Abstract
Nigegladines A-C (1-3), three thymoquinone dimers, were isolated from the seeds of Nigella glandulifera. Racemic 1 possesses a unique tricyclo[5.4.0.12,6]dodecane carbon skeleton, and compounds 2 and 3 are two unusual diterpenoid alkaloids with indole cores. Their structures were determined by extensive spectroscopic analyses, and that of 1 was confirmed by single-crystal X-ray diffraction. Both (+)-1 and (-)-1 exhibited significant protective effects against hypoxia/reoxygenation-induced H9c2 myocardial cell injury.
Publication types
-
Research Support, Non-U.S. Gov't
MeSH terms
-
Alkaloids / chemistry*
-
Alkaloids / isolation & purification
-
Animals
-
Benzoquinones / chemistry*
-
Benzoquinones / isolation & purification
-
Benzoquinones / pharmacology
-
Biosynthetic Pathways
-
Cell Hypoxia / drug effects
-
Cell Line
-
Dimerization
-
Humans
-
Myocardium / cytology
-
Nigella / chemistry*
-
Plant Extracts / chemistry*
-
Plant Extracts / isolation & purification
-
Plant Extracts / pharmacology
-
Rats
-
Seeds / chemistry
-
Stereoisomerism
-
Structure-Activity Relationship
Substances
-
Alkaloids
-
Benzoquinones
-
Plant Extracts
-
thymoquinone