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Synthesis and Screening of Some Novel Thiazole, Bithiazole and Thiazolidin-4-One Compounds with Biological Activity

A special issue of Molecules (ISSN 1420-3049). This special issue belongs to the section "Organic Chemistry".

Deadline for manuscript submissions: closed (15 October 2023) | Viewed by 26075

Special Issue Editors


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Department of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Medicine and Pharmacy “Iuliu Hatieganu”, 400012 Cluj-Napoca, Romania
Interests: cancer therapy; anti-infective drugs; molecular mechanisms; drug synthesis; targeted therapies; bioactive heterocycle synthesis; docking and molecular modelling
Special Issues, Collections and Topics in MDPI journals

E-Mail Website
Guest Editor
Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Iuliu Hațieganu University of Medicine and Pharmacy, 41 Victor Babeș Street, 400012 Cluj Napoca, Romania
Interests: computational chemistry; drug discovery; medicinal chemistry
Special Issues, Collections and Topics in MDPI journals

E-Mail Website
Guest Editor
Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Iuliu Hațieganu University of Medicine and Pharmacy, 41 Victor Babeș Street, 400012 Cluj Napoca, Romania
Interests: medicinal chemistry; drug design; organic synthesis; heterocyclic compounds; biological activity; SAR; ADME; lipophilicity; PCA; K-means clustering; peptide chemistry
Special Issues, Collections and Topics in MDPI journals

Special Issue Information

Dear Colleagues,

It is a great pleasure and honor for us to invite you to contribute to the Special Issue entitled “Synthesis and Screening of Some Novel Thiazole, Bithiazole, and Thiazolidin-4-One Compounds with Biological Activity”.

Nitrogen- and sulfur-containing heterocycles represent a highly important class of compounds that are widespread in medicinal chemistry, receiving special attention in drug discovery.

Thiazole is one of the most important scaffolds in heterocyclic chemistry and drug design and discovery. It is widely found in diverse pharmacologically active substances and in some naturally-occurring compounds. Thiazole is a versatile building-block for lead generation and provides easy access to diverse derivatives for subsequent lead optimization. In recent years, many thiazole derivatives, including bithiazole, have been synthesized and subjected to varied biological activities, such as antibacterial, antifungal, anti-HIV, anti-inflammatory, antiparasitic, antitubercular, and antitumor activity. Some drugs that already are on the market (e.g., Dasatinib, Sulfathiazole, Bleomycin, Ritonavir, Meloxicam, etc.) possess a thiazole nucleus.

4-thiazolidinones also present a variety of chemical properties and biological activities, such as anticancer, antiviral, anticonvulsant, cardiovascular, antiinflammatory, analgesic, antidiabetic, antihyperlipidemic, antibacterial, antituberculosis, and antiparasitic, among others. Some 4-thiazolidinone derivatives, such as Etozoline (diuretic), are now on the pharmaceutical market.

Moreover, these scaffolds also have applications as fungicides, herbicides, agrochemicals, and antioxidants and play an important role in biochemical processes because they are key elements of some coenzymes.

Despite the extensive literature on N,S-heterocycles synthesis, there is great interest in the development of more innovative and efficient synthetic methodologies to obtain new chemical entities.

This Special Issue will accept original research papers and high-quality reviews in the fields of medicinal chemistry, organic chemistry, coordinating chemistry, biochemistry, and pharmacology. The topic of this Special Issue will be focused on drug design and development, new synthetic approaches, biosynthesis, isolation, and biological activity of new thiazole/bisthiazole and thiazolidin-4-one derivatives.

Prof. Dr. Brindusa Tiperciuc
Dr. Cristina Nastasa
Dr. Ioana Ionuț
Guest Editors

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Keywords

  • Thiazole
  • Thiazolidin-4-one
  • Drug discovery
  • Bioactive compound
  • Chemometry

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Published Papers (3 papers)

