Synthesis, antifungal activity and QSAR study of 2-arylhydroxynitroindoles

Galina V Kokurkina; Mikhail D Dutov; Svyatoslav A Shevelev; Sergey V Popkov; Alexey V Zakharov; Vladimir V Poroikov

doi:10.1016/j.ejmech.2011.07.008

Synthesis, antifungal activity and QSAR study of 2-arylhydroxynitroindoles

Eur J Med Chem. 2011 Sep;46(9):4374-82. doi: 10.1016/j.ejmech.2011.07.008. Epub 2011 Jul 19.

Authors

Galina V Kokurkina¹, Mikhail D Dutov, Svyatoslav A Shevelev, Sergey V Popkov, Alexey V Zakharov, Vladimir V Poroikov

Affiliation

¹ Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp, 119991 Moscow, Russian Federation.

PMID: 21802177
DOI: 10.1016/j.ejmech.2011.07.008

Abstract

A series of 2-arylhydroxynitroindoles were prepared and tested for antifungal activity in vitro. The preliminary bioassays indicated that some compounds are comparable to the commercial fungicide (triadimefon). To further explore the structure-activity relationships, the data set of the seventeen structures and their quantitative values of antifungal activities were used for QSAR modeling. Based on the obtained QSAR models four new chemical compounds were designed, synthesized and tested in fungicidal assays. Reasonable correspondence between the experimental and predicted values of antifungal activity was observed.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Antifungal Agents / chemical synthesis*
Antifungal Agents / chemistry
Antifungal Agents / pharmacology*
Indoles / chemical synthesis*
Indoles / chemistry
Indoles / pharmacology*
Magnetic Resonance Spectroscopy
Microbial Sensitivity Tests
Quantitative Structure-Activity Relationship

Substances

Antifungal Agents
Indoles