Synthetic α-(aminomethyl)-γ-butyrolactones and their anti-pancreatic cancer activities

P. Veeraraghavan Ramachandran, Daniel R. Nicponski, Hari N.G. Nair, Matthew A. Helppi, Pravin D. Gagare, C. Max Schmidt, Michele T. Yip-Schneider

Research output: Contribution to journalArticle

14 Scopus citations

Abstract

Aminated α-methylene-γ-butyrolactones, which are readily synthesized with facile control of the diastereoisomerism, provide an economical and commercially-viable alternative to the use of aminated natural products. These aminoloactones, which exhibit excellent activity against three pancreatic cancer cell lines when measured at 10 μM - Panc-1, MIA PaCa-2, and BxPC-3 - and are comparable to or better than parthenolide and dimethylaminoparthenolide (DMAPT, LC-1). It has also been shown that there is an effect on the biological activity depending on the identity of the amine.

Original languageEnglish (US)
Pages (from-to)6911-6914
Number of pages4
JournalBioorganic and Medicinal Chemistry Letters
Volume23
Issue number24
DOIs
StatePublished - Dec 15 2013

Keywords

  • α-Methylene-γ-butyrolactones
  • Amination
  • Michael addition
  • Pancreatic cancer
  • Parthenolide

ASJC Scopus subject areas

  • Pharmaceutical Science
  • Drug Discovery
  • Organic Chemistry
  • Molecular Medicine
  • Molecular Biology
  • Clinical Biochemistry
  • Biochemistry

Fingerprint Dive into the research topics of 'Synthetic α-(aminomethyl)-γ-butyrolactones and their anti-pancreatic cancer activities'. Together they form a unique fingerprint.

  • Cite this