Abstract
We designed and synthesized polyhydroxylated pyrrolidines 1– 12 from l-tyrosine, l-phenylalanine, and d-tyrosine through iodine-mediated intramolecular cyclization followed by Woodward–Prevost reaction. The synthetic polyhydroxylated pyrrolidines were identified with structure-based inhibitory activity and selective inhibitory activity against α-rhamnosidase. (2 S,3 S,4 R)-deacetyl anisomycin 7 was the best inhibitor among the 12 polyhydroxylated pyrrolidines because it possesses the same stereoconfiguration at C1, C2, C3 as α- l-rhamnopyranoside. An investigation into the nature of the inhibition showed that the synthetic pyrrolidines are competitive inhibitors. They also did not have remarkable inhibitory activity against seven glycosidases (α-glucosidase, α-mannosidase, α-amylase, β-glucosidase, β-galactosidase, β-amylase, and invertase).
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Disclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.