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Abstract
Bioassay guided analysis of the methanolic leaf extract of Glycosmis cyanocarpa ( Rutaceae) led to the isolation of a new type of sulfur containing cinnamides with antifungal activity: sinharine (cinnamic acid methylsulfidoethylamide) ( 2) and the corresponding N-methyl derivative methylsinharine ( 4). In addition, the dominating furoquinoline kokusaginine ( 3) together with small amounts of skimmianine ( 5) and the carbazole glycozolidol ( 1) were also isolated. A series of quinolone and quinazolone alkaloids were detected as minor components by reversed phase HPLC. The structures of 2 and 4 were elucidated by means of spectroscopic methods (IR, UV, 1H NMR, 13C NMR, MS). Temperature dependent 1H NMR and lanthanide induced shifts (LIS) established the stereochemistry of the two conformers of 4.
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