(−)-Complanine, an inflammatory substance of marine fireworm: a synthetic study

• Kazuhiko Nakamura,
• Yu Tachikawa and
• Daisuke Uemura

Beilstein J. Org. Chem. 2009, 5, No. 12, doi:10.3762/bjoc.5.12

• inflammatory substance of Eurythoe complanata, was accomplished by a “chiral synthon” approach. The absolute configuration of this molecule was determined to be R. Keywords: chiral synthon; complanine; inflammatory substance; marine fireworm; total synthesis; Introduction Toxic marine annelids were first

• actual toxic substance of these animals has remained unknown. We recently isolated a novel amphipathic substance, named complanine (Figure 1), from an amphinomid polychaete, Eurythoe complanata (Figure 2). Complanine has been identified as an inflammatory substance by bioassay-guided separations; and the