Antifungal Triterpene Glycosides from the Sea Cucumber Holothuria (Microthele) axiloga

 

 Buy Article Permissions and Reprints

Abstract

Three new holostan-type triterpene glycosides, arguside F (1), impatienside B (2), and pervicoside D (3), together with a known saponin, holothurin B (4) were isolated from the sea cucumber Holothuria (Microthele) axiloga H. L. Clark. On the basis of spectroscopic data and chemical reactions, the structures of the new compounds were elucidated. Compound 2 showed significant antifungal activities against six strains (1 ≤ MIC₈₀ ≤ 4 µg/mL). The stereochemistry of holothurin B (4) isolated from the title sea cucumber was also solved through X‐ray diffraction analysis.

References

• 1 Kitagawa I, Kobayashi M, Hori M, Kyogoku Y. Marine natural products. VIII. Four lanostane-type triterpene oligoglycosides, bivittosides A, B, C, and D, from the okinawan sea cucumber Bohadschia bivittata Mitsukuri.  Chem Pharm Bull. 1989;  37 61-67
  CrossrefPubMedGoogle Scholar
• 2 Yuan W H, Yi Y H, Tang H F, Xue M, Wang Z L, Sun G Q, Zhang W, Liu B S, Li L, Sun P. Two new holostan-type triterpene glycosides from the sea cucumber Bohadschia marmorata Jaeger.  Chem Pharm Bull. 2008;  56 1207-1211
  CrossrefPubMedGoogle Scholar
• 3 Yuan W H, Yi Y H, Xue M, Zhang H W, La M P. Two antifungal active triterpene glycosides from sea cucumber Holothuria (Microthele) axiloga.  Chin J Nat Med. 2008;  6 105-108
  CrossrefPubMedGoogle Scholar
• 4 Zhang J D, Xu Z, Cao Y B, Chen H S, Yan L, An M M, Gao P H, Wang Y, Jia X M, Jiang Y Y. Antifungal activities and action mechanisms of compounds from Tribulus terrestris L.  J Ethnopharmacol. 2006;  103 76-84
  CrossrefPubMedGoogle Scholar
• 5 Kitagawa I, Kobayashi M, Inamoto T, Fuchida M, Kyogoku Y. Marine natural products. XIV. Structures of echinosides A and B, antifungal lanostane-oligosides from the sea cucumber Actinopyga echinites (Jaeger).  Chem Pharm Bull. 1985;  33 5214-5224
  PubMedGoogle Scholar
• 6 Liu B S, Yi Y H, Li L, Zhang S L, Han H, Weng Y Y, Pan M X. A new cytotoxic triterpene glycoside from the sea cucumber Bohadschia argus Jaeger.  Chem Biodivers. 2007;  4 2845-2851
  CrossrefPubMedGoogle Scholar
• 7 Breitmaier E, Voelter W. Carbon-13 NMR spectroscopy, 3rd edn. Weinheim; VCH 1990: 379-400
  Google Scholar
• 8 Rodriguez J, Castro R, Riguera R. Holothurinosides: new antitumour non sulphated triterpenoid glycosides from the sea cucumber Holothuria forskalii.  Tetrahedron. 1991;  47 4753-4762
  CrossrefPubMedGoogle Scholar
• 9 Sun P, Liu B S, Yi Y H, Li L, Gui M, Tang H F, Zhang D Z, Zhang S L. A new cytotoxic lanostane-type triterpene glycoside from the sea cucumber Holothuria impatiens.  Chem Biodivers. 2007;  4 450-457
  CrossrefPubMedGoogle Scholar
• 10 Kitagawa I, Kobayashi M, Son B W, Suzuki S, Kyogoku Y. Marine natural products. XIX. Pervicosides A, B, and C, lanostane-type triterpene-oligoglycoside sulfates from the sea cucumber Holothuria pervicax.  Chem Pharm Bull. 1989;  37 1230-1234
  CrossrefPubMedGoogle Scholar

Prof. Hai-Feng Tang

Department of Pharmacy
Xijing Hospital
Fourth Military Medical University

Xi'an 710032

People's Republic of China

Phone: + 86 29 84 77 54 71

Fax: + 86 29 84 77 54 71

Email: tanghaifeng71@163.com

• Supplementary Material