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Abstract:

A new triterpene glycoside, pseudocnoside A (1), was isolated from the sea cucumber Pseudocnus dubiosus leoninus. The structure of the new compound was established on the basis of extensive NMR spectroscopic analysis (1H and 13C NMR, 1H,1H-COSY, HMBC, HSQC, TOCSY and NOESY), HR-ESI-MS data and chemical transformations. In addition, the cytotoxicity and antiproliferative activities of 1 and structurally related triterpene glycosides isolated from the sea cucumbers Psolus patagonicus and Hemioedema spectabilis were evaluated against cancer cell lines A-549 and HeLa. © 2013 Taylor & Francis.

Registro:

Documento: Artículo
Título:Pseudocnoside A, a new cytotoxic and antiproliferative triterpene glycoside from the sea cucumber Pseudocnus dubiosus leoninus
Autor:Careaga, V.P.; Bueno, C.; Muniain, C.; Alché, L.; Maier, M.S.
Filiación:Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Ciudad Universitaria, Pabellón 2, 1428 Buenos Aires, Argentina
Departamento de Química Biológica, Facultad de Ciencias Exactas y Naturales, Ciudad Universitaria, Pabellón 2, 1428 Buenos Aires, Argentina
Laboratorio de Ecología Química y Biodiversidad Acuática, Instituto de Investigación e Ingeniería Ambiental, Universidad Nacional de San Martín, Peatonal Belgrano 3563 1, 1650 San-Martín, Buenos Aires, Argentina
Palabras clave:antiproliferative; cytotoxic; Pseudocnus dubiosus leoninus; sulphated triterpene glycosides; glycoside; hemoiedemosides a; patagonicosides b; pseudocnoside a; triterpene; unclassified drug; antiproliferative activity; article; cancer cell culture; carbon nuclear magnetic resonance; controlled study; drug structure; Hemioedema spectabilis_ib drug isolation; heteronuclear multiple bond correlation; heteronuclear single quantum coherence; human; human cell; nonhuman; nuclear magnetic resonance spectroscopy; nuclear Overhauser effect; proton nuclear magnetic resonance; Pseudocnus dubiosus leoninus; sea cucumber; Holothuroidea; Pseudocnus dubiosus; Psolus; Animals; Antineoplastic Agents; Atlantic Ocean; Drug Screening Assays, Antitumor; Glycosides; HeLa Cells; Humans; Molecular Structure; Nuclear Magnetic Resonance, Biomolecular; Sea Cucumbers; Triterpenes
Año:2014
Volumen:28
Número:4
Página de inicio:213
Página de fin:220
DOI: http://dx.doi.org/10.1080/14786419.2012.751596
Título revista:Natural Product Research
Título revista abreviado:Nat. Prod. Res.
ISSN:14786419
CODEN:NPRAA
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_14786419_v28_n4_p213_Careaga

Referencias:

  • Careaga, V.P., Bueno, C., Muniain, C., Alché, L., Maier, M.S., Antiprolifetative, cytotoxic and hemolytic activities of a triterpene glycoside from Psolus patagonicus and its desulfated analog (2009) Chemotherapy, 55, pp. 60-68
  • Careaga, V., Munian, C., Maier, M.S., Patagonicosides B and C, two antifungal sulfated triterpene glycosides from the sea cucumber Psolus patagonicus (2011) Chemistry and Biodiversity, 8, pp. 467-475
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  • Chludil, H.D., Seldes, A.M., Maier, M.S., Cytotoxic and antifungal triterpene glycosides from the Patagonian sea cucumber Hemoiedema spectabilis (2002) Journal of Natural Products, 65, pp. 860-865
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  • Murray, A.P., Muniain, C., Seldes, A.M., Maier, M.S., Patagonicoside A: A novel antifungal disulfated triterpene glycoside from the sea cucumber Psolus patagonicus (2001) Tetrahedron, 57, pp. 9563-9568
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Citas:

---------- APA ----------
Careaga, V.P., Bueno, C., Muniain, C., Alché, L. & Maier, M.S. (2014) . Pseudocnoside A, a new cytotoxic and antiproliferative triterpene glycoside from the sea cucumber Pseudocnus dubiosus leoninus. Natural Product Research, 28(4), 213-220.
http://dx.doi.org/10.1080/14786419.2012.751596
---------- CHICAGO ----------
Careaga, V.P., Bueno, C., Muniain, C., Alché, L., Maier, M.S. "Pseudocnoside A, a new cytotoxic and antiproliferative triterpene glycoside from the sea cucumber Pseudocnus dubiosus leoninus" . Natural Product Research 28, no. 4 (2014) : 213-220.
http://dx.doi.org/10.1080/14786419.2012.751596
---------- MLA ----------
Careaga, V.P., Bueno, C., Muniain, C., Alché, L., Maier, M.S. "Pseudocnoside A, a new cytotoxic and antiproliferative triterpene glycoside from the sea cucumber Pseudocnus dubiosus leoninus" . Natural Product Research, vol. 28, no. 4, 2014, pp. 213-220.
http://dx.doi.org/10.1080/14786419.2012.751596
---------- VANCOUVER ----------
Careaga, V.P., Bueno, C., Muniain, C., Alché, L., Maier, M.S. Pseudocnoside A, a new cytotoxic and antiproliferative triterpene glycoside from the sea cucumber Pseudocnus dubiosus leoninus. Nat. Prod. Res. 2014;28(4):213-220.
http://dx.doi.org/10.1080/14786419.2012.751596