Traditional medicinal plants of Thailand, IX. 10-Hydroxy-11-methoxydracaenone and 7,10-dihydroxy-11-methoxydracaenone from Dracaena loureiri.
Examination of Dracaena loureiri, a Thai medicinal plant possessing anti-bacterial activity, has led to the isolation of two new representatives, 1 and 2, of a rare skeleton of homoisoflavans. Proton assignments of the two isolates were aided by extensive 2D-homonuclear chemical shift correlation and nOe difference spectroscopy. Carbon assignments were completed through the utilization of simple and sensitive one-dimensional techniques such as selective population transfer via one-bond (CSCM 1D) and selective polarization transfer via long range coupling (selective INEPT) experiments. Conformational assignments were proposed through nOe difference spectroscopy and have been established by X-ray crystallography. The absolute configuration is proposed based on the octant rule and a biogenetic pathway for this type of homoisoflavan is briefly discussed.
D000900:Anti-Bacterial Agents / Q000302:isolation & purification* / Q000494:pharmacology; D001412:Bacillus subtilis / Q000187:drug effects; D001952:Bridged-Ring Compounds / Q000494:pharmacology*; D002867:Chromones; D004926:Escherichia coli / Q000187:drug effects; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D010946:Plants, Medicinal / Q000032:analysis*; D013055:Spectrophotometry, Infrared; D013211:Staphylococcus aureus / Q000187:drug effects; D013785:Thailand
D000900:Anti-Bacterial Agents; D001952:Bridged-Ring Compounds; D002867:Chromones; C055374:10-hydroxy-11-methoxydracaenone; C055376:7,10-dihydroxy-11-methoxydracaenone