Synthesis and Quantitative Structure-activity Relationships Study for Arylpropenamide Derivatives as Inhibitors of Hepatitis B Virus Replication

Chem Biol Drug Des. 2016 Sep;88(3):451-9. doi: 10.1111/cbdd.12774. Epub 2016 Jun 6.

Abstract

A series of new arylpropenamide derivatives containing different aryl groups were synthesized, characterized, and evaluated for their anti-hepatitis B virus (HBV) activities. A new high accuracy QSAR model of arylpropenamide was constructed based on a more completely activities data and calculation parameter. The 2D-QSAR equations, by using DFT and multiple linear regression analysis methods, revealed that higher value of thermal energy (TE) and lower entropy (S(ө) ) increase the anti-HBV activities of the arylpropenamide molecules. Predictive 3D-QSAR models were established by SYBYL multifit molecular alignment rule. The optimum models were all statistically significant with cross-validated and conventional coefficients, indicating that they were reliable enough for activity prediction.

Keywords: 2D-QSAR; 3D-QSAR; SYBYL; arylpropenamide; hepatitis B virus.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkenes / chemistry*
  • Amides / chemistry
  • Antiviral Agents / chemistry
  • Antiviral Agents / pharmacology*
  • Hepatitis B virus / drug effects*
  • Hepatitis B virus / physiology
  • Humans
  • Structure-Activity Relationship
  • Virus Replication / drug effects*

Substances

  • Alkenes
  • Amides
  • Antiviral Agents
  • propylene