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Synthesis, antimicrobial activity, and determination of the lipophilicity of ((cyclohex-3-enylmethylene)hydrazinyl)thiazole derivatives
- Source :
- Medicinal Chemistry Research. 28:2023-2036
- Publication Year :
- 2019
- Publisher :
- Springer Science and Business Media LLC, 2019.
-
Abstract
- Synthesis and investigation of antimicrobial activity of fifteen novel thiazoles containing cyclohexene moiety are presented. Among the derivatives, compounds 3a–3d, 3f, 3n, and 3o showed very strong activity against the reference Candida spp. strains with MIC = 0.015–3.91 µg/ml. The activity of these compounds is similar and even higher than the activity of nystatin used as positive control. Compounds 3d, 3f, 3n, 3o showed the highest activity with very strong effect towards most of yeasts isolated from clinical materials with MIC = 0.015–7.81 µg/ml. The cytotoxicity studies for the most active compounds showed that Candida spp. growth was inhibited at noncytotoxic concentrations for the mammalian L929 fibroblast. In addition, a good correlation was obtained between lipophilicity of compounds determined using reversed phase thin-layer chromatography and their antifungal activity.
- Subjects :
- genetic structures
010405 organic chemistry
Chemistry
Organic Chemistry
Cyclohexene
Antimicrobial
behavioral disciplines and activities
01 natural sciences
Thin-layer chromatography
0104 chemical sciences
010404 medicinal & biomolecular chemistry
chemistry.chemical_compound
Nystatin
nervous system
Lipophilicity
medicine
Organic chemistry
Moiety
General Pharmacology, Toxicology and Pharmaceutics
Cytotoxicity
Thiazole
psychological phenomena and processes
medicine.drug
Subjects
Details
- ISSN :
- 15548120 and 10542523
- Volume :
- 28
- Database :
- OpenAIRE
- Journal :
- Medicinal Chemistry Research
- Accession number :
- edsair.doi...........9b6d55a978d4188a04d8e4e453b2b862
- Full Text :
- https://doi.org/10.1007/s00044-019-02433-2