The Facile Reversed‐Phase HPLC Resolution of Tetrahydrofurofuran Nucleus Lignans in Traditional Chinese Medicine: Quantitative Analysis of Asarinin and Sesamin in Asari Radix

Eight tetrahydrofurofuran nucleus lignans: syringaresinol, epi-syringaresinol, lirioresinol-B dimethyl ether, xanthoxylol, phillygenin, fargesin, sesamin and asarinin are separated on a C 1 8 column in the reversed-phase mode. These lignans are plant products formed primarily by the carbon-carbon coupling of derivatives of cinnamyl alcohol units, in which the two units may be linked by an oxygen bridge to form a tetrahydrofurofuran nucleus and are found to be highly similar in structure. However, these lignans can be baseline resolved under gradient elution in less than 25 minutes. The resolution also can be optimized through altering the flow rate in an isocratic elution. This method is proven to be facile and reliable in routine quantitative analysis of ingredients such as asarinin and sesamin in traditional Chinese medicine Asarum sieboldii. The corresponding recoveries (%) were found to be 95.65 and 96.14, respectively.

[1]  M. Newman,et al.  A notation for the study of certain stereochemical problems , 1955 .

[2]  Tian-Shung Wu,et al.  Constituents of Persea japonica , 1996 .

[3]  H. Kakisawa,et al.  Lignans in flower buds of Magnolia fargesii , 1972 .

[4]  D. N. Roy,et al.  Lignans in the seeds of Piper longum , 1975 .

[5]  T. Shen,et al.  The Detosylation of 1,4:3,6-Dianhydrohexitol Ditosylates and Syntheses of 1,4:2,5:3,6-Trianhydro-D-Mannitol , 1956 .

[6]  K. Takahashi,et al.  Studies on constituents of medicinal plants. VII. The stereochemistry of paulownin and isopaulownin. , 1966, Chemical & pharmaceutical bulletin.

[7]  F. Abe,et al.  9α-hydroxypinoresinol, 9α-hydroxymedioresinol and related lignans from Allamanda neriifolia , 1988 .

[8]  K. Freudenberg,et al.  Synthese des Syringaresinols und Versuche mit Sinapinalkohol , 1955 .

[9]  E. Dickey.  Liriodendrin, a new lignan diglucoside from the inner bark of yellow poplar (Liriodendron tulipifera L.) , 1958 .

[10]  K. Wen,et al.  Determination of paeoniflorin, ferulic acid and baicalin in the traditional Chinese medicinal preparation Dang-Guei-San by high-performance liquid chromatography , 1994 .

[11]  T. Oshima,et al.  Determination of Cinnamomi Cortex by high-performance liquid chromatography. , 1987, Journal of chromatography.

[12]  S. Yahara,et al.  Studies on Xanthoxylum spp. II. Constituents of the Bark of Xanthoxylum piperitum DC. , 1974 .

[13]  Kazuo Itô,et al.  A lignan from Lindera praecox , 1988 .

[14]  K. Wen,et al.  Determination of liquiritin, glycyrrhizin, hesperidin, cinnamic acid, cinnamaldehyde, honokiol and magnolol in the traditional Chinese medicinal preparation Wuu-Ji-San by high-performance liquid chromatography , 1995 .

[15]  O. Hensens,et al.  Lignans with platelet activating factor antagonist activity from Magnolia biondii , 1987 .

[16]  Y. Hui,et al.  Additional bioactive compounds and trilobacin, a novel highly cytotoxic acetogenin, from the bark of Asimina triloba. , 1992, Journal of natural products.

[17]  T. Nohara,et al.  Seven aromatic compounds from bark of Cinnamomum cassia , 1983 .

[18]  G. Sanger,et al.  Do 5‐HT4 Receptors Mediate the Intestinal Secretory Response to 5‐HT in Rat In‐vivo? , 1995, The Journal of pharmacy and pharmacology.

[19]  F. Stermitz,et al.  Lignans and other constituents from South and central american zanthoxylum species. , 1990, Planta medica.

[20]  T. Abe,et al.  Synthesis of 17α-Acetoxy-6-chloro-2α, 3β-dihydroxy-4, 6-pregnadien-20-one, a Metabolite of Chlormadinone Acetate , 1973 .