{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,7,6]],"date-time":"2026-07-06T23:45:23Z","timestamp":1783381523126,"version":"3.54.6"},"reference-count":32,"publisher":"Wiley","issue":"7","license":[{"start":{"date-parts":[[2020,6,23]],"date-time":"2020-06-23T00:00:00Z","timestamp":1592870400000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Chemistry &amp; Biodiversity"],"published-print":{"date-parts":[[2020,7]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p><jats:italic>Carpodesmia tamariscifolia<\/jats:italic> is a brown alga rich in (poly)phenols with important cytotoxic and antioxidant effects. However, the relationship between its chemical composition and its effects is unknown. The aim of this study is to identify the potential compounds and mechanisms responsible for its main effects. The alga was extracted consecutively with hexane, dichloromethane and methanol and further fractionated using Sephadex LH\u201020 and silica gel columns when appropriate. The fractions were subjected to thin\u2010layer chromatography and liquid chromatography\u2010mass spectrometry analysis and evaluated for their total phenolic content (Folin\u2010Ciocalteu assay), radical scavenging activity (DPPH assay), cytotoxic activity (MTT assay on the SH\u2010SY5Y cell line), and ability to generate H<jats:sub>2<\/jats:sub>O<jats:sub>2<\/jats:sub> (Amplex Red assay). Chromatographic and phenolic analyses of the fractions indicate that abundant redox\u2010active phenols are present in all the fractions and that a high amount of prenylated hydroquinone derivatives is present in the apolar ones. In the hexane and dichloromethane fractions, the cytotoxic and antioxidant activities are closely related to their phenolic content, whereas in the methanol fractions, the cytotoxicity is negatively related to the phenolic content and the antioxidant activity is positively related to it. In the same tests, hydroquinone behaves as both strong cytotoxic and antioxidant agent. H<jats:sub>2<\/jats:sub>O<jats:sub>2<\/jats:sub> assay shows that <jats:italic>C. tamariscifolia<\/jats:italic> fractions and hydroquinone can autoxidize and generate H<jats:sub>2<\/jats:sub>O<jats:sub>2<\/jats:sub>. Our results suggest that redox\u2010active phenols produce the pharmacological effects described for <jats:italic>C. tamariscifolia<\/jats:italic> and that the hydroquinone moiety of prenylated hydroquinone derivatives is responsible for both cytotoxic (through a pro\u2010oxidant mechanism secondary to its autoxidation) and antioxidant effects of the apolar fractions.<\/jats:p>","DOI":"10.1002\/cbdv.202000121","type":"journal-article","created":{"date-parts":[[2020,5,6]],"date-time":"2020-05-06T19:59:57Z","timestamp":1588795197000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":7,"title":["Redox\u2010Active Phenolic Compounds Mediate the Cytotoxic and Antioxidant Effects of <i>Carpodesmia tamariscifolia<\/i> (=<i>Cystoseira tamariscifolia<\/i>)"],"prefix":"10.1002","volume":"17","author":[{"given":"Hanaa","family":"Moussa","sequence":"first","affiliation":[{"name":"Departamento de Farmacolog\u00eda Facultad de Farmacia Universidad de Santiago de Compostela  15782 Santiago de Compostela Spain"},{"name":"Present adress Applied Phycology-Mycology Group (PMA) Applied Botany Laboratory Department of Biology Faculty of Sciences Abdelmalek Essa\u00e2di University  93030 T\u00e9touan Morocco"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"El\u00edas","family":"Quezada","sequence":"additional","affiliation":[{"name":"Departamento de Qu\u00edmica Org\u00e1nica Facultad de Farmacia Universidad de Santiago de Compostela  15782 Santiago de Compostela Spain"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Dolores","family":"Vi\u00f1a","sequence":"additional","affiliation":[{"name":"Farmacolog\u00eda de las Enfermedades Cr\u00f3nicas Centro de Investigaci\u00f3n en Medicina Molecular y Enfermedades Cr\u00f3nicas (CIMUS) Universidad de Santiago de Compostela  15782 Santiago de Compostela Spain"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Hassane","family":"Riadi","sequence":"additional","affiliation":[{"name":"Applied Phycology-Mycology Group (PMA) Applied Botany Laboratory Department of Biology Faculty of Sciences Abdelmalek Essa\u00e2di University  93030 T\u00e9touan Morocco"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7728-7140","authenticated-orcid":false,"given":"Jos\u00e9","family":"Gil\u2010Longo","sequence":"additional","affiliation":[{"name":"Departamento de Farmacolog\u00eda Facultad de Farmacia Universidad de Santiago de Compostela  15782 Santiago de Compostela Spain"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2020,6,23]]},"reference":[{"key":"e_1_2_8_1_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.jsps.2009.12.001"},{"key":"e_1_2_8_2_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.tifs.2011.03.011"},{"key":"e_1_2_8_3_1","doi-asserted-by":"publisher","DOI":"10.3390\/antiox8090365"},{"key":"e_1_2_8_4_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetasy.2017.10.014"},{"key":"e_1_2_8_5_1","doi-asserted-by":"publisher","DOI":"10.1080\/09670262.2019.1590862"},{"key":"e_1_2_8_6_1","doi-asserted-by":"publisher","DOI":"10.24310\/abm.v43i0.4966"},{"key":"e_1_2_8_7_1","unstructured":"http:\/\/www.algaebase.org; Accessed April 21 2020."