Next Article in Journal
A Focus on Abuse/Misuse and Withdrawal Issues with Selective Serotonin Reuptake Inhibitors (SSRIs): Analysis of Both the European EMA and the US FAERS Pharmacovigilance Databases
Previous Article in Journal
Functionalized Nitroimidazole Scaffold Construction and Their Pharmaceutical Applications: A 1950–2021 Comprehensive Overview
 
 
Search for Articles:
Title / Keyword
Author / Affiliation / Email
Journal
Article Type
 
 
Advanced Search
 
Section
Special Issue
Volume
Issue
Number
Page
 
Journals
Pharmaceuticals
Volume 15
Issue 5
10.3390/ph15050563
pharmaceuticals-logo
Submit to this Journal Review for this Journal Propose a Special Issue
► Article Menu

Article Menu

share Share announcement Help format_quote Cite question_answer Discuss in SciProfiles
first_page
settings
Order Article Reprints
Font Type:
Arial Georgia Verdana
Font Size:
Aa Aa Aa
Line Spacing:
Column Width:
Background:
Article

Antifungal Thiazolidines: Synthesis and Biological Evaluation of Mycosidine Congeners

by
Igor B. Levshin
1,
Alexander Y. Simonov
1,
Sergey N. Lavrenov
1,
Alexey A. Panov
1,*,
Natalia E. Grammatikova
1,
Alexander A. Alexandrov
2,
Eslam S. M. O. Ghazy
2,3,4,
Nikita A. Savin
5,
Peter V. Gorelkin
5,
Alexander S. Erofeev
5 and
Vladimir I. Polshakov
6
1
Gause Institute of New Antibiotics, 11 B. Pirogovskaya Street, 119021 Moscow, Russia
2
Bach Institute of Biochemistry, Federal Research Center of Biotechnology of the RAS, 119071 Moscow, Russia
3
Institute of Biochemical Technology and Nanotechnology, Peoples’ Friendship University of Russia (RUDN), 6 Miklukho-Maklaya Street, 117198 Moscow, Russia
4
Department of Microbiology, Faculty of Pharmacy, Tanta University, Tanta 31111, Egypt
5
Research Laboratory of Biophysics, National University of Science and Technology “MISiS”, 4 Leninsky Ave., 119049 Moscow, Russia
6
Faculty of Fundamental Medicine, Lomonosov Moscow State University, 27/1 Lomonosovsky Ave., 119991 Moscow, Russia
*
Author to whom correspondence should be addressed.
Pharmaceuticals 2022, 15(5), 563; https://doi.org/10.3390/ph15050563
Submission received: 1 April 2022 / Revised: 28 April 2022 / Accepted: 29 April 2022 / Published: 1 May 2022
(This article belongs to the Topic Compounds with Medicinal Value)
Browse Figures
Review Reports Versions Notes

Abstract

Novel derivatives of Mycosidine (3,5-substituted thiazolidine-2,4-diones) are synthesized by Knoevenagel condensation and reactions of thiazolidines with chloroformates or halo-acetic acid esters. Furthermore, 5-Arylidene-2,4-thiazolidinediones and their 2-thioxo analogs containing halogen and hydroxy groups or di(benzyloxy) substituents in 5-benzylidene moiety are tested for antifungal activity in vitro. Some of the synthesized compounds exhibit high antifungal activity, both fungistatic and fungicidal, and lead to morphological changes in the Candida yeast cell wall. Based on the use of limited proteomic screening and toxicity analysis in mutants, we show that Mycosidine activity is associated with glucose transport. This suggests that this first-in-class antifungal drug has a novel mechanism of action that deserves further study.
Keywords: thiazolidine-2,4-dione; antifungal activity; drug design; glucose transport; cell wall thiazolidine-2,4-dione; antifungal activity; drug design; glucose transport; cell wall
Graphical Abstract

Share and Cite

MDPI and ACS Style

Levshin, I.B.; Simonov, A.Y.; Lavrenov, S.N.; Panov, A.A.; Grammatikova, N.E.; Alexandrov, A.A.; Ghazy, E.S.M.O.; Savin, N.A.; Gorelkin, P.V.; Erofeev, A.S.; et al. Antifungal Thiazolidines: Synthesis and Biological Evaluation of Mycosidine Congeners. Pharmaceuticals 2022, 15, 563. https://doi.org/10.3390/ph15050563

AMA Style

Levshin IB, Simonov AY, Lavrenov SN, Panov AA, Grammatikova NE, Alexandrov AA, Ghazy ESMO, Savin NA, Gorelkin PV, Erofeev AS, et al. Antifungal Thiazolidines: Synthesis and Biological Evaluation of Mycosidine Congeners. Pharmaceuticals. 2022; 15(5):563. https://doi.org/10.3390/ph15050563

Chicago/Turabian Style

Levshin, Igor B., Alexander Y. Simonov, Sergey N. Lavrenov, Alexey A. Panov, Natalia E. Grammatikova, Alexander A. Alexandrov, Eslam S. M. O. Ghazy, Nikita A. Savin, Peter V. Gorelkin, Alexander S. Erofeev, and et al. 2022. "Antifungal Thiazolidines: Synthesis and Biological Evaluation of Mycosidine Congeners" Pharmaceuticals 15, no. 5: 563. https://doi.org/10.3390/ph15050563

APA Style

Levshin, I. B., Simonov, A. Y., Lavrenov, S. N., Panov, A. A., Grammatikova, N. E., Alexandrov, A. A., Ghazy, E. S. M. O., Savin, N. A., Gorelkin, P. V., Erofeev, A. S., & Polshakov, V. I. (2022). Antifungal Thiazolidines: Synthesis and Biological Evaluation of Mycosidine Congeners. Pharmaceuticals, 15(5), 563. https://doi.org/10.3390/ph15050563

Note that from the first issue of 2016, this journal uses article numbers instead of page numbers. See further details here.

Article Metrics

Back to TopTop