Antifungal nortriterpene and triterpene glycosides from the sea cucumber Apostichopus japonicus Selenka

Food Chemistry

Volumn 132, Issue 1, 2012, Pages 295-300

  Wang, Zenglei ^a,c   Zhang, Hongwei ^a   Yuan, Weihua ^a   Gong, Wei ^a   Tang, Hua ^a   Liu, Baoshu ^a   Krohn, Karsten ^b   Li, Ling ^a   Yi, Yanghua ^a   Zhang, Wen ^a  

^a SECOND MILITARY MEDICAL UNIVERSITY   (China)

^b UNIVERSITY OF PADERBORN   (Germany)

^c PENNSYLVANIA STATE UNIVERSITY   (United States)

Author keywords

Antifungal activity; Apostichopus japonicas; Nortriterpene glycoside; Sea cucumber; Triterpene glycoside

Indexed keywords

CHEMICAL BONDS; CHEMICAL COMPOUNDS; FUNGI; SPECTROSCOPIC ANALYSIS; SUGARS;

AGLYCONES; ANTI-FUNGAL; ANTI-FUNGAL ACTIVITY; APOSTICHOPUS JAPONICAS; APOSTICHOPUS JAPONICUS; CARBOHYDRATE CHAINS; CHEMICAL METHOD; DOUBLE BONDS; ECONOMIC VALUES; IN-VITRO; SEA CUCUMBER; STRUCTURE-ACTIVITY; TERMINAL DOUBLE BONDS; TRITERPENES;

GLYCOSIDES;

26 NOR 25 OXO HOLOTOXIN A1; AGLYCONE; AMPHOTERICIN B; ANTIFUNGAL AGENT; CARBOHYDRATE; CLADOLOSIDE B; FLUCONAZOLE; GLYCOSIDE; HOLOTOXIN A1; HOLOTOXIN D; HOLOTOXIN G; ITRACONAZOLE; KETOCONAZOLE; LACTONE; NORTRITERPENE; TERBINAFINE; TERPENE DERIVATIVE; TRITERPENE DERIVATIVE; UNCLASSIFIED DRUG; VORICONAZOLE; TRITERPENE;

ANIMAL EXPERIMENT; ANTIFUNGAL ACTIVITY; APOSTICHOPUS JAPONICUS; ARTHRODERMA GYPSEUM; ARTICLE; ASPERGILLUS FUMIGATUS; CANDIDA ALBICANS; CANDIDA TROPICALIS; CONTROLLED STUDY; CRYPTOCOCCUS NEOFORMANS; DRUG STRUCTURE; IN VITRO STUDY; NONHUMAN; SEA CUCUMBER; SOCIOECONOMICS; SPECTROSCOPY; STRUCTURE ACTIVITY RELATION; TRICHOPHYTON RUBRUM; ANIMAL; CHEMISTRY;

APOSTICHOPUS; APOSTICHOPUS JAPONICUS; HOLOTHUROIDEA;

ANIMALS; ANTIFUNGAL AGENTS; SEA CUCUMBERS; TRITERPENES;

EID: 84355162824     PISSN: 03088146     EISSN: 18737072     Source Type: Journal    
DOI: 10.1016/j.foodchem.2011.10.080     Document Type: Article

References (20)

