Objective: Curcuma wenyujin Y.H.Chen et C.Ling is a member ofCurcuma. The fresh rhizome of Curcuma wenyujin was dried in the sun thatwas known as “Pian Jiang Huang†in Chinese medicine. In this dissertation,we systematic study the chemical constituents of Pian Jiang Huang, in orderto ifacilitate its better research, development and utilization.Methods: The dried rhizomes of C. wenyujin were extracted withboiling water. The total filtrate was subjected to HPD-100macroporousresin, which was eluted by water,30%ethanol,60%ethanol,95%ethanol,respectively and to yield three fractions (Frs. A-C), except that the waterelution part was discarded. The residue was extracted by95%ethanol toyield fraction (Fr.D). The Fr.C and part of Fr.D was isolated by repeatedcolumn chromatography, preparative liquid chromatography and so on. Thestructures of compounds were identified by means of UV,-NMR, MS, andECD spectrum. Then, the inhibitory activities of some compounds on nitricoxide production induced by lipopolysaccharide in mouse macrophage RAW264.7cells were evaluated.Results: Thirty four compounds were obtained and thirty two of themwere determined as follows: two monoterpenes,5-hydroxy-borneol (1),wenyujinone (5); one flavonoid, naringenin (30); twenty ninesesquiterpenes, wenyujinepoxide C (2), wenyujinepoxide D (3),1R,4S,5R-seo-curcumaone (4),(4S)-4-hydroxy-gweicurculactone (6),(1R,4R,5S,10S)-zedoalactone B (7), zedoalactone G (8), seo-wenyujinacidA (9), seo-wenyujinacid B (10), wenyujinepoxide D (11), wenyujinepoxideA (12), wenyujinepoxide B (13),2-hydroxy-zederone (14), wenyujindiol (15), isozedoarondiol (16), zedoarolide B (17), zedoalactone B (18),zedoarolide A (19),(+)-zedolactone A (20), zedoalactone C (21),(1H)-naphthalenone, octahydro-5,8-dihydroxy-5,8a-dimethyl-3-(1-methylethylidene)-,[4aR-(4aα,5α,8β,8aβ)]-(9CI)(22), aerugidiol (23),(1S,4S,5S,10R)-zedoarondiol (24), zedoalactone F (25), epicurcumenol(26), procurcumenol (27), curcolnol (28), zedoarofuran (29), zedoarondiol(31), zedoarondiol Ⅴ (32). Among them, a compound was a new skeleton(15). Fourteen compounds (1-14) were new compounds. One compound wasnew natural product (20). Four compounds (19,22,26,29) were isolated forthe first time from this plants. The absolute configuration of compounds(1-8) were determined via the ECD. The inhibitory effects of somecompounds on nitric oxide production in lipopolysaccharide-activatedmacrophages were evaluated, and all of them exhibited weakanti-inflammatory activities.Conclusion: This research has provided rational and experimential basis for thefurther development of this drug and quality control. |