Development of constrained tamoxifen mimics and their antiproliferative properties against breast cancer cells

Sivakumar Archana, Ramasatyaveni Geesala, Narasimha B. Rao, Suresh Satpati, Giridhar Puroshottam, Akhila Panasa, Anshuman Dixit, Amitava Das, Ajay Kumar Srivastava

Research output: Contribution to journalArticlepeer-review

13 Scopus citations

Abstract

An efficient synthesis of a new series of tamoxifen mimics is described by employing iodine catalyzed ipsocyclization strategy followed by Suzuki coupling. A molecular docking studies of the synthesized compounds 11a-n and 12 in estrogen receptor (ER-α) showed that the scaffolds are fitting well in the groove, thereby suggesting them as promising antiproliferative agents for estrogen dependent breast cancer lines. All compounds were tested in vitro against breast cancer cell lines - ER positive, MCF-7; ER negative, MDA-MB-231; and control mammary epithelial cells, MEpiC. The biological results showed that most of the compounds are active against MCF-7 with IC50 values less than 6.5 μM which corroborate the results of molecular docking studies.

Original languageEnglish (US)
Pages (from-to)680-684
Number of pages5
JournalBioorganic and Medicinal Chemistry Letters
Volume25
Issue number3
DOIs
StatePublished - Feb 1 2015
Externally publishedYes

Keywords

  • Breast cancer
  • Ipsocyclization
  • Molecular docking
  • SERMs
  • Tamoxifen

ASJC Scopus subject areas

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

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