{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,4]],"date-time":"2026-09-04T10:09:38Z","timestamp":1788516578019,"version":"build-2803163510"},"reference-count":24,"publisher":"MDPI AG","issue":"11","license":[{"start":{"date-parts":[[2008,11,25]],"date-time":"2008-11-25T00:00:00Z","timestamp":1227571200000},"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>Bioassay-guided fractionation of the dichloromethane extract of the leaves of Marila pluricostata led to the isolation of 2\u03b1,3\u03b2-dihydroxy-D:A-friedoolean-28-oic acid (pluricostatic acid), a new friedelane triterpenoid, (1), ten known triterpenoids and three sterols. Their chemical structures were elucidated through spectroscopic analysis. The less polar fractions, on GC\/MS analysis and comparison with a MS library, resulted in the identification of twenty four sesquiterpenoids. The new triterpenoid acid 1 showed cytotoxicity against the MCF-7, H-460, and SF-268 human cancer cell lines with GI50 values from 1.2 to 3.3 \u03bcg\/mL.<\/jats:p>","DOI":"10.3390\/molecules13112915","type":"journal-article","created":{"date-parts":[[2008,11,25]],"date-time":"2008-11-25T08:19:16Z","timestamp":1227601156000},"page":"2915-2924","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":11,"title":["A New Cytotoxic Friedelane Acid \u2013 Pluricostatic Acid \u2013 and Other Compounds from the Leaves of Marila pluricostata"],"prefix":"10.3390","volume":"13","author":[{"given":"Dionisio  A.","family":"Olmedo","sequence":"first","affiliation":[{"name":"Centro de Investigaciones Farmacogn\u00f3sticas de la Flora Paname\u00f1a (CIFLORPAN), Facultad de Farmacia, Universidad de Panam\u00e1, Apartado 0824-00172,Panama"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3728-7602","authenticated-orcid":false,"given":"Jos\u00e9  L.","family":"L\u00f3pez-P\u00e9rez","sequence":"additional","affiliation":[{"name":"Departamento de Qu\u00edmica Farmac\u00e9utica, Facultad de Farmacia, CIETUS, Universidad de Salamanca, Campus Miguel de Unamuno, E-37007, Salamanca, Spain"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Esther","family":"Del Olmo","sequence":"additional","affiliation":[{"name":"Departamento de Qu\u00edmica Farmac\u00e9utica, Facultad de Farmacia, CIETUS, Universidad de Salamanca, Campus Miguel de Unamuno, E-37007, Salamanca, Spain"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yelkaira","family":"V\u00e1squez","sequence":"additional","affiliation":[{"name":"Centro de Investigaciones Farmacogn\u00f3sticas de la Flora Paname\u00f1a (CIFLORPAN), Facultad de Farmacia, Universidad de Panam\u00e1, Apartado 0824-00172,Panama"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-0578-0611","authenticated-orcid":false,"given":"Arturo","family":"San Feliciano","sequence":"additional","affiliation":[{"name":"Departamento de Qu\u00edmica Farmac\u00e9utica, Facultad de Farmacia, CIETUS, Universidad de Salamanca, Campus Miguel de Unamuno, E-37007, Salamanca, Spain"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-9302-7864","authenticated-orcid":false,"given":"Mahabir  P.","family":"Gupta","sequence":"additional","affiliation":[{"name":"Centro de Investigaciones Farmacogn\u00f3sticas de la Flora Paname\u00f1a (CIFLORPAN), Facultad de Farmacia, Universidad de Panam\u00e1, Apartado 0824-00172,Panama"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2008,11,25]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"969","DOI":"10.2307\/2398964","article-title":"Flora of Panama","volume":"67","author":"Woodson","year":"1980","journal-title":"Ann. Mo. Bot. Gard."},{"key":"ref_2","doi-asserted-by":"crossref","unstructured":"D\u2019Arcy, W.G. (1987). Flora of Panama, Checklist and Index. Part II. Ann. Mo. Bot. Gard., 1\u2013670.","DOI":"10.5962\/bhl.title.153180"},{"key":"ref_3","unstructured":"Correa, M.D., Foster, R., Galdames, C., and Stapf, M.S. (2004). Cat\u00e1logo de Plantas Vasculares de Panam\u00e1, Novo Art. [1st ed.]."},{"key":"ref_4","first-page":"1","article-title":"Catalogue of the Vascular Plants of Ecuador. Monographs in Systematic Botany","volume":"75","author":"Jorgensen","year":"1999","journal-title":"Ann. Mo. Bot. Gard"},{"key":"ref_5","first-page":"49","article-title":"De Plantis toxicariis e mundo novo tropicale comentationes. XXX. Biodynamic Gutiferous plants of Northwest Amazon","volume":"29","author":"Schultes","year":"1983","journal-title":"Bot. Mus. Leafl. Harv. Univ."},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"369","DOI":"10.1021\/np049642g","article-title":"Cytotoxic 4-phenylcoumarins from the leaves of Marila pluricostata","volume":"68","author":"Olmedo","year":"2005","journal-title":"J. Nat. Prod."