Synthesis of pyrrolidine 3,4-diol derivatives with anticancer activity on pancreatic tumor cells

Frederic Steimer, Ana T. Carmona, Antonio J. Moreno-Vargas, Irene Caffa, Michele Cea, Fabrizio Montecucco, Alessio Nencioni, Pierre Vogel, Inmaculada Robina

Research output: Contribution to journalArticlepeer-review

Abstract

Novel pyrrolidine 3,4-diol derivatives of the type (2R and 2S,3R,4S)-{[((1R)-1-methoxycarbonyl and hydroxylmethyl)-1-arylmethyl)amino]ethyl}-pyrrolidine-3,4-diol have been prepared and evaluated as α-mannosidase inhibitors and assayed for their anticancer activity in vitro. They all exhibit specific but moderate activity as inhibitors towards α-mannosidase from Jack beans. Compounds 7 and 8b bearing hydroxymethyl and trifluoromethylbiphenyl groups show the best antiproliferative effect in two pancreatic cancer cell lines.

Original languageEnglish
Pages (from-to)1445-1464
Number of pages20
JournalHeterocycles
Volume8
Issue number2
DOIs
Publication statusPublished - 2014

ASJC Scopus subject areas

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

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