Tropical Marine Algae. X. Isolaurefucin Methyl Ether, a New Lauroxocane Derivative From the Red Alga Dasyphila plumariodes

Abstract

An investigation of the red alga Dasyphila plumariodes resulted in the isolation of the new metabolite isolaurefucin methyl ether [(1S,3R,4S,6S,7S,9S)-4-bromo-3-ethyl-6-methyloxy-9-[(2E)-pent-2-en-4-ynyl]-2,8-dioxabicyclo[5.2.1] decane ] (1), and the previously reported metabolite chlorofucin (2). Complete and unambiguous n.m.r. assignments are provided for (1) and (2). The absolute configuration assigned to (1) is tentative, and is based on its spectral similarity and co-occurrence with (2).