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. Schmidt, Michele Yip-Schneider

Research output: Contribution to journalArticle

12 Citations (Scopus)

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

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Bioactivity
Biological Products
Pancreatic Neoplasms
Amines
Cells
Cell Line
parthenolide

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

Cite this

Synthetic α-(aminomethyl)-γ-butyrolactones and their anti-pancreatic cancer activities. / Ramachandran, P. Veeraraghavan; Nicponski, Daniel R.; Nair, Hari N G; Helppi, Matthew A.; Gagare, Pravin D.; Schmidt, C.; Yip-Schneider, Michele.

In: Bioorganic and Medicinal Chemistry Letters, Vol. 23, No. 24, 15.12.2013, p. 6911-6914.

Research output: Contribution to journalArticle

Ramachandran, P. Veeraraghavan ; Nicponski, Daniel R. ; Nair, Hari N G ; Helppi, Matthew A. ; Gagare, Pravin D. ; Schmidt, C. ; Yip-Schneider, Michele. / Synthetic α-(aminomethyl)-γ-butyrolactones and their anti-pancreatic cancer activities. In: Bioorganic and Medicinal Chemistry Letters. 2013 ; Vol. 23, No. 24. pp. 6911-6914.
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