TY - JOUR
T1 - The synthesis and glycosidase inhibitory activity of analogues of tiruchanduramine
AU - Ashworth, Zackary J.R.
AU - Bartholomew, Barbara
AU - Evans, Daniel M.
AU - Forde-Thomas, Josephine
AU - Hoffmann, Karl F.
AU - Murdoch, Reece
AU - Nash, Robert J.
AU - Sharp, Hazel
AU - Whiteland, Helen
AU - Murphy, Patrick J.
PY - 2020/3/19
Y1 - 2020/3/19
N2 - Five analogues (7a-e) of the metabolite tiruchanduramine 1 were prepared. Compounds 7d and 7e were specific inhibitors of yeast α-glucosidase, whilst 7e specifically inhibited Bacillus α-glucosidase. Compounds 7b and 7c were the best inhibitors of β-glucosidase. All 5 compounds inhibited β-galactosidase, but once again 7e was the best inhibitor. It was apparent that different chain lengths in the compounds 7a-e affect the degree of inhibition. Some of the synthetic analogues show significantly improved inhibition of α-glucosidases when compared to tiruchanduramine 1 and also improved specificity.
AB - Five analogues (7a-e) of the metabolite tiruchanduramine 1 were prepared. Compounds 7d and 7e were specific inhibitors of yeast α-glucosidase, whilst 7e specifically inhibited Bacillus α-glucosidase. Compounds 7b and 7c were the best inhibitors of β-glucosidase. All 5 compounds inhibited β-galactosidase, but once again 7e was the best inhibitor. It was apparent that different chain lengths in the compounds 7a-e affect the degree of inhibition. Some of the synthetic analogues show significantly improved inhibition of α-glucosidases when compared to tiruchanduramine 1 and also improved specificity.
UR - http://www.scopus.com/inward/record.url?scp=85085469306&partnerID=8YFLogxK
U2 - 10.3987/COM-20-14236
DO - 10.3987/COM-20-14236
M3 - Article
AN - SCOPUS:85085469306
SN - 0385-5414
VL - 100
SP - 609
EP - 621
JO - Heterocycles
JF - Heterocycles
IS - 4
ER -