Natural and synthetic iminosugars as carbohydrate processing enzyme inhibitors for cancer therapy

TM Wrodnigg, AJ Steiner… - Anti-Cancer Agents in …, 2008 - ingentaconnect.com
Iminosugars, featuring a basic nitrogen at the hetero atom position in carbohydrate rings,
gain increasing interest in the search for novel approaches towards cancer drug …

Strategic approaches to the synthesis of pyrrolizidine and indolizidine alkaloids

NK Ratmanova, IA Andreev, AV Leontiev, D Momotova… - Tetrahedron, 2020 - Elsevier
The principal methods for the synthesis of pyrrolizidine and indolizidine alkaloids and their
unnatural analogs are described. Six main “strategic” approaches in regard to a key step …

Synthesis and biological activity of naturally occurring α-glucosidase inhibitors

DJ Wardrop, SL Waidyarachchi - Natural Product Reports, 2010 - pubs.rsc.org
Covering: 2005 to the end of 2009 In addition to their clinical importance in the treatment of
type II diabetes, α-glucosidase inhibitors have attracted considerable attention from the …

Simple indolizidine and quinolizidine alkaloids

JP Michael - The alkaloids: Chemistry and biology, 2016 - Elsevier
This review of simple indolizidine and quinolizidine alkaloids (ie, those in which the parent
bicyclic systems are in general not embedded in polycyclic arrays) is an update of the …

Ceric ammonium nitrate-catalyzed azidation of 1, 2-anhydro sugars: application in the synthesis of structurally diverse sugar-derived morpholine 1, 2, 3-triazoles and 1 …

YS Reddy, AP John Pal, P Gupta… - The Journal of …, 2011 - ACS Publications
Azidation of 1, 2-anhydro sugars with NaN3 in CH3CN by using a catalytic amount of ceric
ammonium nitrate has been accomplished in a regio-and stereoselective manner. Various …

Diastereoselective nitrenium ion-mediated cyclofunctionalization: total synthesis of (+)-castanospermine

EG Bowen, DJ Wardrop - Organic letters, 2010 - ACS Publications
The asymmetric total synthesis of the α-glucosidase inhibitor (+)-castanospermine is
reported. The central theme in our approach to this polyhydroxylated alkaloid is the …

Cyclisations and strategies for stereoselective synthesis of piperidine iminosugars

D Dhara, A Dhara, J Bennett… - The Chemical Record, 2021 - Wiley Online Library
This personal account focuses on synthesis of polyhydroxylated piperidines, a subset of
compounds within the iminosugar family. Cyclisations to form the piperidine ring include …

Synthesis of castanospermine

T Machan, AS Davis, B Liawruangrath, SG Pyne - Tetrahedron, 2008 - Elsevier
The diastereoselective synthesis of castanospermine is described in 11 synthetic steps from
l-xylose. The borono-Mannich reaction between l-xylose, allylamine, and (E)-styrene boronic …

Intramolecular 5-endo-Trig Aminomercuration of β-Hydroxy-γ-alkenylamines:  Efficient Route to a Pyrrolidine Ring and Its Application for the Synthesis of (+) …

NS Karanjule, SD Markad, VS Shinde… - The Journal of Organic …, 2006 - ACS Publications
The intramolecular aminomercuration reaction of sugar-derived β-hydroxy-γ-alkenylamines
8a− c undergoes 5-endo-trig cyclization in high yield. The sugar-substituted pyrrolidines …

A concise synthesis of castanospermine by the use of a transannular cyclization

T Jensen, M Mikkelsen, A Lauritsen… - The Journal of …, 2009 - ACS Publications
A nine-step synthesis of (+)-castanospermine has been accomplished in 22% overall yield
from methyl α-d-glucopyranoside. The key transformations involve a zinc-mediated …