Synthesis, antifungal evaluation, and molecular docking studies of steroidal thiazolopyrimidines

Arfeen Iqbal; Asna Khan; Saiema Ahmedi; Nikhat Manzoor; Tabassum Siddiqui

doi:10.1016/j.steroids.2023.109186

Synthesis, antifungal evaluation, and molecular docking studies of steroidal thiazolopyrimidines

Steroids. 2023 May:193:109186. doi: 10.1016/j.steroids.2023.109186. Epub 2023 Feb 2.

Authors

Arfeen Iqbal¹, Asna Khan¹, Saiema Ahmedi², Nikhat Manzoor², Tabassum Siddiqui³

Affiliations

¹ Department of Chemistry, Aligarh Muslim University, Aligarh 202 002, UP, India.
² Department of Biosciences, Jamia Millia Islamia, New Delhi 110025, India.
³ Department of Chemistry, Aligarh Muslim University, Aligarh 202 002, UP, India. Electronic address: tabassum07chemistry@gmail.com.

PMID: 36736803
DOI: 10.1016/j.steroids.2023.109186

Abstract

A series of steroidal thiazolopyrimidine derivatives were developed and evaluated for their antifungal properties against Candida species using steroid as the basic skeletonand a thiazolopyrimidine heterocycle as a pharmacophore in the D-ring. Dehydroepiandrosterone, aromatic aldehydes, and 2-aminothiazole were used in a one-pot multicomponent reaction with silica sulphuric acid to generate the target molecules. Additionally, molecular docking studies were conducted to determine how synthesized steroidal derivatives interacted with the amino acid residues of CYP51 ofCandida albicans.

Keywords: Antifungal; Candida albicans; Dehydroepiandrosterone; Molecular docking; Steroids.

Publication types

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

MeSH terms

Antifungal Agents* / chemistry
Candida
Candida albicans* / drug effects
Candida albicans* / metabolism
Candidiasis / drug therapy
Microbial Sensitivity Tests
Molecular Docking Simulation
Pyrimidines / chemistry
Pyrimidines / pharmacology
Steroids / chemistry
Structure-Activity Relationship
Thiazoles / chemistry
Thiazoles / pharmacology

Substances

Antifungal Agents
Steroids
Thiazoles
Pyrimidines