Cytotoxic terpenoids from Nardophyllum bryoides
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...
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| Formato: | Capítulo de libro |
| Lenguaje: | Inglés |
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2010
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| Acceso en línea: | Registro en Scopus DOI Handle Registro en la Biblioteca Digital |
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| LEADER | 07219caa a22011057a 4500 | ||
|---|---|---|---|
| 001 | PAPER-22848 | ||
| 003 | AR-BaUEN | ||
| 005 | 20230518205427.0 | ||
| 008 | 190411s2010 xx ||||fo|||| 00| 0 eng|d | ||
| 024 | 7 | |2 scopus |a 2-s2.0-77954242284 | |
| 024 | 7 | |2 cas |a oleanolic acid, 508-02-1; Antineoplastic Agents, Phytogenic; Diterpenes; Oleanolic Acid, 508-02-1; Terpenes; Antineoplastic Agents, Phytogenic; Diterpenes; Oleanolic Acid; Terpenes | |
| 040 | |a Scopus |b spa |c AR-BaUEN |d AR-BaUEN | ||
| 030 | |a PYTCA | ||
| 100 | 1 | |a Sánchez, M. | |
| 245 | 1 | 0 | |a Cytotoxic terpenoids from Nardophyllum bryoides |
| 260 | |c 2010 | ||
| 270 | 1 | 0 | |m Palermo, J. A.; Departamento de Química Orgánica, UMYMFOR, Universidad de Buenos Aires, Pabellón 2, (1428), Buenos Aires, Argentina; email: palermo@qo.fcen.uba.ar |
| 506 | |2 openaire |e Política editorial | ||
| 504 | |a Bonifacino, J., Nardophyllum cabrerae (Asteraceae: Astereae), a new species from Argentina and new taxonomic changes involving Nardophyllum Hook (2005) Et. Arn. Taxon., 54, pp. 688-692 | ||
| 504 | |a Harde, C., Bohlmann, F., Synthesis of 3α-hydroxy-5β, 10β-epoxychiliolide, an isolabdane derivative from Chiliotrichium rosmarinifolium (1988) Tetrahedron, 44, pp. 81-90 | ||
| 504 | |a Jakupovic, J., Banerjee, S., Bohlmann, F., King, R.M., Robinson, H.E., New diterpenes from Chiliotrichium rosmarinifolium and Nardophyllum lanatum (1986) Tetrahedron, 42, pp. 1305-1313 | ||
| 504 | |a Quijano, L., Rios, T., Fronczek, F.R., Fischer, N.H., The molecular structure of maniladiol from Baccharis salicina (1998) Phytochemistry, 49, pp. 2065-2068 | ||
| 504 | |a Siddiqui, S., Hafeez, F., Begum, S., Siddiqui, B.S., Kaneric acid, a new triterpene from the leaves of Nerium oleander (1986) J. Nat. Prod., 49, pp. 1086-1090 | ||
| 504 | |a Tori, K., Yoshimura, Y., Seo, S., Sakurawi, K., Tomita, Y., Lshii, H., Carbon-13 NMR spectra of saikogenins. Stereochemical dependence in hydroxylation effects upon Carbon-13 chemical shifts of oleanene-type triterpenoids (1976) Tetrahedron Lett., 46, pp. 4163-4166 | ||
| 504 | |a Urtreger, A.J., Ladeda, V.E., Puricelli, L.I., Rivelli, A., Vidal, M.C., Lustig, E.S., Bal De Kier Joffé, E., Modulation of fibronectin expression and proteolytic activity associated with the invasive and metastatic phenotype in two murine mammary tumor cell lines (1997) Int. J. Oncol., 11, pp. 489-496 | ||
| 504 | |a Zdero, C., Bohlmann, F., Niemeyer, H.M., Diterpenes from Nardophyllum lanatum (1990) Phytochemistry, 29, pp. 1227-1230 | ||
| 520 | 3 | |a 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. |l eng | |
| 536 | |a Detalles de la financiación: Umweltbundesamt, PI 734 | ||
| 536 | |a Detalles de la financiación: Agencia Nacional de Promoción Científica y Tecnológica, PICT, 14321 | ||
| 536 | |a Detalles de la financiación: Consejo Nacional de Investigaciones Científicas y Técnicas, PEI 6478 | ||
