinone and quinolizidinone derivatives from a common precursor.

Authors:  Nemai Saha; Shital K Chattopadhyay
Journal:  Beilstein J Org Chem       Date:  2014-12-22       Impact factor: 2.883

4.  Crystal structures of three bicyclic carbohydrate derivatives.

Authors:  Uwe Schilde; Alexandra Kelling; Sumaira Umbreen; Torsten Linker
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2016-11-29

5.  Concise and Stereodivergent Synthesis of Carbasugars Reveals Unexpected Structure-Activity Relationship (SAR) of SGLT2 Inhibition.

Authors:  Wai-Lung Ng; Ho-Chuen Li; Kit-Man Lau; Anthony K N Chan; Clara Bik-San Lau; Tony K M Shing
Journal:  Sci Rep       Date:  2017-07-17       Impact factor: 4.379

6.  Iminosugars Spiro-Linked with Morpholine-Fused 1,2,3-Triazole: Synthesis, Conformational Analysis, Glycosidase Inhibitory Activity, Antifungal Assay, and Docking Studies.

Authors:  Shrawan R Chavan; Kishor S Gavale; Ayesha Khan; Rakesh Joshi; Navanath Kumbhar; Debamitra Chakravarty; Dilip D Dhavale
Journal:  ACS Omega       Date:  2017-10-26

7.  Synthesis and Glycosidase Inhibition of Broussonetine M and Its Analogues.

Authors:  Qing-Kun Wu; Kyoko Kinami; Atsushi Kato; Yi-Xian Li; George W J Fleet; Chu-Yi Yu; Yue-Mei Jia
Journal:  Molecules       Date:  2019-10-15       Impact factor: 4.411

Review 8.  Current Synthetic Approaches to the Synthesis of Carbasugars from Non-Carbohydrate Sources.

Authors:  Alexandra Zorin; Lukas Klenk; Tonia Mack; Hans-Peter Deigner; Magnus S Schmidt
Journal:  Top Curr Chem (Cham)       Date:  2022-02-09

9.  New total synthesis and structure confirmation of putative (+)-hyacinthacine C3 and (+)-5-epi-hyacinthacine C3.

Authors:  Lívia Dikošová; Barbora Otočková; Tomáš Malatinský; Jana Doháňošová; Mária Kopáčová; Anna Ďurinová; Lucie Smutná; František Trejtnar; Róbert Fischer
Journal:  RSC Adv       Date:  2021-09-24       Impact factor: 4.036

Review 10.  Pyrrolizidine Alkaloids: Biosynthesis, Biological Activities and Occurrence in Crop Plants.

Authors:  Sebastian Schramm; Nikolai Köhler; Wilfried Rozhon
Journal:  Molecules       Date:  2019-01-30       Impact factor: 4.411

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