Antiproliferative and antibacterial activity of some glutarimide derivatives
Апстракт
Antiproliferative and antibacterial activities of nine glutarimide derivatives (1-9) were reported. Cytotoxicity of compounds was tested toward three human cancer cell lines, HeLa, K562 and MDA-MB-453 by MTT assay. Compound 7 (2-benzyl-2-azaspiro[5.11] heptadecane-1,3,7-trione), containing 12-membered ketone ring, was found to be the most potent toward all tested cell lines (IC50 = 9-27 mu M). Preliminary screening of antibacterial activity by a disk diffusion method showed that Gram-positive bacteria were more susceptible to the tested compounds than Gram-negative bacteria. Minimum inhibitory concentration (MIC) determined by a broth microdilution method confirmed that compounds 1, 2, 4, 6-8 and 9 inhibited the growth of all tested Gram-positive and some of the Gram-negative bacteria. The best antibacterial potential was achieved with compound 9 (ethyl 4-(1-benzyl-2,6-dioxopiperidin-3-yl) butanoate) against Bacillus cereus (MIC 0.625 mg/mL; 1.97 x 10(-3) mol/L). Distinction between mo...re and less active/inactive compounds was assessed from the pharmacophoric patterns obtained by molecular interaction fields.
Кључне речи:
Antitumor agents / heterocycles / structure-activity analysisИзвор:
Journal of Enzyme Inhibition and Medicinal Chemistry, 2016, 31, 6, 915-923Издавач:
- Taylor & Francis Ltd, Abingdon
Финансирање / пројекти:
- Проучавање односа структуре и активности новосинтетисаних биолошки активних супстанци (RS-MESTD-Basic Research (BR or ON)-172032)
- Модификатори биолошког одговора у физиолошким и патолошким стањима (RS-MESTD-Basic Research (BR or ON)-175011)
DOI: 10.3109/14756366.2015.1070844
ISSN: 1475-6366
PubMed: 26247353
WoS: 000385270300008
Scopus: 2-s2.0-84939214288
Институција/група
Poljoprivredni fakultetTY - JOUR AU - Popović-Djordjević, Jelena AU - Klaus, Anita AU - Zizak, Zeljko S. AU - Matić, Ivana Z. AU - Drakulić, Branko J. PY - 2016 UR - http://aspace.agrif.bg.ac.rs/handle/123456789/4155 AB - Antiproliferative and antibacterial activities of nine glutarimide derivatives (1-9) were reported. Cytotoxicity of compounds was tested toward three human cancer cell lines, HeLa, K562 and MDA-MB-453 by MTT assay. Compound 7 (2-benzyl-2-azaspiro[5.11] heptadecane-1,3,7-trione), containing 12-membered ketone ring, was found to be the most potent toward all tested cell lines (IC50 = 9-27 mu M). Preliminary screening of antibacterial activity by a disk diffusion method showed that Gram-positive bacteria were more susceptible to the tested compounds than Gram-negative bacteria. Minimum inhibitory concentration (MIC) determined by a broth microdilution method confirmed that compounds 1, 2, 4, 6-8 and 9 inhibited the growth of all tested Gram-positive and some of the Gram-negative bacteria. The best antibacterial potential was achieved with compound 9 (ethyl 4-(1-benzyl-2,6-dioxopiperidin-3-yl) butanoate) against Bacillus cereus (MIC 0.625 mg/mL; 1.97 x 10(-3) mol/L). Distinction between more and less active/inactive compounds was assessed from the pharmacophoric patterns obtained by molecular interaction fields. PB - Taylor & Francis Ltd, Abingdon T2 - Journal of Enzyme Inhibition and Medicinal Chemistry T1 - Antiproliferative and antibacterial activity of some glutarimide derivatives EP - 923 IS - 6 SP - 915 VL - 31 DO - 10.3109/14756366.2015.1070844 ER -
@article{ author = "Popović-Djordjević, Jelena and Klaus, Anita and Zizak, Zeljko S. and Matić, Ivana Z. and Drakulić, Branko J.", year = "2016", abstract = "Antiproliferative and antibacterial activities of nine glutarimide derivatives (1-9) were reported. Cytotoxicity of compounds was tested toward three human cancer cell lines, HeLa, K562 and MDA-MB-453 by MTT assay. Compound 7 (2-benzyl-2-azaspiro[5.11] heptadecane-1,3,7-trione), containing 12-membered ketone ring, was found to be the most potent toward all tested cell lines (IC50 = 9-27 mu M). Preliminary screening of antibacterial activity by a disk diffusion method showed that Gram-positive bacteria were more susceptible to the tested compounds than Gram-negative bacteria. Minimum inhibitory concentration (MIC) determined by a broth microdilution method confirmed that compounds 1, 2, 4, 6-8 and 9 inhibited the growth of all tested Gram-positive and some of the Gram-negative bacteria. The best antibacterial potential was achieved with compound 9 (ethyl 4-(1-benzyl-2,6-dioxopiperidin-3-yl) butanoate) against Bacillus cereus (MIC 0.625 mg/mL; 1.97 x 10(-3) mol/L). Distinction between more and less active/inactive compounds was assessed from the pharmacophoric patterns obtained by molecular interaction fields.", publisher = "Taylor & Francis Ltd, Abingdon", journal = "Journal of Enzyme Inhibition and Medicinal Chemistry", title = "Antiproliferative and antibacterial activity of some glutarimide derivatives", pages = "923-915", number = "6", volume = "31", doi = "10.3109/14756366.2015.1070844" }
Popović-Djordjević, J., Klaus, A., Zizak, Z. S., Matić, I. Z.,& Drakulić, B. J.. (2016). Antiproliferative and antibacterial activity of some glutarimide derivatives. in Journal of Enzyme Inhibition and Medicinal Chemistry Taylor & Francis Ltd, Abingdon., 31(6), 915-923. https://doi.org/10.3109/14756366.2015.1070844
Popović-Djordjević J, Klaus A, Zizak ZS, Matić IZ, Drakulić BJ. Antiproliferative and antibacterial activity of some glutarimide derivatives. in Journal of Enzyme Inhibition and Medicinal Chemistry. 2016;31(6):915-923. doi:10.3109/14756366.2015.1070844 .
Popović-Djordjević, Jelena, Klaus, Anita, Zizak, Zeljko S., Matić, Ivana Z., Drakulić, Branko J., "Antiproliferative and antibacterial activity of some glutarimide derivatives" in Journal of Enzyme Inhibition and Medicinal Chemistry, 31, no. 6 (2016):915-923, https://doi.org/10.3109/14756366.2015.1070844 . .