2520-44-7Relevant articles and documents
Polyneuridine aldehyde: Structure, stability overviews and a plausible origin of flavopereirine
Ahamada, Kadiria,Benayad, Sarah,Poupon, Erwan,Evanno, Laurent
, p. 1718 - 1720 (2016)
Polyneuridine aldehyde is a key intermediate in the biosynthetic routes to the family of monoterpene indole alkaloids. The molecule is the first biosynthetic member of the sarpagan-type alkaloids and is an entry to the ajmalan-type and alstophyllan-type alkaloids. To date, no spectral description of the molecule has been reported. We provide herein a full structural description of the molecule. Polyneuridine aldehyde revealed to be highly unstable in solution with decomposition within few hours. Some degradation products were characterized including flavopereirine suggesting an artifactual origin from plant materials.
First enantiospecific total synthesis of the important biogenetic intermediates, (+)-polyneuridme and (+)-polyneuridine aldehyde, as well as 16-epi-vellosimine and macusine A
Yin, Wenyuan,Jun, Ma.,Rivas, Felix M.,Cook, James M.
, p. 295 - 298 (2007/10/03)
(Chemical Equation Presented) The first enantiospecific total synthesis of the alkaloids 16-epi-vellosimine (1), (+)-polyneuridine (2), (+)-polyneuridine aldehyde (3), and macusine A (4) is reported. The key oxidation was accomplished with the Corey-Kim reagent to provide the important biogenetic intermediates, 16-epi-vellosimine (1) and polyneuridine aldehyde (3), the latter of which is required for the conversion of the sarpagan skeleton into the ajmalan system in the biosynthesis of quebrachidine.
