Picolyl amides of betulinic acid as antitumor agents causing tumor cell apoptosis
Jazyk angličtina Země Francie Médium print-electronic
Typ dokumentu časopisecké články
PubMed
29316537
DOI
10.1016/j.ejmech.2017.12.096
PII: S0223-5234(17)31126-1
Knihovny.cz E-zdroje
- Klíčová slova
- Amide, Betulinic acid, Cytotoxicity, Picolyl amine, Therapeutic index,
- MeSH
- amidy chemická syntéza chemie farmakologie MeSH
- apoptóza účinky léků MeSH
- buněčné linie MeSH
- kyselina betulinová MeSH
- lidé MeSH
- molekulární struktura MeSH
- pentacyklické triterpeny MeSH
- proliferace buněk účinky léků MeSH
- protinádorové látky chemická syntéza chemie farmakologie MeSH
- screeningové testy protinádorových léčiv MeSH
- triterpeny chemická syntéza chemie farmakologie MeSH
- vztah mezi dávkou a účinkem léčiva MeSH
- vztahy mezi strukturou a aktivitou MeSH
- Check Tag
- lidé MeSH
- Publikační typ
- časopisecké články MeSH
- Názvy látek
- amidy MeSH
- kyselina betulinová MeSH
- pentacyklické triterpeny MeSH
- protinádorové látky MeSH
- triterpeny MeSH
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 IC50 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.
Citace poskytuje Crossref.org
Cytotoxicity and Nanoassembly Characteristics of Aromatic Amides of Oleanolic Acid and Ursolic Acid
Biocatalysis in the Chemistry of Lupane Triterpenoids
Synthesis and Pharmacological Effects of Diosgenin-Betulinic Acid Conjugates
