Synthesis, antimicrobial activity and molecular docking of novel tetracyclic scaffolds incorporating a flavonoid framework with medium sized oxygen heterocycles

  • Bioorg Med Chem Lett. 2015 Feb 15;25(4):898-903. doi: 10.1016/j.bmcl.2014.12.066.
Ashok Dongamanti  1 ,  Vikas Kumar Aamate  2 ,  Mohan Gandhi Devulapally  2 ,  Srinivas Gundu  2 ,  Meena Kumari Kotni  3 ,  Vijjulatha Manga  3 ,  Sridhar Balasubramanian  4 ,  Prasad Ernala  5
Affiliations
  • 1. Department of Chemistry, Osmania University, Hyderabad 500 007, India. Electronic address: [email protected].
  • 2. Department of Chemistry, Osmania University, Hyderabad 500 007, India.
  • 3. Molecular Modeling and Medicinal Chemistry Group, Department of Chemistry, University College of Science, Osmania University, Hyderabad 500 007, India.
  • 4. Laboratory of X-ray, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 007, India.
  • 5. Medicinal Chemistry and Pharmacology Division, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 007, India.
PMID: 25592711 DOI: 10.1016/j.bmcl.2014.12.066
Abstract

A convenient approach for the synthesis of novel tetracyclic scaffolds incorporating a flavonoid framework with medium sized heterocyclic rings (eight-, nine-, ten- and eleven-membered rings) containing two oxygen atoms from Flavonols through alkylation using different dibromoalkanes was described. The synthesized compounds were established based on the spectral data and X-ray crystal structure for 6c. The synthesized compounds were evaluated for their in vitro antimicrobial activity. Docking studies were carried out for most active two compounds 6f and 6i.

Keywords
Antimicrobial activity; Flavonoid framework; Medium sized rings; Molecular docking.
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