Autor: Sarek, J.; Klinot, J.; Dzubak, P.; Klinotova, E.; Noskova, V.; Krecek, V.; Korinkova, G.; Thomson, J. O.; Janostakova, A.; Wang, S.; Parsons, S.; Fischer, P. M.; Zhelev, N. Z.; Hajduch, M.
Název práce v češtině: Nové lupanové deriváty s pro-apoptotickou aktivitou vůči nádorovým buňkám – korelace struktury a aktivity.
Název práce v angličtině: New Lupane Derived Compounds with Pro-Apoptotic Activity in Cancer Cells: Synthesis and Structure-Activity Relationships
Studentská publikace: ne

Klíčová slova v angličtině: IMMUNODEFICIENCY-VIRUS TYPE-1; BETULINIC ACID-DERIVATIVES; HUMAN-MELANOMA; TRITERPENES; OXIDATION; INHIBITORS; ACTIVATION; DIACETATE; AGENTS

Abstrakt anglicky: Cellular screening of various synthetic triterpenoid compounds formally derived from lupane has identified a number of analogues as potential anticancer drug candidates. Here we describe the synthesis and structure-activity relationships of betulin and betulinic acid derivatives containing an E-ring modified with different oxygen functions. Thus compounds containing the lup-18-en-21-one, lup-18-ene-21,22-dione, 18,19-secolupane, and the highly oxygenated 18,19-secolupane systems, as well as des-E-lupane derivatives, were prepared from the readily available natural pentacyclic triterpene betulin using oxidative procedures. These compounds were named betulinines. We demonstrate that only selected compounds, particularly those containing a lupane E-ring-derived unsaturated ketone or diketone function, possessed in vitro cytotoxic activity against tumor cell lines, suggesting a structure-activity relationship.
Jazyk v originále: angličtina
Název časopisu: J. Med. Chem.
Rok: 2003
Svazek (ročník): 46

Strana od-do: 5402-5415

Q1: ne