Euniciniatin.
Euniciniatin [4(S),7(R)-epoxy-3(R)-hydroxy-1(R),11(S) -dolabella-8(Z),12(18)-dien-13-one; (1R,3R,4S,7R,11S) -3-hydroxy-12-isopropylidene-15-oxa-1,4,8-trimethyltricyclo [9.3.0.1(4,7)]pentadec-8(Z)-3n-13-one], C20H30O3, was synthesized from a known dolabellane constituent of E. laciniata, namely, dolabellatrienone. The structure of this compound has a trans-bicyclo[9.3.0]tetradecane nucleus containing an additional 4,7-oxa bridge. The three O atoms in the molecule all belong to different functional groups, i.e. one is part of an ether bridge [O(3)-C(4) 1.452 (5) and O(3)-C(7) 1.429 (5) A], one an alcohol [O(2)-C(3) 1.429 (6) A] and one a ketone [O(1)-C(13) 1.233 (5) A].
Rodríguez
A D
AD
Department of Chemistry, University of Puerto Rico, San Juan, PR 00931, USA.
González
E
E
Huang
S D
SD
D018360:Crystallography, X-Ray; D004224:Diterpenes / Q000138:chemical synthesis / Q000737:chemistry*; D015394:Molecular Structure
D004224:Diterpenes; C105728:euniciniatin