The investigation of the ethanol extract of fresh aerial parts of the Patagonian shrub Nardophyllum bryoides collected in the province of Chubut, Argentina, yielded eleven terpenoids. These include: three seco-ent-halimane diterpenoids (1-3), two ent-halimanes (4-5) and six pentacyclic oleanane and ursane triterpenoids (6-11). Four of these compounds (2, 6, 8 and 11) are hitherto unknown, while two others (1 and 4) have been previously reported but only as synthetic products. Several of these compounds showed moderate cytotoxicity against a human pancreatic adenocarcinoma cell line while compounds 4 and 5 were active at micromolar concentrations. The main component, seco-chiliolidic acid (1), could be isolated from this extract in large amounts, turning N. bryoides into a sustainable source of this bioactive compound. © 2010 Elsevier Ltd. All rights reserved.
Documento: | Artículo |
Título: | Cytotoxic terpenoids from Nardophyllum bryoides |
Autor: | Sánchez, M.; Mazzuca, M.; Veloso, M.J.; Fernández, L.R.; Siless, G.; Puricelli, L.; Palermo, J.A. |
Filiación: | Departamento de Química Orgánica, UMYMFOR, Universidad de Buenos Aires, Pabellón 2, (1428), Buenos Aires, Argentina Dpto. Química, Facultad de Ciencias Naturales, Universidad Nacional de la Patagonia San Juan Bosco, Km 4 (9000) Comodoro Rivadavia, Chubut, Argentina Research Area, Angel H. Roffo Institute of Oncology, University of Buenos Aires, Av. San Martín 5481 (C1417DTB), Buenos Aires, Argentina |
Palabras clave: | Astereae; Nardophyllum bryoides; Seco-chiliolidic acid; Seco-ent-halimane; Terpenoid; antineoplastic agent; diterpene; drug derivative; oleanolic acid; terpene; antineoplastic agent; terpene; Argentina; article; Asteraceae; chemical structure; chemistry; drug screening; human; isolation and purification; nuclear magnetic resonance; analogs and derivatives; Asteraceae; isolation and purification; Antineoplastic Agents, Phytogenic; Argentina; Asteraceae; Diterpenes; Drug Screening Assays, Antitumor; Humans; Molecular Structure; Nuclear Magnetic Resonance, Biomolecular; Oleanolic Acid; Terpenes; Astereae; Nardophyllum bryoides; Antineoplastic Agents, Phytogenic; Argentina; Asteraceae; Diterpenes; Drug Screening Assays, Antitumor; Humans; Molecular Structure; Nuclear Magnetic Resonance, Biomolecular; Oleanolic Acid; Terpenes |
Año: | 2010 |
Volumen: | 71 |
Número: | 11-12 |
Página de inicio: | 1395 |
Página de fin: | 1399 |
DOI: | http://dx.doi.org/10.1016/j.phytochem.2010.04.019 |
Título revista: | Phytochemistry |
Título revista abreviado: | Phytochemistry |
ISSN: | 00319422 |
CODEN: | PYTCA |
CAS: | oleanolic acid, 508-02-1; Antineoplastic Agents, Phytogenic; Diterpenes; Oleanolic Acid, 508-02-1; Terpenes; Antineoplastic Agents, Phytogenic; Diterpenes; Oleanolic Acid; Terpenes |
Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00319422_v71_n11-12_p1395_Sanchez |