Synthesis of the diacetylenic phospholipids 1,2-(10 ',12 '-heptadecadiynoyl)-sn-glycero-3-phophatidylcholine and 1,2-( 4',6'-tricosadiynoyl)-sn-glycero-3-phophatidylcholine

dc.creatorHennies, PT
dc.creatorSantana, MHC
dc.creatorCorreia, CRD
dc.date2001
dc.date2014-11-15T15:26:40Z
dc.date2015-11-26T17:20:39Z
dc.date2014-11-15T15:26:40Z
dc.date2015-11-26T17:20:39Z
dc.date.accessioned2018-03-29T00:08:15Z
dc.date.available2018-03-29T00:08:15Z
dc.identifierJournal Of The Brazilian Chemical Society. Soc Brasileira Quimica, v. 12, n. 1, n. 64, n. 72, 2001.
dc.identifier0103-5053
dc.identifierWOS:000166922900008
dc.identifierhttp://www.repositorio.unicamp.br/jspui/handle/REPOSIP/79270
dc.identifierhttp://www.repositorio.unicamp.br/handle/REPOSIP/79270
dc.identifierhttp://repositorio.unicamp.br/jspui/handle/REPOSIP/79270
dc.identifier.urihttp://repositorioslatinoamericanos.uchile.cl/handle/2250/1283186
dc.descriptionDiacetylenic phosphatidylcholines are synthetic compounds analogous to natural phospholipids. These molecules can be hydrated to form bilayered aggregates known as liposomes in a manner similar to natural phosphatidylcholines. A particular feature of these liposomes is their capability of undergoing polymerization when submitted to ultraviolet (UV) light irradiation. This process allows the construction of polymerized liposomes possessing interesting physical properties making these vesicles appropriate for slow-release drug delivering systems. In this article we describe the total syntheses of diacetylenic phosphatidylcholines 1,2-bis(10',12'-heptadecadiynoyl)- sn-glycero-3-phosphatidylcholine (1a), 1,2-bis(10',12'-tricosadiynoyl)-sn-glycero- 3-phosphatidylcholine (1b) and 1,2-bis( 4',6'-tricosadiynoyl)-sn-glycero- 3-phosphatidylcholine (1c). Phospholipids 1a and 1c, displaying the butadiinyl chromophores closer to the chain terminus, or closer to the polar heads respectively, have not been reported before. Noteworthy was the observation that liofilization of the diacetylenic alcohols and acids intermediates significantly reduced undesired polymerization, allowing to stock these compounds for a short period of time (similar to 24 h).
dc.description12
dc.description1
dc.description64
dc.description72
dc.languageen
dc.publisherSoc Brasileira Quimica
dc.publisherSao Paulo
dc.publisherBrasil
dc.relationJournal Of The Brazilian Chemical Society
dc.relationJ. Braz. Chem. Soc.
dc.rightsaberto
dc.sourceWeb of Science
dc.subjectdiacetylenic phospholipids
dc.subjectliposomes
dc.subjectpolymerizable phospholipid
dc.subjectPolymerization
dc.titleSynthesis of the diacetylenic phospholipids 1,2-(10 ',12 '-heptadecadiynoyl)-sn-glycero-3-phophatidylcholine and 1,2-( 4',6'-tricosadiynoyl)-sn-glycero-3-phophatidylcholine
dc.typeArtículos de revistas


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