Abstract
The rare indazole-type alkaloid nigellidine (2) is accompanied by its 4-O-sulfite (4) in the seeds of Nigella sativa. Compound 4 may represent the true natural product leading to nigellidine (2) via hydrolysis of the sulfate functionality during the isolation process. The structure of nigellidine-4-O-sulfite (4) is confirmed by NMR, MS, and X-ray crystallographic data. This is the first report of the natural occurrence of sulfated indazole-type alkaloids.
Publication types
-
Research Support, U.S. Gov't, P.H.S.
MeSH terms
-
Alkaloids / chemistry
-
Alkaloids / isolation & purification*
-
Crystallography, X-Ray
-
Indazoles / chemistry
-
Indazoles / isolation & purification*
-
Molecular Conformation
-
Molecular Structure
-
Nigella sativa / chemistry*
-
Seeds / chemistry
-
Sulfuric Acid Esters / chemistry
-
Sulfuric Acid Esters / isolation & purification*
Substances
-
Alkaloids
-
Indazoles
-
Sulfuric Acid Esters
-
nigellidine-4-O-sulfite