},{"key":"e_1_2_8_8_1","doi-asserted-by":"publisher","DOI":"10.7717\/peerj.1704"},{"key":"e_1_2_8_9_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jnatprod.5b00264"},{"key":"e_1_2_8_10_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0031-9422(99)00040-0"},{"key":"e_1_2_8_11_1","doi-asserted-by":"publisher","DOI":"10.1021\/jo00364a016"},{"key":"e_1_2_8_12_1","first-page":"467","article-title":"\u2018Metabolites of mixed biogenesis from Cystoseira tamariscifolia (Huds.) Papenf.\u2019","volume":"119","author":"Amico V.","year":"1989","journal-title":"Gazz. Chim. Ital."},{"key":"e_1_2_8_13_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.phymed.2016.02.008"},{"key":"e_1_2_8_14_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.foodchem.2012.11.081"},{"key":"e_1_2_8_15_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.talanta.2014.11.059"},{"key":"e_1_2_8_16_1","doi-asserted-by":"publisher","DOI":"10.1016\/0031-9422(75)85198-3"},{"key":"e_1_2_8_17_1","doi-asserted-by":"publisher","DOI":"10.3390\/md10122766"},{"key":"e_1_2_8_18_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.foodchem.2009.03.025"},{"key":"e_1_2_8_19_1","doi-asserted-by":"publisher","DOI":"10.7773\/cm.v40i1.2350"},{"key":"e_1_2_8_20_1","doi-asserted-by":"publisher","DOI":"10.3109\/13880209.2015.1123278"},{"key":"e_1_2_8_21_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.foodchem.2016.09.067"},{"key":"e_1_2_8_22_1","doi-asserted-by":"publisher","DOI":"10.1371\/journal.pone.0031145"},{"key":"e_1_2_8_23_1","doi-asserted-by":"publisher","DOI":"10.1002\/ptr.3208"},{"key":"e_1_2_8_24_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0367-326X(99)00088-X"},{"key":"e_1_2_8_25_1","doi-asserted-by":"publisher","DOI":"10.1021\/tx00021a007"},{"key":"e_1_2_8_26_1","doi-asserted-by":"publisher","DOI":"10.1021\/tx9902082"},{"key":"e_1_2_8_27_1","doi-asserted-by":"publisher","DOI":"10.3390\/molecules15107313"},{"key":"e_1_2_8_28_1","doi-asserted-by":"publisher","DOI":"10.3390\/md16090292"},{"key":"e_1_2_8_29_1","doi-asserted-by":"publisher","DOI":"10.2147\/CIA.S158513"},{"key":"e_1_2_8_30_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja002455u"},{"key":"e_1_2_8_31_1","doi-asserted-by":"publisher","DOI":"10.1038\/nprot.2007.102"},{"key":"e_1_2_8_32_1","first-page":"211","article-title":"\u2018The use of the stable free radical diphenylpicryl-hydrazyl (DPPH) for estimating antioxidant activity\u2019","volume":"26","author":"Molyneux P.","year":"2004","journal-title":"Songklanakarin J. Sci. Technol."}],"container-title":["Chemistry &amp; Biodiversity"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.wiley.com\/onlinelibrary\/tdm\/v1\/articles\/10.1002%2Fcbdv.202000121","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/cbdv.202000121","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/full-xml\/10.1002\/cbdv.202000121","content-type":"application\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/cbdv.202000121","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2023,9,6]],"date-time":"2023-09-06T00:14:51Z","timestamp":1693959291000},"score":1,"resource":{"primary":{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/10.1002\/cbdv.202000121"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2020,6,23]]},"references-count":32,"journal-issue":{"issue":"7","published-print":{"date-parts":[[2020,7]]}},"alternative-id":["10.1002\/cbdv.202000121"],"URL":"https:\/\/doi.org\/10.1002\/cbdv.202000121","archive":["Portico"],"relation":{},"ISSN":["1612-1872","1612-1880"],"issn-type":[{"value":"1612-1872","type":"print"},{"value":"1612-1880","type":"electronic"}],"subject":[],"published":{"date-parts":[[2020,6,23]]},"assertion":[{"value":"2020-02-20","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2020-05-06","order":1,"name":"accepted","label":"Accepted","group":{"name":"publication_history","label":"Publication History"}},{"value":"2020-06-23","order":2,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}],"article-number":"e2000121"}}