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Lupane-type pentacyclic triterpenes in langmuir monolayers : a synchrotron radiation scattering study

Lupane-type pentacyclic triterpenes in langmuir ...

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dc.contributor.author Broniatowski, Marcin [SAP11018406] pl
dc.contributor.author Flasiński, Michał [SAP13036957] pl
dc.contributor.author Wydro, Paweł [SAP11018949] pl
dc.date.accessioned 2015-08-26T11:21:16Z
dc.date.available 2015-08-26T11:21:16Z
dc.date.issued 2012 pl
dc.identifier.issn 0743-7463 pl
dc.identifier.uri http://ruj.uj.edu.pl/xmlui/handle/item/15058
dc.language eng pl
dc.title Lupane-type pentacyclic triterpenes in langmuir monolayers : a synchrotron radiation scattering study pl
dc.type JournalArticle pl
dc.description.physical 5201-5210 pl
dc.abstract.en Lupane-type pentacyclic triterpenes (lupeol, betulin, and betulinic acid) are natural products isolated from various plant sources. The terpenes exhibit a vast spectrum of biological activity and are applied in therapies for different diseases, among which the anticancer, anti-HIV, antihypercholest eremic, and antiinflammatory are the most promising. These chemicals possess amphiphilic structure and were proved to interact strongly with biomembranes, which can be the key stage in their mechanism of action. In our studies, we applied Langmuir monolayers as versatile models of biomembranes. It turned out that the three investigated terpenes are capable of stable monolayer formation; however, these monolayers differ profoundly regarding their physicochemical character- istics. In our research, we applied the Langmuir technique (surface pressure − mean molecular area ( π − A) isotherm registration) coupled with Brewster angle microscopy (BAM), but the main focus was on the synchrotron radiation scattering method, grazing incidence X-ray diffraction (GIXD), which provides information on the amphiphilic molecule ordering in the angstro m scale. It was proved that all the investigated terpenes form crystalline phases in their monolayers. In the case of lupeol, only the closely packed upright phase was observed, whereas for betulin and betulinic acid, the phase situation was more complex. Betulinic acid molecules can be organized in an upright phase, which is crystalline, and in a tilted phase, which is amorphous. The betulin film is a conglomerate of an upright crystalline monolayer phase, tilted amorphous monolayer phase, and a crystalline tilted bilayer. In our paper, we discuss the factors leading to the formation of the observed phases and the implications of our results to the therapeutic applications of the native lupane- type triterpenes. pl
dc.description.volume 28 pl
dc.description.number 11 pl
dc.description.points 35 pl
dc.identifier.doi 10.1021/la300024f pl
dc.identifier.eissn 1520-5827 pl
dc.title.journal Langmuir pl
dc.language.container eng pl
dc.affiliation Wydział Chemii : Zakład Chemii Fizycznej i Elektrochemii pl
dc.affiliation Wydział Chemii : Zakład Chemii Środowiska pl
dc.subtype Article pl
dc.rights.original bez licencji pl
.pointsMNiSW [2012 A]: 35


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