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Research

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17 pages, 1506 KiB  
Article
Novel 2,4-Disubstituted-1,3-Thiazole Derivatives: Synthesis, Anti-Candida Activity Evaluation and Interaction with Bovine Serum Albumine
by Andreea-Iulia Pricopie, Monica Focșan, Ioana Ionuț, Gabriel Marc, Laurian Vlase, Luiza-Ioana Găină, Dan C. Vodnar, Elemer Simon, Gabriel Barta, Adrian Pîrnău and Ovidiu Oniga
Molecules 2020, 25(5), 1079; https://doi.org/10.3390/molecules25051079 - 28 Feb 2020
Cited by 17 | Viewed by 3789
Abstract
Herein we report the synthesis of two novel series of 1,3-thiazole derivatives having a lipophilic C4-substituent on account of the increasing need for novel and versatile antifungal drugs for the treatment of resistant Candida sp.-based infections. Following their structural characterization, the anti- [...] Read more.
Herein we report the synthesis of two novel series of 1,3-thiazole derivatives having a lipophilic C4-substituent on account of the increasing need for novel and versatile antifungal drugs for the treatment of resistant Candida sp.-based infections. Following their structural characterization, the anti-Candida activity was evaluated in vitro while using the broth microdilution method. Three compounds exhibited lower Minimum Inhibitory Concentration (MIC) values when compared to fluconazole, being used as the reference antifungal drug. An in silico molecular docking study was subsequently carried out in order to gain more insight into the antifungal mechanism of action, while using lanosterol-C14α-demethylase as the target enzyme. Fluorescence microscopy was employed to further investigate the cellular target of the most promising molecule, with the obtained results confirming its damaging effect towards the fungal cell membrane integrity. Finally, the distribution and the pharmacological potential in vivo of the novel thiazole derivatives was investigated through the study of their binding interaction with bovine serum albumin, while using fluorescence spectroscopy. Full article
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Review

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26 pages, 7050 KiB  
Review
An Overview of the Synthesis and Antimicrobial, Antiprotozoal, and Antitumor Activity of Thiazole and Bisthiazole Derivatives
by Anca-Maria Borcea, Ioana Ionuț, Ovidiu Crișan and Ovidiu Oniga
Molecules 2021, 26(3), 624; https://doi.org/10.3390/molecules26030624 - 25 Jan 2021
Cited by 109 | Viewed by 10184
Abstract
Thiazole, a five-membered heteroaromatic ring, is an important scaffold of a large number of synthetic compounds. Its diverse pharmacological activity is reflected in many clinically approved thiazole-containing molecules, with an extensive range of biological activities, such as antibacterial, antifungal, antiviral, antihelmintic, antitumor, and [...] Read more.
Thiazole, a five-membered heteroaromatic ring, is an important scaffold of a large number of synthetic compounds. Its diverse pharmacological activity is reflected in many clinically approved thiazole-containing molecules, with an extensive range of biological activities, such as antibacterial, antifungal, antiviral, antihelmintic, antitumor, and anti-inflammatory effects. Due to its significance in the field of medicinal chemistry, numerous biologically active thiazole and bisthiazole derivatives have been reported in the scientific literature. The current review provides an overview of different methods for the synthesis of thiazole and bisthiazole derivatives and describes various compounds bearing a thiazole and bisthiazole moiety possessing antibacterial, antifungal, antiprotozoal, and antitumor activity, encouraging further research on the discovery of thiazole-containing drugs. Full article
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16 pages, 5942 KiB  
Review
Recent Advances in Synthesis of Benzothiazole Compounds Related to Green Chemistry
by Xiang Gao, Jiao Liu, Xin Zuo, Xinyue Feng and Ying Gao
Molecules 2020, 25(7), 1675; https://doi.org/10.3390/molecules25071675 - 5 Apr 2020
Cited by 81 | Viewed by 10979
Abstract
Benzothiazoles have played an important role in the field of biochemistry and medicinal chemistry due to their highly pharmaceutical and biological activity. The development of synthetic processes is undoubtedly one of the most significant problems facing researchers. In this review paper, we provided [...] Read more.
Benzothiazoles have played an important role in the field of biochemistry and medicinal chemistry due to their highly pharmaceutical and biological activity. The development of synthetic processes is undoubtedly one of the most significant problems facing researchers. In this review paper, we provided recent advances in the synthesis of benzothiazole compounds related to green chemistry from condensation of 2-aminobenzenethiol with aldehydes/ketones/acids/acyl chlorides and the cyclization of thioamide or carbon dioxide (CO2) as raw materials, and the future development trend and prospect of the synthesis of benzothiazoles were anticipated. Full article
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