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dc.contributor.authorNovo Fernández, Olalla
dc.contributor.authorOliveros, Diego
dc.contributor.authorBalcells Fluvià, Mercè
dc.contributor.authorCanela i Garayoa, Ramon
dc.contributor.authorMéndez Arteaga, Jonh J.
dc.contributor.authorEras i Joli, Jordi
dc.date.accessioned2022-05-16T11:06:19Z
dc.date.available2022-05-16T11:06:19Z
dc.date.issued2022
dc.identifier.urihttp://hdl.handle.net/10459.1/83295
dc.description.abstracthe therapeutic efficacy of bioactive compounds isrelated to their bioavailability. In turn, the bioavailability dependson the equilibrium between the hydrophilicity and the lipophilicity.2(R,S)-(Polyhydroxyalkyl)thiazolidine-4(R)carboxylicacids(TCAs), obtained from the condensation ofL-cysteine and analdose, have been recognized as nontoxic precursors of glutathionewith important preventive and therapeutic effects. The bioavail-ability of these compounds can be improved by enhancing theirlipophilicity. This can be achieved by the introduction of some acylgroups derived from fatty acids via esterification of the aldosehydroxyl groups. With this purpose four new compounds weresynthesized through a selective palmitoyl acylation ofD-(−)-ribose andD-(+)-glucose and subsequent condensation withL-cysteine.In addition, the log P of the new compounds was calculated as a measure of the lipophilicity, and in vitro 2,2′-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) tests were performed as a measure of the antioxidant capability.ca_ES
dc.description.sponsorshipThe authors are grateful to Ministerio de Educación, Cultura y Deportes of Spain (FPU program, AP2010-1806) and to DBA Center for the UdL postdoc grant of O.N.Fca_ES
dc.language.isoengca_ES
dc.publisherAmerican Chemical Societyca_ES
dc.relation.isformatofReproducció del document publicat a https://doi.org/10.1021/acsomega.1c07078ca_ES
dc.relation.ispartofACS Omega, 2022, vol. 7, núm. 13, p. 11075–11081ca_ES
dc.rightscc-by-nc-nd (c) Novo, et al., 2022ca_ES
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/*
dc.subjectOrganic reactionsca_ES
dc.subjectCarbohydratesca_ES
dc.subjectAcylsca_ES
dc.subjectBioavailabilityca_ES
dc.subjectReaction productsca_ES
dc.subject.otherQuímica bioorgànicaca_ES
dc.subject.otherReaccions químiquesca_ES
dc.titleIntroducing Lipophilicity to (Polyhydroxyalkyl) thiazolidine Carboxylic Acids Via Acylationca_ES
dc.typeinfo:eu-repo/semantics/articleca_ES
dc.identifier.idgrec032243
dc.type.versioninfo:eu-repo/semantics/publishedVersionca_ES
dc.rights.accessRightsinfo:eu-repo/semantics/openAccessca_ES
dc.identifier.doihttps://doi.org/10.1021/acsomega.1c07078


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cc-by-nc-nd (c) Novo, et al., 2022
Except where otherwise noted, this item's license is described as cc-by-nc-nd (c) Novo, et al., 2022