58077-31-9Relevant articles and documents
Manauealide C and Anhydrodebromoaplysiatoxin, Toxic Constituents of the Hawaiian Red Alga, Gracilaria coronopifolia
Nagai, Hiroshi,Kan, Yukiko,Fujita, Tsuyoshi,Sakamoto, Bryan,Hokama, Yoshitsugi
, p. 1011 - 1013 (1998)
Manauealide C (1) and anhydrodebromoaplysiatoxin (4), toxic constituents of the Hawaiian red alga, Gracilaria coronopifolia which has been concerned with food poisoning cases, were studied. The absolute structure of manauealide C was determined as 1 by chemical conversion and spectroscopic methods. The first complete assignment of 13C chemical shifts for anhydrodebromoaplysiatoxin (4) was established. The biological activity of 4 was also investigated.
Absolute Stereochemistries of the Aplysiatoxins and Oscillatoxin A
Moore, Richard E.,Blackman, Adrian J.,Cheuk, Chad E.,Mynderse, Jon S.,Matsumoto, Gayle K.,et al.
, p. 2484 - 2489 (2007/10/02)
Optical and proton NMR spectral studies of the aplysiatoxins and derivatives, degradation products of the toxins and an X-ray crystallographic analysis of 19,21-dibromoaplysiatoxin show that the absolute configurations of the ten asymmetric carbons are 3S,4R,7S,9S,10S,11R,12S,15S,29R,30R.The 31-nor compound, oscillatoxin A, has the same absolute stereochemistry at C(3), C(4), C(7), C(9), C(10), C(11), C(12), C(15), and C(29).