Novel pyrroloquinoline ribosides from the South African latrunculid sponge Strongylodesma aliwaliensis

Two novel pyrroloquinoline ribosides, N-1-beta-D-ribofuranosylclamirone C (1), and N-1-beta-D-ribofuranosylmakaluvamine 1 (2) were isolated from a new species of South African latrunculid sponge, Strongylodcsma aliwaliensis. Standard spectroscopic techniques were used to determine the structures of 1 and 2. Molecular modeling studies and NOESY data of I and 2, in combination with chiral GC analysis of their derivatized acid hydrolysis products, established the beta-D-configuration of the ribofuranose moieties. (C) 2004 Elsevier Ltd. All rights reserved.