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Publication details

Document type
Journal articles

Document subtype
Full paper

Title
Isololiolide, a carotenoid metabolite isolated from the brown alga Cystoseira tamariscifolia, is cytotoxic and able to induce apoptosis in hepatocarcinoma cells through caspase-3 activation, decreased Bcl-2 levels, increased p53 expression and PARP cleavage

Participants in the publication
Catarina Vizetto-Duarte (Author)
Luísa Custódio (Author)
Katkam N. Gangadhar (Author)
João Henrique G. Lago (Author)
Catarina Dias (Author)
Ana Marta Matos (Author)
Nuno Neng (Author)
Dep. Química e Bioquímica
CQB - Centro de Química e Bioquímica 
José Manuel Florêncio Nogueira (Author)
Dep. Química e Bioquímica
CQB - Centro de Química e Bioquímica 
Luísa Barreira (Author)
Fernando Albericio (Author)
Amelia P. Rauter (Author)
Dep. Química e Bioquímica
CQB - Centro de Química e Bioquímica 
João Varela (Author)

Scope
International

Refereeing
Yes

Summary
Background: Brown macroalgae have attracted attention because they display a wide range of biological activities, including antitumoral properties. Inthis study we isolated isololiolide from Cystoseira tamariscifolia for the first time.. Purpose: To examine the therapeutical potential of isololiolide against tumor cell lines. Methods/Study design: The structure of the compound was established and confirmed by 1D and 2D\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\nNMR as well as HRMS spectral analysis. The in vitro cytotoxicity was analyzed by colorimetric 3-(4,5-\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\ndimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide assay in tumoral as well as in non-tumoral cell\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\nlines. Cell cycle arrest and induction of apoptosis were assessed by flow cytometry. Alteration of expression levels in proteins important in the apoptotic cascade was analyzed by western blotting.\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\nResults: Isololiolidewas isolated for the first time from the brown macroalga C.tamariscifolia. Isololiolide\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\nexhibited significant cytotoxic activity against three human tumoral cell lines, namely hepatocarcinoma\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\nHepG2 cells, whereas no cytotoxicity was found in non-malignant MRC-5 and HFF-1 human fibroblasts.\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\nIsololiolide completely disrupted the HepG2 normal cell cycle and induced significant apoptosis. Moreover, western blot analysis showed that isololiolide altered the expression of proteins that are important\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\nin the apoptotic cascade, increasing PARP cleavage and p53 expression while decreasing procaspase-3 and\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\nBcl-2 levels.\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\nConclusion: Isololiolide isolated from C. tamariscifolia is able to exert a selective cytotoxic activity on\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\nhepatocarcinoma HepG2 cells as well as induce apoptosis through the modulation of apoptosis-related\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\nproteins.

Date of Publication
2016-05-00

Institution
FACULDADE DE CIÊNCIAS DA UNIVERSIDADE DE LISBOA

Where published
Phytomedicine

Publication Identifiers
ISSN - 0944-7113

Publisher
Elsevier BV

Volume
23
Number
5

Number of pages
8
Starting page
550
Last page
557

Document Identifiers
DOI - https://doi.org/10.1016/j.phymed.2016.02.008
URL - http://dx.doi.org/10.1016/j.phymed.2016.02.008

Awards
JOurnal ranked in the TOP 4% of the area Complementary and Alternative Medicine
Journal ranked in the TOP 4% of the area Integrative and Complementary Medicine

Rankings
SCIMAGO Q1 (2016) - 1,094 - Drug Discovery
Web Of Science Q1 (2016) - 3.526 - INtegrative and Complementary Medicine

Keywords
Cell cycle Apoptosis Carotenoid metabolite Isololiolide Cystoseira Marine natural product

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APA
Catarina Vizetto-Duarte, Luísa Custódio, Katkam N. Gangadhar, João Henrique G. Lago, Catarina Dias, Ana Marta Matos, Nuno Neng, José Manuel Florêncio Nogueira, Luísa Barreira, Fernando Albericio, Amelia P. Rauter, João Varela, (2016). Isololiolide, a carotenoid metabolite isolated from the brown alga Cystoseira tamariscifolia, is cytotoxic and able to induce apoptosis in hepatocarcinoma cells through caspase-3 activation, decreased Bcl-2 levels, increased p53 expression and PARP cleavage. Phytomedicine, 23, 550-557. ISSN 0944-7113. eISSN . http://dx.doi.org/10.1016/j.phymed.2016.02.008

IEEE
Catarina Vizetto-Duarte, Luísa Custódio, Katkam N. Gangadhar, João Henrique G. Lago, Catarina Dias, Ana Marta Matos, Nuno Neng, José Manuel Florêncio Nogueira, Luísa Barreira, Fernando Albericio, Amelia P. Rauter, João Varela, "Isololiolide, a carotenoid metabolite isolated from the brown alga Cystoseira tamariscifolia, is cytotoxic and able to induce apoptosis in hepatocarcinoma cells through caspase-3 activation, decreased Bcl-2 levels, increased p53 expression and PARP cleavage" in Phytomedicine, vol. 23, pp. 550-557, 2016. 10.1016/j.phymed.2016.02.008

BIBTEX
@article{38696, author = {Catarina Vizetto-Duarte and Luísa Custódio and Katkam N. Gangadhar and João Henrique G. Lago and Catarina Dias and Ana Marta Matos and Nuno Neng and José Manuel Florêncio Nogueira and Luísa Barreira and Fernando Albericio and Amelia P. Rauter and João Varela}, title = {Isololiolide, a carotenoid metabolite isolated from the brown alga Cystoseira tamariscifolia, is cytotoxic and able to induce apoptosis in hepatocarcinoma cells through caspase-3 activation, decreased Bcl-2 levels, increased p53 expression and PARP cleavage}, journal = {Phytomedicine}, year = 2016, pages = {550-557}, volume = 23 }