In Silico Study of Microbiologically Active Benzoxazole Derivatives
Аутори
Spirtović-Halilović, SelmaSalihović, Mirsada
Osmanović, Amar
Veljović, Elma
Rahić, O.
Mahmutović, E.
Hadziabdi, J.
Novaković, Irena
Roca, S.
Trifunović, Snežana
Elezović, Alisa
Glamoclija, Una
Чланак у часопису (Објављена верзија)
Метаподаци
Приказ свих података о документуАпстракт
In the reaction of 3-aminothymoquinone and aromatic aldehydes, two benzoxazole derivatives viz. 2-(4-methoxyphenyl)-4-methyl-7-isopropyl-1,3-benzoxazol-5-ol (1) and 2-(4-trifluoromethyl)-4-methyl-7-isopropyl-1,3-benzoxazol-5-ol (2) were prepared and characterized by elemental analysis, infrared and 1H, and 13C-nuclear magnetic resonance spectroscopy and mass spectrometry. Their antimicrobial activity against Escherichia coli, Salmonella enterica, Proteus hauseri, Pseudomonas aeruginosa, Staphylococcus aureus, Sarcina lutea, Clostridium sporogenes and Bacillus subtilis was tested. Synthesized compounds show the best activity on Sarcina lutea, and the lowest against Proteus hauseri and Clostridium sporogenes. The paper assesses in silico methods of the possible ways selected derivatives bind to the enzyme deoxyribonucleic acid gyrase (1KZN). The docking results were compared with those obtained from in vitro antimicrobial activity. Molecular properties and absorption, distribution, metab...olism and excretion parameters were also calculated for compounds. The difference in the obtained values reflects differences in the derivatives structures. In the future, tests on a number of enzymes crucial for bacterial life as well as a number of derivatives may offer further information on the mechanisms of action of these substances.
Кључне речи:
Benzoxazoles / antimicrobial activity / docking / molecular propertiesИзвор:
Indian Journal of Pharmaceutical Sciences, 2023, 85, 3, 767-777Издавач:
- Indian Pharmaceutical Association - IPA
Институција/група
IHTMTY - JOUR AU - Spirtović-Halilović, Selma AU - Salihović, Mirsada AU - Osmanović, Amar AU - Veljović, Elma AU - Rahić, O. AU - Mahmutović, E. AU - Hadziabdi, J. AU - Novaković, Irena AU - Roca, S. AU - Trifunović, Snežana AU - Elezović, Alisa AU - Glamoclija, Una PY - 2023 UR - https://cer.ihtm.bg.ac.rs/handle/123456789/7043 AB - In the reaction of 3-aminothymoquinone and aromatic aldehydes, two benzoxazole derivatives viz. 2-(4-methoxyphenyl)-4-methyl-7-isopropyl-1,3-benzoxazol-5-ol (1) and 2-(4-trifluoromethyl)-4-methyl-7-isopropyl-1,3-benzoxazol-5-ol (2) were prepared and characterized by elemental analysis, infrared and 1H, and 13C-nuclear magnetic resonance spectroscopy and mass spectrometry. Their antimicrobial activity against Escherichia coli, Salmonella enterica, Proteus hauseri, Pseudomonas aeruginosa, Staphylococcus aureus, Sarcina lutea, Clostridium sporogenes and Bacillus subtilis was tested. Synthesized compounds show the best activity on Sarcina lutea, and the lowest against Proteus hauseri and Clostridium sporogenes. The paper assesses in silico methods of the possible ways selected derivatives bind to the enzyme deoxyribonucleic acid gyrase (1KZN). The docking results were compared with those obtained from in vitro antimicrobial activity. Molecular properties and absorption, distribution, metabolism and excretion parameters were also calculated for compounds. The difference in the obtained values reflects differences in the derivatives structures. In the future, tests on a number of enzymes crucial for bacterial life as well as a number of derivatives may offer further information on the mechanisms of action of these substances. PB - Indian Pharmaceutical Association - IPA T2 - Indian Journal of Pharmaceutical Sciences T1 - In Silico Study of Microbiologically Active Benzoxazole Derivatives VL - 85 IS - 3 SP - 767 EP - 777 DO - 10.36468/pharmaceutical-sciences.1143 ER -
@article{ author = "Spirtović-Halilović, Selma and Salihović, Mirsada and Osmanović, Amar and Veljović, Elma and Rahić, O. and Mahmutović, E. and Hadziabdi, J. and Novaković, Irena and Roca, S. and Trifunović, Snežana and Elezović, Alisa and Glamoclija, Una", year = "2023", abstract = "In the reaction of 3-aminothymoquinone and aromatic aldehydes, two benzoxazole derivatives viz. 2-(4-methoxyphenyl)-4-methyl-7-isopropyl-1,3-benzoxazol-5-ol (1) and 2-(4-trifluoromethyl)-4-methyl-7-isopropyl-1,3-benzoxazol-5-ol (2) were prepared and characterized by elemental analysis, infrared and 1H, and 13C-nuclear magnetic resonance spectroscopy and mass spectrometry. Their antimicrobial activity against Escherichia coli, Salmonella enterica, Proteus hauseri, Pseudomonas aeruginosa, Staphylococcus aureus, Sarcina lutea, Clostridium sporogenes and Bacillus subtilis was tested. Synthesized compounds show the best activity on Sarcina lutea, and the lowest against Proteus hauseri and Clostridium sporogenes. The paper assesses in silico methods of the possible ways selected derivatives bind to the enzyme deoxyribonucleic acid gyrase (1KZN). The docking results were compared with those obtained from in vitro antimicrobial activity. Molecular properties and absorption, distribution, metabolism and excretion parameters were also calculated for compounds. The difference in the obtained values reflects differences in the derivatives structures. In the future, tests on a number of enzymes crucial for bacterial life as well as a number of derivatives may offer further information on the mechanisms of action of these substances.", publisher = "Indian Pharmaceutical Association - IPA", journal = "Indian Journal of Pharmaceutical Sciences", title = "In Silico Study of Microbiologically Active Benzoxazole Derivatives", volume = "85", number = "3", pages = "767-777", doi = "10.36468/pharmaceutical-sciences.1143" }
Spirtović-Halilović, S., Salihović, M., Osmanović, A., Veljović, E., Rahić, O., Mahmutović, E., Hadziabdi, J., Novaković, I., Roca, S., Trifunović, S., Elezović, A.,& Glamoclija, U.. (2023). In Silico Study of Microbiologically Active Benzoxazole Derivatives. in Indian Journal of Pharmaceutical Sciences Indian Pharmaceutical Association - IPA., 85(3), 767-777. https://doi.org/10.36468/pharmaceutical-sciences.1143
Spirtović-Halilović S, Salihović M, Osmanović A, Veljović E, Rahić O, Mahmutović E, Hadziabdi J, Novaković I, Roca S, Trifunović S, Elezović A, Glamoclija U. In Silico Study of Microbiologically Active Benzoxazole Derivatives. in Indian Journal of Pharmaceutical Sciences. 2023;85(3):767-777. doi:10.36468/pharmaceutical-sciences.1143 .
Spirtović-Halilović, Selma, Salihović, Mirsada, Osmanović, Amar, Veljović, Elma, Rahić, O., Mahmutović, E., Hadziabdi, J., Novaković, Irena, Roca, S., Trifunović, Snežana, Elezović, Alisa, Glamoclija, Una, "In Silico Study of Microbiologically Active Benzoxazole Derivatives" in Indian Journal of Pharmaceutical Sciences, 85, no. 3 (2023):767-777, https://doi.org/10.36468/pharmaceutical-sciences.1143 . .