TY  - JOUR
T1  - SYNTHESIS, EVALUATION OF ANTIFUNGAL ACTIVITY AND DRUG-LIKENESS OF BENZOYL THIOUREA DERIVATIVES
TT  - BENZOİL TİYOÜRE TÜREVLERİNİN SENTEZİ, ANTİFUNGAL AKTİVİTESİNİN VE İLAÇ OLABİLİRLİĞİNİN DEĞERLENDİRİLMESİ
AU  - Erol Günal, Şule
AU  - Kaplan, Engin
PY  - 2025
DA  - June
Y2  - 2025
DO  - 10.55071/ticaretfbd.1588118
JF  - İstanbul Ticaret Üniversitesi Fen Bilimleri Dergisi
PB  - İstanbul Ticaret Üniversitesi
WT  - DergiPark
SN  - 1305-7820
SP  - 217
EP  - 228
VL  - 24
IS  - 47
LA  - en
AB  - Herein, we report the synthesis of a series of 2-bromobenzoyl-substituted thiourea derivatives. The structures of the synthesized thioureas were characterized by spectroscopic methods. These derivatives, together with 2-fluorobenzoyl thioureas synthesized previously, have been evaluated for their potential antifungal activity. Compounds 2d and 2f showed antifungal activity against Candida albicans. Compound 2f also demonstrated activity against C. parapsilosis. Drug-likeness properties of the compounds were also estimated, and it was found that all compounds showed good drug-likeness properties.
KW  - Benzoyl thioureas
KW  - antifungal activity
KW  - drug-likeness properties
KW  - in silico SwissADME
N2  - Bu çalışmada, bir dizi 2-bromobenzoil tiyoüre türevleri sentezlenmiştir.  Sentezlenen tiyoürelerin yapıları spektroskopik yöntemlerle tanımlanmıştır. Bu türevler, daha önce sentezlenen 2-florobenzoil tiyoürelerle birlikte, potansiyel antifungal aktiviteleri açısından değerlendirilmiştir. Bileşik 2d ve 2f, Candida albicans'a karşı antifungal aktivite göstermiştir. Bileşik 2f ayrıca C. parapsilosis'e karşı aktivite göstermiştir. Bileşiklerin ilaç olabilirlik özellikleri de tahmin edilmiş ve tüm bileşiklerin iyi ilaç olabilirlik özellikleri gösterdiği bulunmuştur.
CR  - Agili, F.A.  (2024). Biological Applications of Thiourea Derivatives: Detailed Review. Chemistry. 6(3), 435-468. https://doi.org/10.3390/chemistry6030025
CR  - Anna, B., Agnieszka, G., Ewa, A., Jolanta, O., Dagmara, K., Marta, S. (2023). In vitro antimycobacterial activity and interaction profiles of diaryl thiourea-copper (II) complexes with antitubercular drugs against Mycobacterium tuberculosis isolates. Tuberculosis. 143, 102412. https://doi.org/10.1016/j.tube.2023.102412
CR  - Calixto S.D., Simão T.L.B.V., Palmeira-Mello M.V., Viana G.M., Assumpção P.W.M.C., Rezende M.G., Santo C.C.E., Mussi V.O., Rodrigues C.R., Lasunskaia E., Souza A. M.  T., Cabral L.M., Muzitano M.F. (2022). Antimycobacterial and anti-inflammatory activities of thiourea derivatives focusing on treatment approaches for severe pulmonary tuberculosis. Bioorg. Med. Chem. 53, 116506. https://doi.org/10.1016/j.bmc.2021.116506
CR  - Canudo-Barreras, G., Ortego, L., Izaga, A., Marzo, I., Herrera, R. P., & Gimeno, M. C. (2021). Synthesis of New Thiourea-Metal Complexes with Promising Anticancer Properties. Molecules, 26(22), 6891. https://doi.org/10.3390/molecules26226891
CR  - Clinical and Laboratory Standards Institute (CLSI). 2008. Reference method for broth dilution antifungal susceptibility testing of yeasts; approved standard, 3rd ed; CLSI document M27-A3. Clinical and Laboratory Standards Institute, Wayne, PA.
