Prenylated flavonoids from Deguelia hatschbachii and their systematic significance in Deguelia.
Chemical investigation of dichloromethane and petrol extracts from the roots of D. hatshbachii A. M. G. Azevedo furnished thirteen compounds from which five are described for the first time and their structures were determined to be 3-(4'-hydroxyphenyl)-5-methoxy-6-( 3,3-dimethylallyl)-2"2"-dimethylchromene-(5",6":8,7)-3-(propyl-2-one)-4H-1-benzo-2,3-dihydropyran-2,4-dione; 6,4'-dihydroxy-3-(3,3-dimethylallyl)-2",2"-dimethylchromene (5",6":5,4)-2-methoxy deoxybenzoin; 6.4'-dihydroxy-3-(3,3-dimethylallyl)-2",2"-dimethylchromene (5",6":5,4)-2-methoxy-8-(propyl-2-one) deoxybenzon; 6-(3,3-dimethylallyl)-2",2"-dimethylchromene (5",6":4.5)-4'-hydroxy-3-methoxy stilbene and 3,5-dimethoxy-4'-hydroxy-4-(3,3-dimethylallyl) stilbene by spectral analysis (UV, IR, MS and ID- and 2D- NMR experiments). The root extracts and some isolated compounds were bioactive, as revealed by bioautography and brine shrimp lethality assays.
Magalhães
A F
AF
Departamento de Química Orgânica, Instituto de Química, UNICAMP, Campinas, São Paulo, Brazil. aderbal@iqm.unicamp.br
Tozzi
A M
AM
Magalha s
E G
EG
de Souza Moraes
V R
VR
D007887:Fabaceae / Q000737:chemistry* / Q000145:classification; D005419:Flavonoids / Q000737:chemistry / Q000302:isolation & purification*; D015394:Molecular Structure; D018517:Plant Roots / Q000737:chemistry; D010946:Plants, Medicinal; D013057:Spectrum Analysis
D005419:Flavonoids