Structure characterization, biomimetic total synthesis, and optical purityof two new pyrrolidine alkaloids, pandamarilactonine-A and -B, isolated from Pandanus amaryllifolius Roxb.

Citation
H. Takayama et al., Structure characterization, biomimetic total synthesis, and optical purityof two new pyrrolidine alkaloids, pandamarilactonine-A and -B, isolated from Pandanus amaryllifolius Roxb., J AM CHEM S, 122(36), 2000, pp. 8635-8639
Citations number
16
Categorie Soggetti
Chemistry & Analysis",Chemistry
Journal title
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
ISSN journal
00027863 → ACNP
Volume
122
Issue
36
Year of publication
2000
Pages
8635 - 8639
Database
ISI
SICI code
0002-7863(20000913)122:36<8635:SCBTSA>2.0.ZU;2-Z
Abstract
Two new alkaloids, both possessing a pyrrolidinyl alpha,beta-unsaturated ga mma-lactone residue and a gamma-alkylidene alpha,beta-unsaturated gamma-lac tone residue, were isolated from a tropical medicinal plant, Pandanus amary llifolius Roxb. Their structures were deduced by spectroscopic analysis inc luding the new NMR technique PFG J-HMBC 2D spectroscopy and then confirmed by biomimetic total synthesis. It was found that one diastereoisomer, panda marilactonine-A (1), comprised a mixture enriched with (+)-enantiomer, whil e another diastereomeric isomer, pandamarilactonine-B (2), occurred as a ra cemate.