1.
Org Lett
; 10(5): 717-20, 2008 Mar 06.
Article
in English
| MEDLINE
| ID: mdl-18251547
ABSTRACT
Total synthesis of pyranicin was achieved using Cl2Pd(CH3CN)2-catalyzed diastereoselective cyclization of the allylic ester as the key step. The inhibitory activity of this compound for mitochondrial NADH-ubiquinone oxidoreductase (complex I) was slightly poorer than that of ordinary mono-THF acetogenins such as cis-solamin.
Subject(s)
Electron Transport Complex I/metabolism , Furans/chemistry , Lactones/chemistry , Mitochondria, Heart/drug effects , Acetogenins/pharmacology , Animals , Annonaceae/chemistry , Cattle , Fatty Alcohols , Furans/metabolism , Molecular Structure
2.
Biosci Biotechnol Biochem
; 67(12): 2658-60, 2003 Dec.
Article
in English
| MEDLINE
| ID: mdl-14730149
ABSTRACT
The first synthesis of (+)- and (-)-akolactone A is described by using Pd-catalyzed carbonylation. A comparison of the optical rotation of both enantiomers of akolactone A and the natural compound suggests that the absolute configuration at the 4-position of akolactone A is R.
