Chemical Constituents Of Curculigo Glabrescens, C.Breviscapa, And C.capitulata

During the chemical investigations on three plants, Curculigo glabrescens, C. breviscapa and C. capitulate,8 new compounds and 1 new natural product were isolated and identified. These compounds covered phenoloids and their glycosides, norneolignans and their glycosides, aromatic derivatives, phenylpropanoids and so on.C. glabrescens (Ridl.) Merr. (Hypoxidaceae) is distributed in Hannan Province of China, Malaysia and Indonesia. However, so far, the chemical constituents and bioactivies of this plant have not been reported. The interesting immense medicinal importance of this genus encouraged us to undertake the phytochemical investigation on C. glabrescens, led to the isolation and identification of a new chlorine-containing glucosyl-fused compound, crassifoside H (1), together with seven known compounds: curcapital (2),4-ethoxy-3-hydroxymethyphenol (3), orcinol-1-O-β-D-apiofuranosyl-(1→6)-β-D-glucopyranoside (4), ocinol glucoside (5), curculigosideⅠ(6),3,5-dihydroxy toluene (7), and 2,6-dimethoxy-benzoic acid (8), from the ethanolic extract of the rhizomes of C. glabrescens. Their structures were established by spectroscopic analyses and comparisons with literature data. All the compounds were isolated from this plant for the first time.C. breviscapa S. C. Chen (Hypoxidaceae) is distributed in southwest region of Guangxi Province of China. However, so far, the chemical constituents of this plant have not been reported. The interesting medicinal importance of this genus encouraged us to undertake the phytochemical investigation on C. breviscapa, led to the isolation and identification of 20 compounds from the ethanolic extract of the rhizomes of C. breviscapa. They were breviscapin A(1), breviscaside A (2), breviscapin B (3), sinensigenin C (4), crassifoside H (5), breviscaside B (6), breviscapin C (7), 1,1-bis(3,4-dihydroxyphenyl)-1-(2-furan)-methane (8), pilosidine (9), capituloside (10), crassifoside F (11), crassifoside D (12), crassifoside A (13), crassifogenin B (14), curcapitoside (15), curcapital (16),3-hydroxy-5-methylphenol- 1-O-[β-D-glucopyranosyl-(1→6)-β-D-glucopyranoside] (17), orcinol glucoside (18), 3,4-dihydroxy-benzoic acid (19), and 2,6-dimethoxy-benzoic acid (20). Among them, compounds 1-3,6-7 are new ones, compound 8 is a new natural product.C. capitulata Lour. O. Ktze (Hypoxidaceae) is widely distributed in Southwes-tern and Southern China, Malaysia, Australia and India, and used as a tonic and a medicine for treating rheumatism and dysmenorrhea.23 compounds were isolated from the ethanolic extract of the rhizomes of C. capitulata, mainly including phenoloids and glycosides, norneolignans and glycosides, et al. They were crassifosideⅠ(1), breviscaside B (2), breviscapin A (3), sinensigenin C (4), 1,1-bis(3,4-dihydroxypheny-1)-1-(2-furan)-methane (5), breviscaside A (6), a mixture of curculigine (7) and isocurculigine (8), pilosidine (9), capituloside (10), crassifoside F (11), crassifoside D (12), crassifoside A (13), crassifogenin B (14), crassifogenin C (15), curcapital (16), a mixture of 1-O-methylcurculigine (17) and 1-O-methylisocurculigine (18),3-hydroxy-5-methylphenol-1-O-[β-D-glucopyranos-yl-(1→6)-β-D-glucopyranoside] (19), orcinol glucoside (20),3,4-dihydroxy-benzoic acid (21),2,6-dimethoxy-benzoic acid (22), and methyl-4-O-coumaroylquinate (23). Among them, compounds 1 and 4 are new.