Title: | "Neodictyoprolenol and dictyoprolenol, the possible biosynthetic intermediates of dictyopterenes, in the Japanese brown algae Dictyopteris" |
Author(s): | Yamamoto Y; Akakabe Y; Matsui K; Shimizu H; Kajiwara T; |
Address: | "Department of Biological Chemistry, Faculty of Agriculture, Yamaguchi University, Japan" |
ISSN/ISBN: | 0939-5075 (Print) 0341-0382 (Linking) |
Abstract: | "Neodictyoprolenol [(-)-(3S)-(1,5Z,8Z)-undecatrien-3-ol] and dictyoprolenol [(-)-(3S)-(1,5Z,8Z)-undecadien-3-ol]), which had been proposed as possible biosynthetic intermediates of the sex pheromones of marine brown algae such as dictyopterene B [(-)-trans-1-((1'E,3'Z)-hexadienyl)-2-vinylcyclopropane], D' [(+)-6-((1'Z)-butenyl)-1,4-cycloheptadiene] and C' [(+)-6-butyl-1,4-cycloheptadiene], were again identified in the essential oils from Dictyopteris prolifera, D. latiscula, and in D. undulata, together with the C11-related volatile compounds such as neodictyoprolene, dictyoprolene and dictyopterenes. Incubation of D. prolifela preparation with racemic neodictyoprolenol and dictyoprolenol as substrates showed (S)-enantioselective decreases of the added substrates and increases in dictyopterenes. From these results, a possible pathway to form dictyopterenes is discussed" |
Keywords: | Cycloheptanes/chemistry/*metabolism Fatty Alcohols/chemistry/*metabolism Molecular Conformation Molecular Structure Phaeophyta/chemistry/*metabolism Pheromones/*chemistry; |
Notes: | "MedlineYamamoto, Y Akakabe, Y Matsui, K Shimizu, H Kajiwara, T eng Germany 2001/04/17 Z Naturforsch C J Biosci. 2001 Jan-Feb; 56(1-2):6-12. doi: 10.1515/znc-2001-1-202" |