tailieunhanh - Further constituents from Ophiopogon japonicus

Four fructofuranosides, borneol and bornyl-7-O- -D-apio-D-furanosyl-(1 6)- -D- glucopyranoside were obtained from the butanol extract of the dried roots of Ophiopogon japonicus. Their structures were elucidated by MS and NMR spectroscopic data. | Journal of Chemistry Vol. 42 2 P. 261 - 264 2004 FURTHER CONSTITUENTS FROM OPHIOPOGON JAPONICUS Received 26-9-2003 NGUyEN THI HOANG ANH1 TRAN VAN SUNG1 LUDGER WESSJQHANN2 institute of Chemistry Vietnamese Academy of Science and Technology 2Institute of Plant Biochemistry Weinberg 3 D-06120 Halle Saale Germany SUMMARY Four fructofuranosides borneol and bornyl-7-O-f-D-apio-D-furanosyl- 1 6 -f-D-glucopyranoside were obtained from the butanol extract of the dried roots of Ophiopogon japonicus. Their structures were elucidated by MS and NMR spectroscopic data. I - INTRODUCTION In the preceding paper 1 we reported the isolation and structural elucidation of six steroidal glycosides from the butanol extract of the roots of O. japonicus Ker-Gawler Liliaceae . It is an evergreen perennial and widely used in traditional Chinese medicine 2 . In Vietnamese folk medicine it serves as expectorant anticough and tonic agent 3 . In continuation of our research on O. japonicus we now report the isolation and structure elucidation of methyl- ethyl- n-butyl-a-D-fructofuranosides 1 - 3 n-butyl-P-D-fructofuranoside 4 borneol 5 as well as bornyl-7-O-P-D-apio-D-furanosyl- 1 6 -P-D-glucopyranoside 6 . II - RESULTS AND DISCUSSION The dried roots of O. japonicus were extracted with hot ethanol. The ethanol extract has been treated further by extraction with n-hexane ethyl acetate and n-butanol respectively. After further chromatographic separation of the butanol extract four fructo-furanosides were obtained. The 1H and 13C-NMR spectra of compounds 1 2 3 and 4 are very closely. Their 13C-NMR spectra indicated in all cases oxygenated quartenary carbons at Õ and for compounds 1 2 3 and 4 respectively. Furthermore three hydroxylated methine signals in the range from 77 ppm to 85 ppm and two hydroxy-lated methylene signals at about 61 - 62 ppm have been always seen in the 13C-NMR spectra of these compounds. The above analysis suggested that they contained a fructofuranosyl