Design, synthesis, and biological evaluation of steroidal analogs as estrogenic/anti-estrogenic agents

Abdulrhman Alsayari, Lucas Kopel, Mahmoud Salama Ahmed, Adam Pay, Taylor Carlson, Fathi T. Halaweish

Research output: Contribution to journalArticle

12 Scopus citations

Abstract

Series of estrone based analogs were synthetically investigated at positions C-9, C-11, C-16, and C-17 positions, to be biologically evaluated via assessment of cell proliferation, cytotoxicity, and estrogenic/anti-estrogenic activity. LA-7 and LA-10 revealed their potential to exhibit inhibitory estrogenic profile. This was further validated by Estrogen Receptor-α (ER-α) and Estrogen Receptor-β (ER-β) competitive binding assays to reveal the high selective affinity of LA-7 towards ER-α at 5.49 μM, while LA-10 did not show any binding affinity towards neither ER-α nor ER-β; suggesting another mechanism for inhibition. This was validated by in silico molecular docking simulations of LA-7 to reveal the optimum binding affinity of LA-7 towards ER-α.

Original languageEnglish (US)
Pages (from-to)32-40
Number of pages9
JournalSteroids
Volume118
DOIs
StatePublished - Jan 1 2017
Externally publishedYes

Keywords

  • Breast cancer
  • Breast cancer (MCF-7) cell lines
  • Estrogenic/anti-estrogenic activity
  • Estrone

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Biology
  • Endocrinology
  • Pharmacology
  • Clinical Biochemistry
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Design, synthesis, and biological evaluation of steroidal analogs as estrogenic/anti-estrogenic agents'. Together they form a unique fingerprint.

  • Cite this