Ecuadorin, a novel tetranortriterpenoid of Guarea kunthiana : structure elucidation by 2-D NMR spectroscopy

Ecuadorin (1), C 29 H 34 O 10 , a novel tetranortriterpenoid, has been isolated from Guareakunthiana (Meliaceae) collected in Ecuador. Its structure has been established by spectroscopic methods, mainly 2-D NMR spectroscopy; the value of the FLOCK pulse sequence in the determination of 2- and 3-bond...

Full description

Saved in:
Bibliographic Details
Published in:Canadian journal of chemistry 1992-05, Vol.70 (5), p.1260-1264
Main Authors: Mootoo, Baldwin S., Játiva, Cumandá, Tinto, Winston F., Reynolds, William F., McLean, Stewart
Format: Article
Language:English
Citations: Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Ecuadorin (1), C 29 H 34 O 10 , a novel tetranortriterpenoid, has been isolated from Guareakunthiana (Meliaceae) collected in Ecuador. Its structure has been established by spectroscopic methods, mainly 2-D NMR spectroscopy; the value of the FLOCK pulse sequence in the determination of 2- and 3-bond 13 C– 1 H connectivities is illustrated. Ecuadorin has been reduced to the dihydro and tetrahydro derivatives (2 and 3), and these have provided information regarding the stereochemistry of ecuadorin. Stereochemical arguments have been based on observed vicinal 1 H– 1 H coupling constants and NOE measurements, as well as on biosynthetic hypothesis.
ISSN:0008-4042
1480-3291
DOI:10.1139/v92-162