Mirasorvone: A masked 20-keptopregnane from the defensive secretion of a diving beetle (Thermonectus mamoratus).
The sunburst diving beetle, Thermonectus marmoratus, ejects a milky fluid fromits prothoracic defensive glands when disturbed. Two major volatile components of this secretion are steroids; cybisterone (structure 7) constitutes about 20% of the volatiles, and a new steroid, mirasorvone, about 50%. Mirasorvone is assigned an 18-oxygenated pregnane structure (structure 9) on the basis of extensive spectroscopic data. Although no 18-oxygenated steroid has been described previously from an insect source, a closely related hormone with mineralocorticoid activity, 18-hydroxydeoxycorticosterone (structure 13), has been isolated from the adrenal glands of rats.
|Main Author:||Meinwald, Jerrold.|
|Other Authors:||Huang, Qing., Vrkoc, Jan., Herath, Kithsiri., Yang, Zhi-Cai., Schroder, Frank., Attygalle, Athula., Iyengar, Vikram., Morgan, Randy., Eisner, Thomas.|