Isolation and structure elucidation of two new alkaloids, pandamarilactonine-C and -D, from Pandanus amaryllifolius and revision of relative stereochemistry of pandamarilactonine-A and -B by total synthesis.
Two new pyrrolidine alkaloids, pandamarilactonine-C and -D, were isolated from Pandanus amaryllifolius. Based on the total synthesis of pandamarilactonine-C and its related alkaloid, pandamarilactonine-A, the relative stereochemistry of pandamarilactonine-A and -B, which was previously proposed by spectroscopic analysis, was revised.
Takayama
Hiromitsu
H
Graduate School of Pharmaceutical Sciences, Chiba University, Japan. htakayam@p.chiba-u.ac.jp
Ichikawa
Tomotake
T
Kitajima
Mariko
M
Nonato
Maribel G
MG
Aimi
Norio
N
D000470:Alkaloids / Q000138:chemical synthesis / Q000737:chemistry* / Q000302:isolation & purification; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D009943:Organophosphorus Compounds / Q000138:chemical synthesis*; D031673:Pandanaceae / Q000737:chemistry*; D010679:Philippines; D011422:Propionates / Q000138:chemical synthesis*; D011759:Pyrrolidines / Q000737:chemistry* / Q000302:isolation & purification; D016339:Spectrometry, Mass, Fast Atom Bombardment; D013056:Spectrophotometry, Ultraviolet; D013237:Stereoisomerism
D000470:Alkaloids; D007202:Indicators and Reagents; D009943:Organophosphorus Compounds; D011422:Propionates; D011759:Pyrrolidines; C471395:methyl 2-(bis(2,2,2-trifluoroethyl)phosphono)propionate; C471396:pandamarilactonine-C; C471397:pandamarilactonine-D