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Tomato glycoalkaloids as new drug candidates: an overview of mechanisms of action and clinicai applications

dc.contributor.authorPinela, José
dc.contributor.authorOliveira, Beatriz
dc.contributor.authorFerreira, Isabel C.F.R.
dc.date.accessioned2019-01-08T11:13:48Z
dc.date.available2019-01-08T11:13:48Z
dc.date.issued2018
dc.description.abstractGlycoalkaloids are characteristic secondary metabolites in plants of the Solanaceae family. Although perceived as potentially toxic, these compounds display different bioactivities and pharmacological efFects. The glycoalkaloid tomatine can be found in green tomatoes and comprises a junction ofa-tomatine (A) and dehydrotomatine (B). As shown in Figure l, dehydrotomatine difFers from a-tomatine by having a double bond in the steroidal B ring of the aglycone; but both glycoalkaloids have the same tetrasaccharide (lycotetraose) side chain. Therefore, while a-tomatine hás lycotetraose bonded to the aglycone tomatidine, dehydrotomatine hás the side chain attached to the aglycone tomatidenol. Up to 500 mg/kg of tomatine can be found in unripe (green) tomatoes, leveis that decrease with ripening (approximately 5 mg/kg in ripe red tomatoes) [l]. We revised the mechanisms of action of tomatine and their involvement in human health [l]. Its bioactivity derives mainly from the capacity to inhibit acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) and to complex with membrane 3j8-hydroxy sterols. In inflammatory processes, the aglycone tomatidine is able to reduce inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) expression through blocking nuclear factor kappa B (NF-KB) and c-Jun N-terminal kinase (JNK) signalling in lipopolysaccharide-stimulated macrophages. In turn, a-tomatine hás the ability to decrease the cholesterol and triglyceride leveis, enhance tUe immune system, and inhibit the growth of diíFerent type of câncer cells. Several in vitro and in vivo studies have been highlighting the pharmacological potential of these compounds, which have high potential to be used in the development of new anticancer drugs, among others.pt_PT
dc.description.sponsorshipTo FCT (Portugal) and FEDER under Programme PT2020 for financiai support to CIMO (UID/AGR/00690/2013) and REQUIMTE/LAQV (UID/QUI/50006/2013 - POCI/01/0145/ FEDER/007265) and the research contract (Project AllNatt, POCI-01-0145-FEDER-030463) ofj. Pinela.pt_PT
dc.description.versioninfo:eu-repo/semantics/publishedVersionpt_PT
dc.identifier.citationPinela, José; Oliveira, M.B.P.P.; Ferreira, Isabel C.F.R. (2018). Tomato glycoalkaloids as new drug candidates: an overview of mechanisms of action and clinicai applications. In XXIV Encontro Luso Galego de Química. Porto. ISBN 978-989-8124-24-1pt_PT
dc.identifier.isbn978-989-8124-24-1
dc.identifier.urihttp://hdl.handle.net/10198/18319
dc.language.isoengpt_PT
dc.peerreviewedyespt_PT
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/pt_PT
dc.subjectTomato glycoalkaloidspt_PT
dc.titleTomato glycoalkaloids as new drug candidates: an overview of mechanisms of action and clinicai applicationspt_PT
dc.typeconference object
dspace.entity.typePublication
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/5876/UID%2FAGR%2F00690%2F2013/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/5876/UID%2FQUI%2F50006%2F2013/PT
oaire.citation.conferencePlacePorto, Portugalpt_PT
oaire.citation.titleXXIV Encontro Luso Galego de Químicapt_PT
oaire.fundingStream5876
oaire.fundingStream5876
person.familyNamePinela
person.familyNameFerreira
person.givenNameJosé
person.givenNameIsabel C.F.R.
person.identifier144781
person.identifier.ciencia-id771C-2B43-B108
person.identifier.ciencia-id9418-CF95-9919
person.identifier.orcid0000-0001-7523-1637
person.identifier.orcid0000-0003-4910-4882
person.identifier.ridB-4466-2014
person.identifier.ridE-8500-2013
person.identifier.scopus-author-id54392272800
person.identifier.scopus-author-id36868826600
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.nameFundação para a Ciência e a Tecnologia
project.funder.nameFundação para a Ciência e a Tecnologia
rcaap.rightsopenAccesspt_PT
rcaap.typeconferenceObjectpt_PT
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relation.isAuthorOfPublicationbd0d1537-2e03-41fb-b27a-140af9c35db8
relation.isAuthorOfPublication.latestForDiscovery706cd9ff-065b-4c98-98a7-5c0a9e45adc4
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