1. A.S. Antonov, S.A. Avilov, A.I. Kalinovsky, S.D. Anastyuk, P.S. Dmitrenok, E.V. Evtushenko, V.I. Kalinin, A.V. Smirnov, S. Taboada, M. Ballesteros, C. Avila, and V.A. Stonik Triterpene glycosides from antarctic sea cucumbers. 1. Structure of liouvillosides A1, A2, A3, B1, and B2 from the sea cucumber staurocucumis liouvillei: new procedure for separation of highly polar glycoside fractions and taxonomic revision Journal of Natural Products 71 2008 1677 1685
2. S.A. Avilov, and V.A. Stonik New triterpene glycosides from Cladolabes sp. holothurian. Khimiya Prirodnykh Soedinenii 5 1988 764 765
3. F.X. Cui, C.H. Xue, Z.J. Li, Y.Q. Zhang, P. Dong, X.Y. Fu, and X. Gao Characterization and subunit composition of collagen from the body wall of sea cucumber Stichopus japonicus Food Chemistry 100 2007 1120 1125 (Pubitemid 44062195)
4. H. Han, Q.Z. Xu, H.F. Tang, Y.H. Yi, and W. Gong Cytotoxic holostane-type triterpene glycosides from the sea cucumber Pentacta quadrangularis Planta Medica 76 2010 1900 1904
5. K. Isao, Y. Hideaki, K. Motomasa, N. Takao, Y. Itiro, and S. Tamio Saponin and sapogenol. XXVII. Revised structures of holotoxin A and holotoxin B, two antifungal oligoglycosides from the sea cucumber Stichopus japonicus SELENKA Chemical & Pharmaceutical Bulletin 26 1978 3722 3731
6. I. Kitagawa, M. Kobayashi, T. Inamoto, T. Yasuzawa, Y. Kyogoku, and M. Kido Stichlorogenol and dehydrostichlorogenol, genuine aglycones of stichloroside A1, B1, C1 and A2, B2, C2, from the sea cucumber Stichopus chloronotus (Brandt) Chemical & Pharmaceutical Bulletin 29 1981 1189 1192
7. I. Kitagawa, T. Sugawara, and I. Yosioka Saponin and sapogenol.15. Antifungal glycosides from sea cucumber Stichopus japonicus Selenka.2. Structures of holotoxin A and holotoxin B. Chemical & Pharmaceutical Bulletin 24 1976 275 284
8. Y.L. Liao Fauna sinica invertebrata echinodermata holothuroidea 1997 Science Press Beijing
9. B.S. Liu, Y.H. Yi, L. Li, S.L. Zhang, H. Han, Y.Y. Weng, and M.X. Pan Arguside A: a new cytotoxic triterpene glycoside from the sea cucumber Bohadschia argus JAEGER Chemistry & Biodiversity 4 2007 2845 2851
10. I.I. Maltsev, V.A. Stonik, A.I. Kalinovsky, and G.B. Elyakov Triterpene glycosides from sea cucumber stichopus japonicus Selenka Comparative Biochemistry and Physiology B-Biochemistry & Molecular Biology 78 1984 421 426
11. T. Miyamoto, K. Togawa, R. Higuchi, T. Komori, and T. Sasaki Structures of 4 new triterpenoid oligoglycosides: DS-Penaustroside A, B, C, and D from the sea-cucumber Pentacta australis Journal of Natural Products 55 1992 940 946
12. G. Moraes, P.T. Northcote, A.S. Silchenko, A.S. Antonov, A.I. Kalinovsky, P.S. Dmitrenok, S.A. Avilov, V.I. Kalinin, and V.A. Stonik Mollisosides A, B1, and B2: minor triterpene glycosides from the New Zealand and South Australian sea cucumber Australostichopus mollis Journal of Natural Products 68 2005 842 847 (Pubitemid 41017495)
13. S. Shimada Antifungal steroid glycoside from sea cucumber Science 163 1969 1462
14. A.S. Silchenko, S.A. Avilov, V.I. Kalinin, A.I. Kalinovsky, P.S. Dmitrenok, S.N. Fedorov, V.G. Stepanov, Z. Dong, and V.A. Stonik Constituents of the sea cucumber Cucumaria okhotensis. Structures of okhotosides B1-B3 and cytotoxic activities of some glycosides from this species Journal of Natural Products 71 2008 351 356 (Pubitemid 351549355)
15. C.H. Xue, L.F. Yu, P. Dong, J. Xu, Z.J. Li, and Y. Xue Isolation and identification of three triterpene glycosides from sea cucumber Apostichopus japonicus Selenka of Qingdao Periodical of Ocean University of China 40 2010 60 65
16. W.H. Yuan, Y.H. Yi, R.X. Tan, Z.L. Wang, G.Q. Sun, M. Xue, H.W. Zhang, and H.F. Tang Antifungal triterpene glycosides from the sea cucumber Holothuria (Microthele) axiloga Planta Medica 75 2009 647 653
17. W.H. Yuan, Y.H. Yi, H.F. Tang, M. Xue, Z.L. Wang, G.Q. Sun, W. Zhang, B.S. Liu, L. Li, and P. Sun Two new holostan-type triterpene glycosides from the sea cucumber Bohadschia marmorata JAEGER Chemical & Pharmaceutical Bulletin 56 2008 1207 1211
18. J.D. Zhang, Z. Xu, Y.B. Cao, H.S. Chen, L. Yan, M.M. An, P.H. Gao, Y. Wang, X.M. Jia, and Y.Y. Jiang Antifungal activities and action mechanisms of compounds from Tribulus terrestris Journal of Ethnopharmacology 103 2006 76 84 (Pubitemid 41681145)
19. S.Y. Zhang, Y.H. Yi, and H.F. Tang Bioactive triterpene glycosides from the sea cucumber Holothuria fuscocinerea Journal of Natural Products 69 2006 1492 1495
20. Z.R. Zou, Y.H. Yi, H.M. Wu, X.S. Yao, L.J. Du, J.H. Wu, C.C. Liaw, and K.H. Lee Intercedensides D-1, cytotoxic triterpene glycosides from the sea cucumber Mensamaria intercedens Lampert Journal of Natural Products 68 2005 540 546