{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,11,13]],"date-time":"2025-11-13T12:23:20Z","timestamp":1763036600136,"version":"build-2065373602"},"reference-count":31,"publisher":"MDPI AG","issue":"8","license":[{"start":{"date-parts":[[2011,8,19]],"date-time":"2011-08-19T00:00:00Z","timestamp":1313712000000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/3.0\/"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>The present study reports the Gas Chromatography-Mass Spectrometry (GC-MS) evaluation of the hexanes and dichloromethane fractions from extracts of the red alga Centroceras clavulatum (C. Agardh) Montagne. Twenty three compounds were identified, totaling ca. 42% of both fractions (0.18 g mass extract). The main constituents of the fractions were hexadecanoic acid (17.6%) and pentadecanoic acid (15.9%). Several secondary metabolites with interesting biological activity, such as (-)-loliolide, neophytadiene, phytol were identified. In addition, several classes of secondary metabolites, including phenolic compounds (e.g., phenylacetic acid), terpene derivatives, fatty acids, halogenated compound (e.g., 2-chlorocyclohexenol), lignoids, steroids, esters, amides (e.g., hexadecanamide), ketones, carboxylic acids, aldehydes and alcohols were observed. The occurrence of several of these structural classes is described for the first time in this species. The same fractions analyzed by GC-MS, and a separate set of polar fractions, were evaluated against two life cycle stages (epimastigote and trypomastigote forms) of the protozoan Trypanosoma cruzi and against phytopatogenic fungi Cladosporium cladosporiodes and C. sphaerospermum. The dichloromethane fraction was active against both T. cruzi forms (epimastigote IC50 = 19.1 \u03bcg.mL\u22121 and trypomastigote IC50 = 76.2 \u03bcg.mL\u22121). The hexanes and ethyl acetate fractions also displayed activity against both fungi species (200 \u03bcg) by TLC-bioautography.<\/jats:p>","DOI":"10.3390\/molecules16087105","type":"journal-article","created":{"date-parts":[[2011,8,19]],"date-time":"2011-08-19T10:35:15Z","timestamp":1313750115000},"page":"7105-7114","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":18,"title":["Chemical Profile and Biological Potential of Non-Polar Fractions from Centroceras clavulatum (C. Agardh) Montagne (Ceramiales, Rhodophyta)"],"prefix":"10.3390","volume":"16","author":[{"given":"Ot\u00e1vio P.","family":"Rocha","sequence":"first","affiliation":[{"name":"Departamento de F\u00edsica e Qu\u00edmica, Faculdade de Ci\u00eancias Farmac\u00eauticas de Ribeir\u00e3o Preto \u2013 USP, Av. do Caf\u00e9, s\/n, CEP 14040-903, Monte Alegre, Ribeir\u00e3o Preto-SP, Brazil"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Rafael De","family":"Fel\u00edcio","sequence":"additional","affiliation":[{"name":"Departamento de F\u00edsica e Qu\u00edmica, Faculdade de Ci\u00eancias Farmac\u00eauticas de Ribeir\u00e3o Preto \u2013 USP, Av. do Caf\u00e9, s\/n, CEP 14040-903, Monte Alegre, Ribeir\u00e3o Preto-SP, Brazil"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Ana Helena B.","family":"Rodrigues","sequence":"additional","affiliation":[{"name":"Departamento de F\u00edsica e Qu\u00edmica, Faculdade de Ci\u00eancias Farmac\u00eauticas de Ribeir\u00e3o Preto \u2013 USP, Av. do Caf\u00e9, s\/n, CEP 14040-903, Monte Alegre, Ribeir\u00e3o Preto-SP, Brazil"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Daniela L.","family":"Ambr\u00f3sio","sequence":"additional","affiliation":[{"name":"Faculdade de Ci\u00eancias Farmac\u00eauticas de Araraquara, Departamento de Ci\u00eancias Biol\u00f3gicas \u2013 UNESP, Rodovia Araraquara-Ja\u00fa, Km 01. CEP 14801-902, Araraquara-SP, Brazil"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Regina Maria B.","family":"Cicarelli","sequence":"additional","affiliation":[{"name":"Faculdade de Ci\u00eancias Farmac\u00eauticas de Araraquara, Departamento de Ci\u00eancias Biol\u00f3gicas \u2013 UNESP, Rodovia Araraquara-Ja\u00fa, Km 01. CEP 14801-902, Araraquara-SP, Brazil"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"S\u00e9rgio De","family":"Albuquerque","sequence":"additional","affiliation":[{"name":"Departamento de An\u00e1lises Cl\u00ednicas, Toxicol\u00f3gicas e Bromatol\u00f3gicas, Faculdade de Ci\u00eancias Farmac\u00eauticas de Ribeir\u00e3o Preto \u2013 USP, Av. do Caf\u00e9, s\/n, CEP 14040-903, Monte Alegre, Ribeir\u00e3o Preto-SP, Brazil"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Maria Claudia M.","family":"Young","sequence":"additional","affiliation":[{"name":"N\u00facleo de Pesquisas em Fisiologia e Bioqu\u00edmica Vegetal, Instituto de Bot\u00e2nica, Secretaria de Estado do Meio Ambiente de S\u00e3o Paulo, Av. Miguel Estefano, 3687, \u00c1gua Funda, CEP 04301-012, S\u00e3o Paulo-SP, Brazil"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Nair S.","family":"Yokoya","sequence":"additional","affiliation":[{"name":"N\u00facleo de Pesquisas em Ficologia, Instituto de Bot\u00e2nica, Secretaria de Estado do Meio Ambiente de S\u00e3o Paulo, Av. Miguel Estefano, 3687, \u00c1gua Funda, CEP 04301-012, S\u00e3o Paulo-SP, Brazil"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Hosana M.","family":"Debonsi","sequence":"additional","affiliation":[{"name":"Departamento de F\u00edsica e Qu\u00edmica, Faculdade de Ci\u00eancias Farmac\u00eauticas de Ribeir\u00e3o Preto \u2013 USP, Av. do Caf\u00e9, s\/n, CEP 14040-903, Monte Alegre, Ribeir\u00e3o Preto-SP, Brazil"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"1968","published-online":{"date-parts":[[2011,8,19]]},"reference":[{"key":"ref_1","first-page":"145","article-title":"A revised checklist of benthic marine Rhodophyta from the State of Esp\u00edrito Santo, Brazil","volume":"17","year":"2006","journal-title":"Bol. Inst. Bot."},{"key":"ref_2","first-page":"75","article-title":"A fam\u00edlia Ceramiaceae (Ceramiales, Rhodophyta) no estado da Bahia, Brasil","volume":"3","author":"Nunes","year":"2008","journal-title":"Monog. 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