2. Academic Validation
  3. A novel piperazine linked β-amino alcohols bearing a benzosuberone scaffolds as anti-proliferative agents

A novel piperazine linked β-amino alcohols bearing a benzosuberone scaffolds as anti-proliferative agents

  • Bioorg Med Chem Lett. 2017 Feb 15;27(4):792-796. doi: 10.1016/j.bmcl.2017.01.031.
Sowmya Vanguru 1,  Lavanya Jilla 1,  Yasodakrishna Sajja 1,  Rajashaker Bantu 1,  Lingaiah Nagarapu 2,  Jagadeesh Babu Nanubolu 3,  Bala Bhaskar 4,  Nishant Jain 4,  Sreekanth Sivan 5,  Vijjulatha Manga 5
Affiliations

Affiliations

  • 1 Organic Chemistry Division II (CPC), CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad 500007, India.
  • 2 Organic Chemistry Division II (CPC), CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad 500007, India. Electronic address: lnagarapuiict@yahoo.com.
  • 3 Center for X-ray Crystallography, CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad 500007, India.
  • 4 Center for Chemical Biology, CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad 500007, India.
  • 5 Molecular Modeling and Medicinal Chemistry Group, Department of Chemistry, Osmania University, Tarnaka, Hyderabad 500007, India.
PMID: 28117204 DOI: 10.1016/j.bmcl.2017.01.031
Abstract

A new series of 1-((9-chloro-2,3-dimethyl-6,7-dihydro-5H-benzo[7]annulen-8-yl)methoxy)-3-(4-phenylpiperzin-1-yl) propan-2-ols (6a-k) have been designed, synthesized and their structures were established by spectroscopic data (FT-IR, 1H NMR, 13C NMR, HRMS) and further confirmed by X-ray analysis. The newly synthesized compounds 6a-k were evaluated for their in vitro anti-proliferative activity against four Cancer cell lines such as HeLa (cervical), MDA-MB-231 (breast), A549 (lung) and MIAPACA (pancreatic). Among the compounds tested, the compound 6e displayed most potent activity against four Cancer cell lines with GI50 values ranging from 0.010 to 0.097μM. The structure and anti-proliferative activity relationship was further supported by in silico molecular docking study of the active compounds against Colchicine binding site of β-tubulin.

Keywords

Anti-proliferative; Benzosuberone; Cell lines; Molecular modeling; Piperazine; β-Amino alcohol.

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