Autor: Urban, M.; Sarek, J.; Hajduch, M.; Rehulka, J.; Dzubak, P.; Borkova, L.
Název práce v češtině: Triterpenoidní deriváty a jejich biologické aktivity
Název práce v angličtině: Triterpenoid derivatives and their biological activities
Klíčová slova v češtině: triterpeny, kyselina betulinová, biologické aktivity
Klíčová slova v angličtině:triterpenes, betulinic acid, biological activity
Abstrakt česky: Poster prezentuje nové triterpenoidní struktury z našeho pracoviště, jejich přípravu a biologické vlastnosti.
Abstrakt anglicky: Triterpenoids are a large group of natural compounds that are found in numerous living organisms, and are particularly prevalent in plants. They often have a variety of biological activities. Betulinic acid 1b, for example, has strong anti-HIV and anti-cancer activities.
Synthesis of various lupane and 18α-oleanane derivatives will be described including those with a heterocycle condensed to the skeleton, fluoroderivatives, and triterpenes substituted in the position 2. We extracted betulin 1a and betulinic acid 1b from birch and sycamore bark and then we prepared precursors 2 – 5; their condensation with ethylenediamine, hydrazine, hydroxylamine, or thiourea yielded a set of heterocycles2, 3 (e.g. 6-11); their fluorination gave a set of fluoroderivatives.4 Finally, a series of C-2 substituted triterpenes (e.g. 12-14) was obtained by nucleophilic substitution of bromoketone 5. The in vitro cytotoxicity of all compounds prepared in this study was screened on CCRF-CEM cell line, the most active derivatives were tested on a panel of seven cancer cell lines with/without MDR phenotype and non-tumor MRC-5 and BJ fibroblasts. Basic assumptions about structure-activity relationships and possible pharmacophores will be discussed.
Jazyk v originále: Anglický
Publikace abstraktu: Technical Program, Medi125
Forma prezentace: Poster
Název konference: ACS National Meeting, Chemistry of Natural Resources
Místo konání: Denver (Colorado, USA)
Datum konání: March 19-26
Rok konání: 2015
Způsob financování: European Social Fund (project CZ.1.07/2.2.00/28.0184, 2012-2015 – Biotrend), the infrastructural part (IMTM) was paid from the Operational Program Research and Development for Innovations (project CZ.1.05/2.1.00/01.0030) and NPUII project LO1304.