Literature DB >> 20888222

Tailored α-methylene-γ-butyrolactones and their effects on growth suppression in pancreatic carcinoma cells.

P Veeraraghavan Ramachandran1, Debarshi Pratihar, Hari Narayanan G Nair, Matthew Walters, Sadie Smith, Michele T Yip-Schneider, Huangbing Wu, C Max Schmidt.   

Abstract

A selected series of racemic α-methylene-γ-butyrolactones (AMGBL) were synthesized via allylboration and screened against three human pancreatic cancer cell lines (Panc-1, MIA PaCa-2, and BxPC-3). This systematic study established a discernible relationship between the substitution pattern of AMGBL and their anti-proliferative activity. β,γ-diaryl-AMGBLs, particularly those with a trans-relationship exhibited higher potency than parthenolide and LC-1 against all three cell lines.
Copyright © 2010 Elsevier Ltd. All rights reserved.

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Year:  2010        PMID: 20888222     DOI: 10.1016/j.bmcl.2010.09.022

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  5 in total

1.  Dimethylamino parthenolide enhances the inhibitory effects of gemcitabine in human pancreatic cancer cells.

Authors:  Bryan K Holcomb; Michele T Yip-Schneider; Joshua A Waters; Joal D Beane; Peter A Crooks; C Max Schmidt
Journal:  J Gastrointest Surg       Date:  2012-05-23       Impact factor: 3.452

2.  Face selective reduction of the exocyclic double bond in isatin derived spirocyclic lactones.

Authors:  Sandeep Rana; Amarnath Natarajan
Journal:  Org Biomol Chem       Date:  2012-11-19       Impact factor: 3.876

3.  Dimers of isatin derived α-methylene-γ-butyrolactone as potent anti-cancer agents.

Authors:  Sandeep Rana; Smit Kour; Smitha Kizhake; Hannah M King; Jayapal Reddy Mallareddy; Adam J Case; Tom Huxford; Amarnath Natarajan
Journal:  Bioorg Med Chem Lett       Date:  2022-04-01       Impact factor: 2.940

4.  Isatin Derived Spirocyclic Analogues with α-Methylene-γ-butyrolactone as Anticancer Agents: A Structure-Activity Relationship Study.

Authors:  Sandeep Rana; Elizabeth C Blowers; Calvin Tebbe; Jacob I Contreras; Prakash Radhakrishnan; Smitha Kizhake; Tian Zhou; Rajkumar N Rajule; Jamie L Arnst; Adnan R Munkarah; Ramandeep Rattan; Amarnath Natarajan
Journal:  J Med Chem       Date:  2016-04-26       Impact factor: 7.446

5.  Rhodium-catalyzed regioselective addition of the ortho C-H bond in aromatic amides to the C-C double bond in α,β-unsaturated γ-lactones and dihydrofurans.

Authors:  Kaname Shibata; Naoto Chatani
Journal:  Chem Sci       Date:  2015-09-25       Impact factor: 9.825

  5 in total

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