TY - JOUR
T1 - Mirasorvone
T2 - A masked 20-ketopregnane from the defensive secretion of a diving beetle (Thermonectus marmoratus)
AU - Meinwald, Jerrold
AU - Huang, Qing
AU - Vrkoč, Jan
AU - Herath, Kithsiri B.
AU - Yang, Zhi Cai
AU - Schröder, Frank
AU - Attygalle, Athula B.
AU - Iyengar, Vikram K.
AU - Morgan, Randy C.
AU - Eisner, Thomas
PY - 1998/3/17
Y1 - 1998/3/17
N2 - The sunburst diving beetle, Thermonectus marmoratus, ejects a milky fluid from its 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.
AB - The sunburst diving beetle, Thermonectus marmoratus, ejects a milky fluid from its 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.
KW - Dytiscidae
KW - Hemiketal
KW - Steroids
UR - https://www.scopus.com/pages/publications/13144282734
UR - https://www.scopus.com/pages/publications/13144282734#tab=citedBy
U2 - 10.1073/pnas.95.6.2733
DO - 10.1073/pnas.95.6.2733
M3 - Article
C2 - 9501158
AN - SCOPUS:13144282734
SN - 0027-8424
VL - 95
SP - 2733
EP - 2737
JO - Proceedings of the National Academy of Sciences of the United States of America
JF - Proceedings of the National Academy of Sciences of the United States of America
IS - 6
ER -