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Anti-Hepatocellular Carcinoma (HepG2) activities of Monoterpene Hydroxy Lactones isolated from the Marine Microalga Tisochrysis Lutea

2020Journal article Open access
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dc.contributor.authorGangadhar, Katkam N.
dc.contributor.authorRodrigues, Maria Joao
dc.contributor.authorPereira, Hugo
dc.contributor.authorGaspar, Helena
dc.contributor.authorMalcata, F. Xavier
dc.contributor.authorBarreira, Luísa
dc.contributor.authorVarela, João
dc.date.accessioned2020-12-16T10:02:07Z
dc.date.available2020-12-16T10:02:07Z
dc.date.issued2020
dc.description.abstractTisochrysis lutea is a marine haptophyte rich in omega-3 polyunsaturated fatty acids (e.g., docosahexaenoic acid (DHA)) and carotenoids (e.g., fucoxanthin). Because of the nutraceutical applications of these compounds, this microalga is being used in aquaculture to feed oyster and shrimp larvae. In our earlier report, T. lutea organic crude extracts exhibited in vitro cytotoxic activity against human hepatocarcinoma (HepG2) cells. However, so far, the compound(s) accountable for the observed bioactivity have not been identified. Therefore, the aim of this study was to isolate and identify the chemical component(s) responsible for the bioactivity observed. Bioassay-guided fractionation through a combination of silica-gel column chromatography, followed by preparative thin layer chromatography (PTLC), led to the isolation of two diastereomers of a monoterpenoid lactone, namely, loliolide (1) and epi-loliolide (2), isolated for the first time in this species. The structural elucidation of both compounds was carried out by GC-MS and 1D (1H and 13C APT) and 2D (COSY, HMBC, HSQC-ed, and NOESY) NMR analysis. Both compounds significantly reduced the viability of HepG2 cells and were considerably less toxic towards a non-tumoral murine stromal (S17) cell line, although epi-loliolide was found to be more active than loliolide.pt_PT
dc.description.sponsorshipFCT, Portugal: UID/Multi/04326/2019, UID/MAR/04292/2020 (MARE), UID/Multi/04046/2020 (BioISI) and from the grant of 0055 ALGARED +5E—INTERREG V-A; SFRH/BD/116604/2016; SFRH/BD/105541/2014pt_PT
dc.description.versioninfo:eu-repo/semantics/publishedVersionpt_PT
dc.identifier.doi10.3390/md18110567pt_PT
dc.identifier.issn1660-3397
dc.identifier.urihttp://hdl.handle.net/10400.1/14916
dc.language.isoengpt_PT
dc.peerreviewedyespt_PT
dc.publisherMDPIpt_PT
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/pt_PT
dc.subjectTisochrysis luteapt_PT
dc.subjectHepatocellular carcinomapt_PT
dc.subjectLoliolidept_PT
dc.titleAnti-Hepatocellular Carcinoma (HepG2) activities of Monoterpene Hydroxy Lactones isolated from the Marine Microalga Tisochrysis Luteapt_PT
dc.typejournal article
dspace.entity.typePublication
oaire.citation.issue11pt_PT
oaire.citation.startPage567pt_PT
oaire.citation.titleMarine Drugspt_PT
oaire.citation.volume18pt_PT
person.familyNameRodrigues
person.familyNamePereira
person.familyNameBarreira
person.familyNameVarela
person.givenNameMaria João
person.givenNameHugo
person.givenNameLuísa
person.givenNameJoão
person.identifierR-004-VNG
person.identifier282781
person.identifier.ciencia-id2514-0E17-1D8D
person.identifier.ciencia-id331E-84FD-2F34
person.identifier.ciencia-id6D1A-17E5-1400
person.identifier.orcid0000-0001-8732-710X
person.identifier.orcid0000-0002-1369-2099
person.identifier.orcid0000-0002-4077-855X
person.identifier.orcid0000-0003-3101-693X
person.identifier.ridE-9360-2015
person.identifier.ridM-4223-2013
person.identifier.scopus-author-id56031608100
person.identifier.scopus-author-id54080259900
person.identifier.scopus-author-id55741416000
rcaap.rightsopenAccesspt_PT
rcaap.typearticlept_PT
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relation.isAuthorOfPublicationd339a9e7-bc32-49c4-ba48-a17343d40092
relation.isAuthorOfPublication.latestForDiscoveryebcb2180-5235-4502-b562-cd1e7786e6f9

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