Antimicrobial and anti-biofilm activity of thiourea derivatives incorporating a 2-aminothiazole scaffold

Chemical & Pharmaceutical Bulletin
Joanna StefańskaGiuseppina Sanna

Abstract

A series of new thiourea derivatives of 1,3-thiazole have been synthesized. All obtained compounds were tested in vitro against a number of microorganisms, including Gram-positive cocci, Gram-negative rods and Candida albicans. Compounds were also tested for their in vitro tuberculostatic activity against the Mycobacterium tuberculosis H37Rv strain, as well as two 'wild' strains isolated from tuberculosis patients. Compounds 3 and 9 showed significant inhibition against Gram-positive cocci (standard strains and hospital strain). The range of MIC values is 2-32 µg/mL. Products 3 and 9 effectively inhibited the biofilm formation of both methicillin-resistant and standard strains of S. epidermidis. The halogen atom, especially at the 3rd position of the phenyl group, is significantly important for this antimicrobial activity. Moreover, all obtained compounds resulted in cytotoxicity and antiviral activity on a large set of DNA and RNA viruses, including Human Immunodeficiency Virus type 1 (HIV-1) and other several important human pathogens. Compound 4 showed activity against HIV-1 and Coxsackievirus type B5. Seven compounds resulted in cytotoxicity against MT-4 cells (CC50<10 µM).

References

Aug 1, 1988·Journal of Virological Methods·R PauwelsE De Clercq
Jul 1, 1988·Antimicrobial Agents and Chemotherapy·R PauwelsE De Clercq
Aug 1, 1967·Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan·S Akihama, M Okude
May 1, 1999·Antimicrobial Agents and Chemotherapy·B PhetsuksiriP J Brennan
Dec 11, 1999·Nucleic Acids Research·M Kanehisa, S Goto
Dec 7, 2002·Bioorganic & Medicinal Chemistry Letters·Yufu SagaraNorikazu Ohtake
Dec 1, 1957·Proceedings of the Society for Experimental Biology and Medicine·A S YOUMANSI MILLMAN
Oct 16, 2003·The Journal of Biological Chemistry·Benjawan PhetsuksiriPatrick J Brennan
Jul 13, 2004·Bioorganic & Medicinal Chemistry·T K VenkatachalamFatih M Uckun
Oct 16, 2004·Bioorganic & Medicinal Chemistry Letters·Punit P SethEric E Swayze
Aug 1, 2006·Bioorganic & Medicinal Chemistry Letters·Veemal BhowruthGurdyal S Besra
Oct 13, 2007·Nature Reviews. Drug Discovery·Charles Flexner
Dec 25, 2007·Acta Crystallographica. Section A, Foundations of Crystallography·George M Sheldrick
Nov 11, 2008·Bioorganic & Medicinal Chemistry·Roger HunterKaren S Anderson
Mar 28, 2009·European Journal of Medicinal Chemistry·Sevgi KarakuşOmer Faruk Bayrak
Sep 24, 2010·Future Microbiology·Christopher C KemballJ Lindsay Whitton
Aug 14, 2012·European Journal of Medicinal Chemistry·Joanna StefanskaMarta Struga
Nov 3, 2012·Bioorganic & Medicinal Chemistry Letters·Sivakumar AnnaduraiMagid Abou-Gharbia

❮ Previous
Next ❯

Citations

Jan 16, 2016·European Journal of Medicinal Chemistry·Debasis DasMoumita Bairagi
Mar 9, 2017·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Daniel SzulczykMarta Struga
Apr 24, 2017·Chemical Biology & Drug Design·Anna BielenicaGabriele Giliberti
Jun 24, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Daniel SzulczykMarta Struga
May 13, 2018·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Aamer SaeedYanina Lamberti
Nov 23, 2019·European Journal of Medicinal Chemistry·Daniel SzulczykMarta Struga
Dec 31, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Anna CarbonePatrizia Diana
Apr 4, 2021·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Mohamed Farouk ElsadekMohamed Fawzi Farahat

❮ Previous
Next ❯

Related Concepts

Related Feeds

Biofilm & Infectious Disease

Biofilm formation is a key virulence factor for a wide range of microorganisms that cause chronic infections.Here is the latest research on biofilm and infectious diseases.

Antivirals (ASM)

Antivirals are medications that are used specifically for treating viral infections. Discover the latest research on antivirals here.

Candidiasis (ASM)

Candidiasis is a common fungal infection caused by Candida and it can affect many parts for the body including mucosal membranes as well as the gastrointestinal, urinary, and respiratory tracts. Here is the latest research.

Candida albicans

Candida albicans is an opportunistic, fungal pathogen of humans that frequently causes superficial infections of oral and vaginal mucosal surfaces of debilitated and susceptible individuals. Discover the latest research on Candida albicans here.

Antivirals

Antivirals are medications that are used specifically for treating viral infections. Discover the latest research on antivirals here.

Biofilms

Biofilms are adherent bacterial communities embedded in a polymer matrix and can cause persistent human infections that are highly resistant to antibiotics. Discover the latest research on Biofilms here.

Candidiasis

Candidiasis is a common fungal infection caused by Candida and it can affect many parts for the body including mucosal membranes as well as the gastrointestinal, urinary, and respiratory tracts. Here is the latest research.