Four alkaloids, lucidine B, oxolucidine A, lucidine A, and lucidulinone from Lycopodium lucidulum.

Abstract:

:The structures of four alkaloids extracted from Lycopodium lucidulum (Lycopodiaceae) were established by X-ray and 2D NMR spectroscopic analyses. The dihydro-derivative of oxolucidine A, which was obtained by NaBH4 reduction of oxolucidine A, was treated with p-bromobenzoyl chloride to afford crystals, whose X-ray crystallographic analysis established the stereostructure, including the absolute configuration. The 2D NMR spectra of tetrahydrodeoxylucidine B were fully analyzed to establish the full structure of lucidine B, and the hitherto unknown stereochemistry at the C-14 position was established as beta-H. The structure of a new alkaloid, lucidulinone, was determined by spectroscopic analysis to be luciduline lactam.

journal_name

Phytochemistry

journal_title

Phytochemistry

authors

Tori M,Shimoji T,Shimura SE,Takaoka S,Nakashima K,Sono M,Ayer WA

doi

10.1016/s0031-9422(99)00592-0

subject

Has Abstract

pub_date

2000-02-01 00:00:00

pages

503-9

issue

4

eissn

0031-9422

issn

1873-3700

pii

S0031942299005920

journal_volume

53

pub_type

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