1437682-43-3Relevant articles and documents
Synthesis and biological activities of the 3,5-disubstituted indolizidine poison frog alkaloid 239Q and its congeners
Wang, Xu,Tsuneki, Hiroshi,Urata, Noriko,Tezuka, Yasuhiro,Wada, Tsutomu,Sasaoka, Toshiyasu,Sakai, Hideki,Saporito, Ralph A.,Toyooka, Naoki
, p. 7082 - 7092 (2012)
The first total synthesis of the 3,5-disubstituted indolizidine toad alkaloid 239Q from the known pyrrolidine 1 has been achieved, in seven steps with a 35 % overall yield. The relative stereochemistry of natural 239Q was determined unambiguously by comparison of GC-FTIR spectra of synthetic material with the skin extracts of the toad Melanophryniscus cupreuscapularis. The C7 congeners at the 5-position (12 and 13) showed strong antagonist activities on the α4β2 nicotinic acetylcholine receptors.