},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"4447","DOI":"10.1016\/j.bmcl.2005.07.041","article-title":"Alcam\u00ed. 4-Phenylcoumarins as HIV transcription inhibitors","volume":"15","author":"Bedoya","year":"2005","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"3256","DOI":"10.1093\/bioinformatics\/btm516","article-title":"NAPROC-13: a database for the dereplication of natural product mixtures in bioassay-guided protocols","volume":"23","year":"2007","journal-title":"Bioinformatics"},{"key":"ref_9","doi-asserted-by":"crossref","unstructured":"Kumar, N.S., Muthukuda, P.M., and MacLeod, J.K. (1985). New D: A-friedooleananes from Euonymus revolutus (Celastraceae). J. Chem. Soc. Perkin Trans. I., 685\u2013689.","DOI":"10.1039\/p19850000685"},{"key":"ref_10","doi-asserted-by":"crossref","first-page":"85","DOI":"10.1002\/mrc.1260280116","article-title":"Applications of two-dimensional NMR in spectral assignments of some friedelanes and secofriedelanes","volume":"28","author":"Patra","year":"1990","journal-title":"Magn. Reson. Chem."},{"key":"ref_11","doi-asserted-by":"crossref","first-page":"789","DOI":"10.1248\/cpb.40.789","article-title":"Triterpenoid ketones from Lingnania chungii McClure: arborinone, friedelin and glutinone","volume":"40","author":"Akihisa","year":"1992","journal-title":"Chem. Pharm. Bull."},{"key":"ref_12","doi-asserted-by":"crossref","first-page":"327","DOI":"10.1021\/np980313w","article-title":"Terpenoids of Syzygium formosanum","volume":"62","author":"Chang","year":"1999","journal-title":"J. Nat. Prod."},{"key":"ref_13","doi-asserted-by":"crossref","first-page":"479","DOI":"10.1016\/S0031-9422(00)85505-3","article-title":"Antitumor triterpenes of Maytenus diversifolia","volume":"25","author":"Nozaki","year":"1986","journal-title":"Phytochemistry"},{"key":"ref_14","doi-asserted-by":"crossref","first-page":"977","DOI":"10.1002\/1097-458X(200011)38:11<977::AID-MRC757>3.0.CO;2-9","article-title":"Two epimeric friedelane triterpenes isolated from Maytenus truncata Reiss: 1H and 13C chemical shift assignments","volume":"38","author":"Salazar","year":"2000","journal-title":"Magn. Reson. Chem."},{"key":"ref_15","doi-asserted-by":"crossref","first-page":"374","DOI":"10.1248\/cpb.56.374","article-title":"Endodesmiadiol, a friedelane triterpenoid, and other antiplasmodial compounds from Endodesmia calophylloides","volume":"56","author":"Ngouamegne","year":"2008","journal-title":"Chem. Pharm. Bull."},{"key":"ref_16","doi-asserted-by":"crossref","first-page":"2601","DOI":"10.1016\/S0031-9422(00)84107-2","article-title":"Triterpene and neoflavonoids of Calophyllum lankaensis and Calophyllum thwaitesii","volume":"23","author":"Dharmaratne","year":"1984","journal-title":"Phytochemisty"},{"key":"ref_17","first-page":"18","article-title":"A new triterpene from leaves and stems of Euonymus fortunei","volume":"54","author":"Katakawa","year":"2000","journal-title":"Nat. Med."},{"key":"ref_18","doi-asserted-by":"crossref","first-page":"714","DOI":"10.1248\/cpb.38.714","article-title":"Two new triterpenoid sulfates from the leaves of Schefflera octophylla","volume":"38","author":"Kitajima","year":"1990","journal-title":"Chem. Pharm. Bull."},{"key":"ref_19","doi-asserted-by":"crossref","first-page":"229","DOI":"10.1021\/np50056a006","article-title":"Oleanderol, a new pentacyclic triterpene from the leaves of Nerium oleander","volume":"51","author":"Siddiqui","year":"1988","journal-title":"J. Nat. Prod."},{"key":"ref_20","doi-asserted-by":"crossref","first-page":"610","DOI":"10.1590\/S0100-40422005000400011","article-title":"Constituintes qu\u00edmicos da raiz e do tallo da folha do aca\u00ed (Euterpe precatoria Mart., Arecaceae)","volume":"28","author":"Boaventura","year":"2005","journal-title":"Qu\u00edm. Nova"},{"key":"ref_21","doi-asserted-by":"crossref","first-page":"125","DOI":"10.1002\/pca.757","article-title":"Steroids and triterpenes from Eleocharis acutangula and E. sellowiana (Cyperaceae)","volume":"15","author":"Amaral","year":"2004","journal-title":"Phytochem. Anal."},{"key":"ref_22","first-page":"533","article-title":"The NCI anti-cancer drug screen: A smart screen to identify effectors of novel drug targets","volume":"12","author":"Monks","year":"1997","journal-title":"Anticancer Drug Des."},{"key":"ref_23","unstructured":"Adams, R.P. (1995). Identification of Essential Oil Components by Gas Chromatography\/Mass Spectroscopy, Allured Publishing Corporation."},{"key":"ref_24","doi-asserted-by":"crossref","first-page":"440","DOI":"10.1002\/jcc.540110405","article-title":"Macromodel - an integrated software system for modeling organic and bioorganic molecules using molecular mechanics","volume":"11","author":"Mohamadi","year":"1990","journal-title":"J. Comput. Chem."}],"container-title":["Molecules"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/1420-3049\/13\/11\/2915\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,11]],"date-time":"2025-10-11T22:21:11Z","timestamp":1760221271000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/1420-3049\/13\/11\/2915"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2008,11,25]]},"references-count":24,"journal-issue":{"issue":"11","published-online":{"date-parts":[[2008,11]]}},"alternative-id":["13112915"],"URL":"https:\/\/doi.org\/10.3390\/molecules13112915","relation":{},"ISSN":["1420-3049"],"issn-type":[{"value":"1420-3049","type":"electronic"}],"subject":[],"published":{"date-parts":[[2008,11,25]]}}}