Report an error   


Submitted: 14 June 2018 Modified: 14 June 2018
HERDIN Record #: R10-MSUIIT-18061415095490

Anti-fertilization activity of a spirocyclic sesquiterpene isocyanide isolated from the marine sponge Geodia exigua and related compounds.

Emi   Ohta,
Mylene   .  UY,
Shinji  Ohta,
Mihoko   YANAI,
Toshifumi  HIRATA,
Susumu Ikegami

See More

(−)-10-epi-Axisonitrile-3, a spirocyclic sesquiterpene isocyanide obtained from the marine sponge Geodia exigua, immobilized sperm of sea urchin and starfish to block fertilization at the minimum effective concentration of 0.4 μg/ml. On the other hand, fertilized eggs developed normally to the gastrula stage in the presence of a 250-times higher concentration of the isocyanide. Analysis by 31P NMR revealed an accumulation of phosphocreatine and a depletion of inorganic phosphate in the isocyanide-treated sperm, suggesting that (−)-10-epi-axisonitrile-3 inhibited the phosphocreatine shuttle participating in the high-energy phosphate metabolism, thereby immobilizing sperm to block fertilization. No analogs of (−)-10-epi-axisonitrile-3 containing different functionalities or isocyanides with different carbon skeleton exhibited such activity.

Publication Type
Journal
Publication Sub Type
Journal Article, Reprint
Title
Bioscience, Biotechnology, and Biochemistry
Publication Date
2008
Volume
72
Issue
7
Page(s)
1764-1771
LocationLocation CodeAvailable FormatAvailability
Office of the Vice Chancellor for Research and Extension, Mindanao State University-Iligan Institute Technology Fulltext (Download)

Copyright © One Window Project 2018. All rights reserved.