Number of the records: 1
Picolyl amides of betulinic acid as antitumor agents causing tumor cell apoptosis
- 1.
SYSNO ASEP 0488676 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Článek ve WOS Title Picolyl amides of betulinic acid as antitumor agents causing tumor cell apoptosis Author(s) Bildziukevich, Uladzimir (UEB-Q) RID, ORCID
Rárová, L. (CZ)
Šaman, David (UOCHB-X) RID, ORCID
Wimmer, Zdeněk (UEB-Q) RID, ORCIDNumber of authors 4 Source Title European Journal of Medicinal Chemistry. - : Elsevier - ISSN 0223-5234
Roč. 145, FEB 10 (2018), s. 41-50Number of pages 10 s. Language eng - English Country FR - France Keywords Amide ; Betulinic acid ; Cytotoxicity ; Picolyl amine ; Therapeutic index Subject RIV CC - Organic Chemistry OECD category Organic chemistry R&D Projects FV10599 GA MPO - Ministry of Industry and Trade (MPO) Institutional support UEB-Q - RVO:61389030 ; UOCHB-X - RVO:61388963 UT WOS 000425198200005 EID SCOPUS 85040090983 DOI 10.1016/j.ejmech.2017.12.096 Annotation A series of picolyl amides of betulinic acid (3a–3c and 6a–6c) was prepared and subjected to the cytotoxicity screening tests. Structure-activity relationships studies resulted in finding differences in biological activity in dependence on o-, m- and p-substitution of the pyridine ring in the target amides, when cytotoxicity data of 3a–3c and 6a–6c were obtained and compared. The amides 3b and 3a displayed cytotoxicity (given in the IC 50 values) in G-361 (0.5 ± 0.1 μM and 2.4 ± 0.0 μM, respectively), MCF7 (1.4 ± 0.1 μM and 2.2 ± 0.2 μM, respectively), HeLa (2.4 ± 0.4 μM and 2.3 ± 0.5 μM, respectively) and CEM (6.5 ± 1.5 μM and 6.9 ± 0.4 μM, respectively) tumor cell lines, and showed weak effect in the normal human fibroblasts (BJ). Selectivity against all tested cancer cells was determined and compared to normal cells with therapeutic index (TI) between 7 and 100 for compounds 3a and 3b. The therapeutic index (TI = 100) was calculated for human malignant melanoma cell line (G-361) versus normal human fibroblasts (BJ). The cytotoxicity of other target amides (3c and 6a–6c) revealed lower effects than 3a and 3b in the tested cancer cell lines. Workplace Institute of Experimental Botany Contact David Klier, knihovna@ueb.cas.cz, Tel.: 220 390 469 Year of Publishing 2019
Number of the records: 1