Cytotoxic holostane-type triterpene glycosides from the sea cucumber pentacta quadrangularis

Planta Medica

Volumn 76, Issue 16, 2010, Pages 1900-1904

  Han, Hua ^a   Xu, Qiang Zhi ^b   Tang, Hai Feng ^c   Yi, Yang Hua ^b   Gong, Wei ^b  

^a ZHEJIANG UNIVERSITY   (China)

^b SECOND MILITARY MEDICAL UNIVERSITY   (China)

^c FOURTH MILITARY MEDICAL UNIVERSITY   (China)

Author keywords

Cucumariidae; cytotoxicity; Pentacta quadrangularis; sea cucumber; triterpene glycosides

Indexed keywords

GLYCOSIDE; PENTACTASIDE I; PENTACTASIDE II; PENTACTASIDE III; PHILINOPSIDE A; PHILINOPSIDE B; UNCLASSIFIED DRUG;

ARTICLE; CANCER CELL CULTURE; CARBOHYDRATE ANALYSIS; CARBON NUCLEAR MAGNETIC RESONANCE; DRUG CYTOTOXICITY; DRUG STRUCTURE; ELECTROSPRAY MASS SPECTROMETRY; HETERONUCLEAR MULTIPLE BOND CORRELATION; HETERONUCLEAR MULTIPLE QUANTUM COHERENCE; IC 50; MASS FRAGMENTOGRAPHY; PENTACTA QUADRANGULARIS; PROTON NUCLEAR MAGNETIC RESONANCE; SEA CUCUMBER;

ANIMALS; ANTINEOPLASTIC AGENTS; CELL LINE, TUMOR; GLYCOSIDES; HUMANS; MOLECULAR STRUCTURE; NEOPLASMS; SAPONINS; SEA CUCUMBERS; TRITERPENES;

CUCUMARIIDAE; HOLOTHUROIDEA; PENTACTA;

EID: 78349239336     PISSN: 00320943     EISSN: 14390221     Source Type: Journal    
DOI: 10.1055/s-0030-1249854     Document Type: Article

References (17)

1. Chludil H D., Muniain C C., Seldes A M., Maier M S. Cytotoxic and antifungal triterpene glycosides from the Patagonian sea cucumber Hemoiedema spectabilis. J Nat Prod 2002 65 860-865
2. Stonik V A., Elyakov G B. Secondary metabolites from echinoderms as chemotaxonomic markers. Scheuer PJ Bioorganic marine chemistry. Berlin Springer 1988 43-86
3. Maier M S., Roccatagliata A J., Kuriss A, Cludil H, Seldes A M., Pujol C A., Damonte E B. Two new cytotoxic and virucidal trisulfated triterpene glycosides from the Antarctic sea cucumber Staurocucumis liouvillei. J Nat Prod 2001 64 732-736
4. Liao Y L. Chinese Fauna Echinodermata Holothuroidea. Beijing Science Press 1997 101-103
5. Yi Y H., Xu Q Z., Li L, Zhang S L., Wu H M., Ding J, Tong Y G., Tan W F., Li M H., Tian F, Wu J H., Liaw C C., Bastow K F., Lee K H. Philinopsides A and B, two new sulfated triterpene glycosides from the sea cucumber Pentacta quadrangularis. Helv Chim Acta 2006 89 54-64
6. Zhang S L., Li L, Yi Y H., Sun P. Philinopsides E and F, two new sulfated triterpene glycosides from the sea cucumber Pentacta quadrangularis. Nat Prod Res 2006 20 399-407 (Pubitemid 43675138)
7. Tong Y G., Zhang X W., Tian F, Yi Y H., Xu Q Z., Li L, Tong L J., Lin L P., Ding J. Philinopside A, a novel marine-derived compound possessing dual anti-angiogenic and anti-tumor effects. Int J Cancer 2005 114 843-853
8. Tian F, Zhang X W., Tong Y G., Yi Y H., Zhang S L., Li L, Sun P, Lin L P., Ding J. PE, a new sulfated saponin from sea cucumber, exhibits anti-angiogenic and anti-tumor activities in vitro and in vivo. Cancer Biol Ther 2005 4 883-884
9. 3 integrin via binding to the extracellular domain of KDR. Mol Pharmacol 2007 72 545-552
10. Han H, Yi Y H., Li L, Wang X H., Liu B S., Sun P, Pan M X. A new triterpene glycoside from the sea cucumber Holothuria leucospilota. Chin Chem Lett 2007 18 161-164
11. Zhang S Y., Yi Y H., Tang H F. Cytotoxic sulfated triterpene glycosides from the sea cucumber Pseudocolochirus violaceus. Chem Biodivers 2006 3 807-817
12. Stonik V A., Kalininn V I., Avilov S A. Toxins from sea cucumbers (Holothuroids): chemical structures, properties, taxonomic distribution, biosynthesis and evolution. J Nat Toxins 1999 8 235-239
13. Avilov S A., Kalinin V I., Smirnov A V. Use of triterpene glycosides for resolving taxonomic problems in the sea cucumber genus Cucumaria (Holothurioidea, Echinodermata). Biochem Syst Ecol 2004 32 715-733
14. Hegde V R., Chan T M., Pu H Y., Gullo V P., Patel M G., Das P, Wagner N, Parameswaran P S., Naik C G. Two selective novel triterpene glycosides from sea cucumber, Telenota ananas: inhibitors of chemokine receptor-5. Bioorg Med Chem Lett 2002 12 3203-3205
15. 1 from the holothurian Cucumaria fraudatrix. Chem Nat Compd 1983 19 624-625
16. 1 a new triterpene glycoside from the holothurian Cucumaria fraudatrix. Chem Nat Compd 1985 21 228-232
17. Skehan P, Storeng R, Scudiero D, Monks A, McMahon J, Vistica D, Warren J T., Bokesch H, Kenney S, Boyd M R. New colorimetric cytotoxicity assay for anticancer-drug screening. J Natl Cancer Inst 1990 82 1107-1112