Structures and cytotoxic properties of cucumariosides H2, H 3 and H4 from the sea cucumber Eupentacta fraudatrix

Natural Product Research

Volumn 26, Issue 19, 2012, Pages 1765-1774

  Silchenko, Alexandra S ^a   Kalinovsky, Anatoly I ^a   Avilov, Sergey A ^a   Andryjaschenko, Pelageya V ^a   Dmitrenok, Pavel S ^a   Yurchenko, Ekaterina A ^a   Kalinin, Vladimir I ^a  

^a PACIFIC INSTITUTE OF BIOORGANIC CHEMISTRY   (Russian Federation)

Author keywords

3 O methyl D xylose; cucumarioside H2; cucumarioside H3; cucumarioside H4; cytotoxic activities; Eupentacta fraudatrix; sea cucumbers; triterpene glycosides

Indexed keywords

CUCUMARIOSIDE H2; CUCUMARIOSIDE H3; CUCUMARIOSIDE H4; GLYCOSIDE; HYDROXYL GROUP; TRITERPENE DERIVATIVE; UNCLASSIFIED DRUG;

ANIMAL CELL; ANIMAL TISSUE; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL BOND; DRUG CYTOTOXICITY; DRUG STRUCTURE; EHRLICH ASCITES TUMOR CELL; EUPENTACTA FRAUDATRIX; HEMOLYSIS; MOUSE; NONHUMAN; PROTON NUCLEAR MAGNETIC RESONANCE; SEA CUCUMBER; SPLEEN LYMPHOCYTE;

ANIMALS; CARBOHYDRATE CONFORMATION; CARBOHYDRATE SEQUENCE; CARCINOMA, EHRLICH TUMOR; DOSE-RESPONSE RELATIONSHIP, DRUG; DRUG EVALUATION, PRECLINICAL; ERYTHROCYTES; GLYCOSIDES; HEMOLYTIC AGENTS; LYMPHOCYTES; MAGNETIC RESONANCE SPECTROSCOPY; MICE; MOLECULAR STRUCTURE; SEA CUCUMBERS; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION; SPLEEN; TRITERPENES;

EUPENTACTA FRAUDATRIX; HOLOTHUROIDEA;

EID: 84866528107     PISSN: 14786419     EISSN: 14786427     Source Type: Journal    
DOI: 10.1080/14786419.2011.602637     Document Type: Article

References (36)

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19. 1-new triterpene glycoside from the sea cucumber Eupentacta fraudatrix. Khimia Prirodnykh Soedinenij, 2: 244-248.
20. 2-two new triterpene glycosides from the sea cucumber Eupentacta fraudatrix. Khimia Prirodnykh Soedinenij, 6: 831-837.
21. Aminin, DL, Silchenko, AS, Avilov, SA, Stepanov, VG, and, Kalinin, VI. 2009. Cytotoxic action of some triterpene glycosides from sea cucumbers (genus Cucumaria) on mouse spleen lymphocytes. Inhibition of nonspecific esterase. Natural Product Communications, 4: 773-776.
22. 2, a novel nonholostane glycoside from the sea cucumber Eupentacta fraudatrix. Journal of Natural Products, 57: 1166-1171. (Pubitemid 24279036)
23. Avilov, SA, Antonov, AS, Drozdova, OA, Kalinin, VI, Kalinovsky, AI, Stonik, VA, Jimenez, C. 2000a. Triterpene glycosides from the Far-Eastern sea cucumber Pentamera calcigera. 1. Monosulfated glycosides and cytotoxicity of their unsulfated derivatives. Journal of Natural Products, 63: 65-71. (Pubitemid 30078772)
24. Avilov, SA, Antonov, AS, Drozdova, OA, Kalinin, VI, Kalinovsky, AI, Riguera, R, Jimenez, C. 2000b. Triterpene glycosides from the far-eastern sea cucumber Pentamera calcigera II: Disulfated glycosides. Journal of Natural Products, 63: 1349-1355.
25. Bonnard, I, and, Rinehart, KL. 2004. Thyonosides A and B, two new saponins from the holothurian Thyone aurea. Tetrahedron, 60: 2987-2992. (Pubitemid 38326948)
26. Elyakov, GB, and, Peretolchin, NV. 1970. Cucumarioside C-new triterpene glycoside from the sea cucumber Cucumaria fraudatrix. Khimia Prirodnykh Soedinenij, 5: 637-638.
27. Freshney, RI. 1994. Culture of animal cells: A manual of basic technique, New York: Wiley-Liss.
28. Kalinin, VI. 2000. System-theoretical (holistic) approach to the modelling of structural-functional relationships of biomolecules and their evolution: An example of triterpene glycosides from sea cucumbers (Echinodermata, Holothurioidea). Journal of Theoretical Biology, 206: 151-168.
29. Kalinin, VI, Afyatullov, SS, and, Kalinovsky, AI. 1988. Triterpene glycosides from the sea cucumber Eupentacta pseudoquinquiesemita. Khimia Prirodnykh Soedinenij, 2: 221-225.
30. 3-minor teiterpene glycoside from the sea cucumber Eupentacta fraudatrix. Khimia Prirodnykh Soedinenij, 5: 729-730.
31. Kalinin, VI, Kalinovsky, AI, and, Stonik, VA. 1987. Onekotanogenin-new triterpene genine from the sea cucumber Psolus fabricii. Khimia Prirodnykh Soedinenij, 5: 674-678.
32. 4-new triterpene glycoside from the sea cucumber Eupentacta fraudatrix. Khimia Prirodnykh Soedinenij, 6: 691-694.
33. Kalinin, VI, Aminin, DL, Avilov, SA, Silchenko, AS, and, Stonik, VA. 2008. Triterpene glycosides from sea cucumbers (Holothurioidae, Echinodermata), biological activities and functions. In Studies in natural product chemistry (Bioactive natural products), Edited by: Atta-ur-Rahman,. Vol. 35, 135-196. The Netherlands: Elsevier Science Publisher.
34. Prokofieva, NG, Kalinovskaya, NI, Chaikina, EL, and, Kuznetsova, TA. 1999. The hemolytic activity of the cyclic acyldepsipeptides from marine isolate of Bacillus pumilus. In Biodiversity and allelopathy: From organisms to ecosystems in the Pacific, Edited by: Chou, CH, Waller, GR and Reinhardt, C. 199-203. Taipei: Academia Sinica.
35. 13C NMR spectroscopy in chemistry of carbohydrates and relative compounds. Bioorganicheskaya Khimiya, 2: 437-497.
36. Silchenko, AS, Avilov, SA, Antonov, AS, Kalinin, VI, Kalinovsky, AI, Smirnov, AV, Jimenes, C. 2002. Triterpene glycosides from the deep-water North-Pacific sea cucumber Synallactes nozawai Mitsukuri. Journal of Natural Products, 65: 1802-1808. (Pubitemid 36055427)