Electronic-topological study of the structure-activity relationships in a series of steroids with mineralocorticoid binding affinity

Kandemirli F., Tokay N., Shvets N., Dimoglo A.

ARZNEIMITTEL-FORSCHUNG-DRUG RESEARCH, vol.53, no.2, pp.133-138, 2003 (Journal Indexed in SCI) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 53 Issue: 2
  • Publication Date: 2003
  • Journal Name: ARZNEIMITTEL-FORSCHUNG-DRUG RESEARCH
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.133-138
  • Kocaeli University Affiliated: No

Abstract

Conformational analysis and quantum chemical calculations were carried out using molecular mechanics (MMP2) and semi-empirical quantum chemistry (CNDO/2) methods for 51 steroid homologues belonging to a series of 17-spirolactones. Matrices called Electronic-Topological Matrices of Conjunction (ETMCs) were formed using data obtained from quantum chemical calculations. A structural fragment of activity was identified in the series of steroids. As seen from the fragment's properties, active compounds are characterized by the presence of two atoms of oxygen, O-1 and O-3, which are situated at a distance of 13.5 Angstrom and possess high negative charges (-0.29 to -0.31 (e) over bar).