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Application of thin layer and column chromatography in monitoring the synthesis of α- tocopheryl-lysine ester
Primena metoda tankoslojne hromatografije i hromatografije na koloni u praćenju sinteze α-tokoferil-lizin estra
dc.creator | Gagić, Žarko | |
dc.creator | Ivković, Branka | |
dc.creator | Nikolić, Katarina | |
dc.creator | Agbaba, Danica | |
dc.date.accessioned | 2019-09-02T11:43:40Z | |
dc.date.available | 2019-09-02T11:43:40Z | |
dc.date.issued | 2014 | |
dc.identifier.issn | 0004-1963 | |
dc.identifier.uri | https://farfar.pharmacy.bg.ac.rs/handle/123456789/2278 | |
dc.description.abstract | Vitamin E comprises of two families of compounds, tocopherols and tocotrienols. It is well known for its antioxidant activity, but recently special attention is paid to the use of vitamin E and its derivatives in the prevention and the treatment of cancer. Various derivatives of vitamin E are synthesized, which exhibit antiproliferative activity. It has been shown that the α-tocopherol ester with the amino acid lysine exhibits improved antiproliferative activity on MCF-7 breast cancer cell line as compared to commercially available preparations. The first stage was the synthesis of α-tocopherol ester with di-Cbz-lysine. Synthesis of ester was monitored by thin layer chromatography (mobile phase: n-hexane-ethyl acetate 3: 1,2 v/v) and the purification of product was done by dry flash column chromatography and by preparative plate chromatography (mobile phase: n-hexane-ethyl acetate 3: 1,2 v/v). In the second stage, Cbz protecting groups were removed by catalytic hydrogenation. The final product α- tocopheryl-lysine ester was detected by TLC (mobile phase: dichloromethane-methanolammonia 9 : 0,9 : 0,1 v/v). | en |
dc.description.abstract | Vitamin E sačinjavaju dve klase jedinjenja, tokoferoli i tokotrienoli. Dobro je poznata njegova antioksidativna aktivnost, a danas se posebna pažnja obraća na upotrebu vitamina E i njegovih derivata u prevenciji i terapiji kancera. Sintetisani su brojni derivati vitamina E koji ispoljavaju antiproliferativnu aktivnost. Pokazano je da estar α-tokoferola sa aminokiselinom lizinom ispoljava bolju antiproliferativnu aktivnost na MCF-7 ćelijskoj liniji karcinoma dojke u odnosu na komercijalno dostupne preparate. U prvoj fazi sintetisan je estar α-tokoferola sa di- Cbz-lizinom. Tok sinteze estra praćen je metodom tankoslojne hromatografije (mobilna faza: nheksan/ etilacetat 3: 1,2 v/v), dok je prečišćavanje proizvoda izvršeno dry flash hromatografijom i preparativnom hromatografijom na ploči (mobilna faza: n-heksan -etil acetat 3: 1,2 v/v). U drugoj fazi katalitičkom hidrogenacijom uklonjene su zaštitne Cbz-grupe sa amino grupa lizina. Finalni proizvod α-tokoferil lizin estar detektovan je primenom TLC metode (mobilna faza: dihlormetan-metanol-amonijak 9 : 0,9 : 0,1 v/v/v). | sr |
dc.publisher | Savez farmaceutskih udruženja Srbije, Beograd | |
dc.rights | openAccess | |
dc.rights.uri | https://creativecommons.org/licenses/by-sa/4.0/ | |
dc.source | Arhiv za farmaciju | |
dc.subject | α-tocopherol | en |
dc.subject | antiproliferative activity | en |
dc.subject | MCF-7 | en |
dc.subject | thin layer chromatography | en |
dc.subject | dry flash chromatography | en |
dc.subject | α-tokoferol | sr |
dc.subject | antiproliferativna aktivnost | sr |
dc.subject | MCF-7 | sr |
dc.subject | tankoslojna hromatografija | sr |
dc.subject | dry flash hromatografija | sr |
dc.title | Application of thin layer and column chromatography in monitoring the synthesis of α- tocopheryl-lysine ester | en |
dc.title | Primena metoda tankoslojne hromatografije i hromatografije na koloni u praćenju sinteze α-tokoferil-lizin estra | sr |
dc.type | article | |
dc.rights.license | BY-SA | |
dcterms.abstract | Гагић, Жарко; Николић, Катарина; Ивковић, Бранка; Aгбаба, Даница; Примена метода танкослојне хроматографије и хроматографије на колони у праћењу синтезе α-токоферил-лизин естра; Примена метода танкослојне хроматографије и хроматографије на колони у праћењу синтезе α-токоферил-лизин естра; | |
dc.citation.volume | 64 | |
dc.citation.issue | 3 | |
dc.citation.spage | 261 | |
dc.citation.epage | 270 | |
dc.citation.other | 64(3): 261-270 | |
dc.citation.rank | M53 | |
dc.identifier.doi | 10.5937/arhfarm1403261G | |
dc.identifier.scopus | 2-s2.0-84943763872 | |
dc.identifier.fulltext | https://farfar.pharmacy.bg.ac.rs//bitstream/id/991/2276.pdf | |
dc.type.version | publishedVersion |