CR  - Daina A, Michielin O, Zoete V. (2017). SwissADME: a free web tool to evaluate pharmacokinetics, drug-likeness and medicinal chemistry friendliness of small molecules. Sci Rep. 7, 42717. https://doi.org/10.1038/srep42717
CR  - Daina A., Zoete V. (2016).  A BOILED-Egg to predict gastrointestinal absorption and brain penetration of small molecules, ChemMedChem, 11, 1117–1121. https://doi.org/10.1002/cmdc.201600182
CR  - Dey S., Patel A., Haloi N., Srimayee S., Paul S., Barik G.K., Akhtar N., Shaw D., Hazarika G., Prusty B.M., Kumar, Santra M.K., Tajkhorshid E., Bhattacharjee S., Manna D. (2023). Quinoline Thiourea-Based Zinc Ionophores with Antibacterial Activity. J. Med. Chem. 66 (16), 11078-11093 https://doi.org/10.1021/acs.jmedchem.3c00368
CR  - Erol Günal, Ş. (2023). Synthesis Of 2-Fluorobenzoyl Thiourea Derivatives. İstanbul Ticaret Üniversitesi Fen Bilimleri Dergisi, 22(44), 417-424. https://doi.org/10.55071/ticaretfbd.1364818
CR  - Hroch L., Guest P., Benek O., Soukup O., Janockova J., Dolezal R., Kuca K., Aitken L., Smith T.K., Gunn-Moore F., Zala D., Ramsay R.R., Musilek K. (2017). Synthesis and evaluation of frentizole-based indolyl thiourea analogues as MAO/ABAD inhibitors for Alzheimer’s disease treatment. Bioorg. Med. Chem. 25(3), 1143-1152.  https://doi.org/10.1016/j.bmc.2016.12.029
CR  - Potts R.O., Guy R.H. (1992). Predicting skin permeability, Pharm. Res. 9, 663–669 https://doi.org/10.1023/a:1015810312465
CR  - Riccardo, R., Giada, M., Andrea, C., Antimo, G., Emidio, C. (2021). Recent advances in urea- and thiourea-containing compounds: Focus on innovative approaches in medicinal chemistry and organic synthesis. RSC Med. Chem.  12(7), 1046–1064. https://doi.org/10.1039/D1MD00058F
CR  - Seo, H., Kohlbrand, A.J., Stokes, R.W., Chung, J., Cohen, S.M. (2023). Masking thiol reactivity with thioamide, thiourea, and thiocarbamate-based MBPs. Chem. Commun. 59(16), 2283– 2286. https://doi.org/10.1039/D2CC06596G
CR  - Shivakumara, K.N., Sridhar, B.T. (2021). Review on role of urea and thiourea derivatives of some heterocyclic Scaffold in drug design and medicinal chemistry. Int. J. Chem. Res. Dev.  3(1), 20–25.   https://doi.org/10.33545/26646552.2021.v3.i1a.23
CR  - Shulgau Z., Palamarchuk I., Sergazy S., Urazbayeva A., Gulyayev A., Ramankulov Y., Kulakov.  I. (2024). Synthesis, Computational Study, and In Vitro α-Glucosidase Inhibitory Action of Thiourea Derivatives Based on 3-Aminopyridin-2(1H)-Ones. Molecules.  29(15), 3627. https://doi.org/10.3390/molecules29153627
CR  - Strzyga-Łach, P., Chrzanowska, A., Podsadni, K., Bielenica, A. (2021). Investigation of the Mechanisms of Cytotoxic Activity of 1,3-Disubstituted Thiourea Derivatives. Pharmaceuticals, 14, 1097. https://doi.org/10.3390/ph14111097
CR  - Yaqeen, M.A. Rafid, H.A. (2023). Synthesis, Anti-breast Cancer Activity, and Molecular Docking Studies of Thiourea Benzamide Derivatives and Their Complexes with Copper Ion. Trop. J. Nat. Prod. Res. 7(6), 3158–3167. http://www.doi.org/10.26538/tjnpr/v7i6.15
UR  - https://doi.org/10.55071/ticaretfbd.1588118
L1  - https://dergipark.org.tr/tr/download/article-file/4379144
ER  -