Shahidine, a novel and highly labile oxazoline from Aegle marmelos: the parent compound of aegeline and related amides

A rare alkaloid, shahidine ( 1), having an unstable oxazoline core has been isolated as a major constituent from the fresh leaves of Aegle marmelos. It is moisture-sensitive, and found to be the parent compound of aegeline and other amides, however, it is stable in dimethyl sulfoxide. Its structure...

Full description

Saved in:
Bibliographic Details
Published in:Tetrahedron 2009-01, Vol.65 (5), p.998-1004
Main Authors: Faizi, Shaheen, Farooqi, Fatima, Zikr-Ur-Rehman, Sadia, Naz, Aneela, Noor, Fatima, Ansari, Farheen, Ahmad, Aqeel, Khan, Shakeel Ahmed
Format: Article
Language:English
Subjects:
Aegle marmelos
Alcaloids
Amides
Analytical, structural and metabolic biochemistry
Antibacterial activity
Biological and medical sciences
Chemistry
Exact sciences and technology
Fundamental and applied biological sciences. Psychology
Heterocyclic compounds
Heterocyclic compounds with n hetero atom and also o and/or s, se, te hetero atoms
Heterocyclic compounds, pigments
Organic chemistry
Other biological molecules
Oxazoline
Preparations and properties
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:A rare alkaloid, shahidine ( 1), having an unstable oxazoline core has been isolated as a major constituent from the fresh leaves of Aegle marmelos. It is moisture-sensitive, and found to be the parent compound of aegeline and other amides, however, it is stable in dimethyl sulfoxide. Its structure was established by spectroscopic analysis. Biogenetically, oxazolines may be considered as the precursor of hydroxy amides and oxazoles found in plants. Shahidine ( 1) showed activity against a few Gram-positive bacteria. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2008.11.088