| 536 | |a Detalles de la financiación: This research was supported by grants from CONICET (PEI 6478), UBA (X 260 Programación 2004–2007), UNPSJB (PI 734) and ANPCyT (PICT (2003) 14321). We thank Mr. José Gallardo and Lic. Gernot Eskuche (UMYMFOR–CONICET) for recording some of the NMR spectra. M. Sánchez and G. Siless thank CONICET for postdoctoral and doctoral fellowships respectively. M. Mazzuca thanks Bioq. M. Barría for helping in the collection and preparation of plant material. Appendix A | ||
| 593 | |a Departamento de Química Orgánica, UMYMFOR, Universidad de Buenos Aires, Pabellón 2, (1428), Buenos Aires, Argentina | ||
| 593 | |a Dpto. Química, Facultad de Ciencias Naturales, Universidad Nacional de la Patagonia San Juan Bosco, Km 4 (9000) Comodoro Rivadavia, Chubut, Argentina | ||
| 593 | |a Research Area, Angel H. Roffo Institute of Oncology, University of Buenos Aires, Av. San Martín 5481 (C1417DTB), Buenos Aires, Argentina | ||
| 690 | 1 | 0 | |a ASTEREAE |
| 690 | 1 | 0 | |a NARDOPHYLLUM BRYOIDES |
| 690 | 1 | 0 | |a SECO-CHILIOLIDIC ACID |
| 690 | 1 | 0 | |a SECO-ENT-HALIMANE |
| 690 | 1 | 0 | |a TERPENOID |
| 690 | 1 | 0 | |a ANTINEOPLASTIC AGENT |
| 690 | 1 | 0 | |a DITERPENE |
| 690 | 1 | 0 | |a DRUG DERIVATIVE |
| 690 | 1 | 0 | |a OLEANOLIC ACID |
| 690 | 1 | 0 | |a TERPENE |
| 690 | 1 | 0 | |a ANTINEOPLASTIC AGENT |
| 690 | 1 | 0 | |a TERPENE |
| 690 | 1 | 0 | |a ARTICLE |
| 690 | 1 | 0 | |a ASTERACEAE |
| 690 | 1 | 0 | |a CHEMICAL STRUCTURE |
| 690 | 1 | 0 | |a CHEMISTRY |
| 690 | 1 | 0 | |a DRUG SCREENING |
| 690 | 1 | 0 | |a HUMAN |
| 690 | 1 | 0 | |a ISOLATION AND PURIFICATION |
| 690 | 1 | 0 | |a NUCLEAR MAGNETIC RESONANCE |
| 690 | 1 | 0 | |a ANALOGS AND DERIVATIVES |
| 690 | 1 | 0 | |a ASTERACEAE |
| 690 | 1 | 0 | |a ISOLATION AND PURIFICATION |
| 690 | 1 | 0 | |a ANTINEOPLASTIC AGENTS, PHYTOGENIC |
| 690 | 1 | 0 | |a ASTERACEAE |
| 690 | 1 | 0 | |a DITERPENES |
| 690 | 1 | 0 | |a DRUG SCREENING ASSAYS, ANTITUMOR |
| 690 | 1 | 0 | |a HUMANS |
| 690 | 1 | 0 | |a MOLECULAR STRUCTURE |
| 690 | 1 | 0 | |a NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR |
| 690 | 1 | 0 | |a OLEANOLIC ACID |
| 690 | 1 | 0 | |a TERPENES |
| 690 | 1 | 0 | |a ASTEREAE |
| 690 | 1 | 0 | |a NARDOPHYLLUM BRYOIDES |
| 690 | 1 | 0 | |a ANTINEOPLASTIC AGENTS, PHYTOGENIC |
| 690 | 1 | 0 | |a ASTERACEAE |
| 690 | 1 | 0 | |a DITERPENES |
| 690 | 1 | 0 | |a DRUG SCREENING ASSAYS, ANTITUMOR |
| 690 | 1 | 0 | |a HUMANS |
| 690 | 1 | 0 | |a MOLECULAR STRUCTURE |
| 690 | 1 | 0 | |a NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR |
| 690 | 1 | 0 | |a OLEANOLIC ACID |
| 690 | 1 | 0 | |a TERPENES |
| 651 | 4 | |a ARGENTINA | |
| 651 | 4 | |a ARGENTINA | |
| 651 | 4 | |a ARGENTINA | |
| 700 | 1 | |a Mazzuca, M. | |
| 700 | 1 | |a Veloso, M.J. | |
| 700 | 1 | |a Fernández, L.R. | |
| 700 | 1 | |a Siless, G. | |
| 700 | 1 | |a Puricelli, L. | |
| 700 | 1 | |a Palermo, J.A. | |
| 773 | 0 | |d 2010 |g v. 71 |h pp. 1395-1399 |k n. 11-12 |p Phytochemistry |x 00319422 |w (AR-BaUEN)CENRE-88 |t Phytochemistry | |
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| 856 | 4 | 0 | |u https://hdl.handle.net/20.500.12110/paper_00319422_v71_n11-12_p1395_Sanchez |y Handle |
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