A Novel Stilbene Glucoside, Oxyresveratrol 3′ - O -β-Glucopyranoside, from the Root Bark of Morus alba

Biomedical Chromatography

et al. 2007

A sensitive and simple HPLC method has been developed and validated for the determination of oxyresveratrol (trans-2,4,3',5'-tetrahydroxystilbene, OXY) and resveratrol (trans-3,5,4'-trihydroxystilbene, RES) in rat plasma. The plasma samples were extracted with ethyl acetate and analyzed using HPLC on an Aglient Zorbax SB-C(18) column (250 x 4.6 mm, 5 microm) at a wavelength 320 nm, with a linear gradient of (A) acetonitrile and (B) 0.5% aqueous acetic acid (v/v), at a flow rate of 1.0 mL/min. The method was linear over the range of 0.1265-25.3 microg/mL for OXY and 0.117-23.4 microg/mL for RES. The extraction recovery for OXY, RES and internal standard ranged from 71.1 to 88.3%. The intra- and inter-day precisions were better than 10%, and the accuracy ranged from 89 to 108%. The validated method was used to study the pharmacokinetic profiles of OXY and RES in rat plasma after oral administration of Smilax china root extract.

Section: Methodssupporting

confidence: 73%

High performance liquid chromatographic method for the determination and pharmacokinetic studies of oxyresveratrol and resveratrol in rat plasma after oral administration of Smilax china extract

Huang

Biomedical Chromatography

et al. 2007

“…1) was extracted from the roots of Smilax china by the author. Its structure was identifi ed by comparison of its spectral data with those reported in literature (Qiu et al, 1996), and its purity was over 98% by HPLC analysis. Acetonitrile was of HPLC grade (Honeywell International Inc., USA and Tedia Co. Inc., USA).…”

Section: Experimental Materialsmentioning

confidence: 96%

Identification of seven metabolites of oxyresveratrol in rat urine and bile using liquid chromatography/tandem mass spectrometry

Huang

Biomedical Chromatography

et al. 2009

Oxyresveratrol (trans-2,4,3',5'-tetrahydroxystilbene) is a major compound isolated from Smilax china, a Chinese herbal medicine. The rat urine and bile samples were pretreated by solid-phase extraction method after oral administration at a dose of 100 mg/kg of oxyresveratrol. Seven metabolites were identified by LC-MS/MS method with electrospray ionization in negative ion mode. The results indicated that main metabolites of oxyresveratrol were monoglucuronided and monosulfated oxyresveratrol. Based on the results, the metabolic pathway of oxyresveratrol in rat urine and bile was proposed.

“…Although many compounds such as stilbenes, flavonoids, benzofuran derivatives, and coumarins have been identified in Morus alba [2 -6], there have been few reports on its pharmacological properties. In our previous study, we investigated the absorbed constituents in rats following oral administration of the H 2 O extract of the bark of Morus alba [7] [8], and several stilbene derivatives were identified in the plasma, urine, and bile of rats. Further pharmacological studies showed that mulberroside A, a major stilbene constituent in the H 2 O extract, displayed a significant antitussive and antiasthmatic effect in animals [9].…”

mentioning

confidence: 99%

“…This article reports the isolation and structural elucidation of the three new stilbene glycosides 1 -3 1 ), the novel arylbenzofuran derivative 4, and the new coumarin glycoside 5. Ten known compounds were identified as mulberroside A (6) [10], cismulberroside A [2] [12], scopoletin (¼ 7-hydroxy-6-methoxy-2H-benzopyran-2-one) [13], and 6-hydroxycoumarin 7-O-b-d-glucopyranoside (¼ 6,7-dihydroxycoumarin 7-(b-d-glucopyranoside)) [14] by comparison with the reported data. Three compounds, i.e., 7 -9, were found for the first time in Morus alba.…”

mentioning

confidence: 99%

New Stilbene, Benzofuran, and Coumarin Glycosides from Morus alba

Piao

Qiu

et al. 2009

Helvetica Chimica Acta

Self Cite

Five new compounds, including three new stilbene-derived glycosides, one novel arylbenzofuran derivative, and one new coumarin glycoside, along with ten known compounds were isolated from the H 2 O extract of the bark of Morus alba L. The new compounds were assigned to the structures of 4'-O-b- (5) by spectroscopic means, and acid and enzymatic hydrolyses. Three compounds, 2'- (8), and 6,7-dihydroxycoumarin 7-(6-O-a-rhamnopyranosyl-b-d-glucopyranoside) (9), were found for the first time in Morus alba.Introduction. -Morus alba L. (Moraceae) is widely distributed in the Anhui, Hunan, and Shanxi provinces in China. Its root bark is extensively used as an antitussive and antiasthmatic agent [1] in traditional Chinese medicines. Although many compounds such as stilbenes, flavonoids, benzofuran derivatives, and coumarins have been identified in Morus alba [2 -6], there have been few reports on its pharmacological properties. In our previous study, we investigated the absorbed constituents in rats following oral administration of the H 2 O extract of the bark of Morus alba [7] [8], and several stilbene derivatives were identified in the plasma, urine, and bile of rats. Further pharmacological studies showed that mulberroside A, a major stilbene constituent in the H 2 O extract, displayed a significant antitussive and antiasthmatic effect in animals [9]. In our ongoing search for the bioactive constituents from the H 2 O extract of Morus alba L., a systematic investigation on the chemical constituents of water extract of Morus alba was carried out, and resulted in the isolation of eight stilbene glycosides, three arylbenzofuran derivatives, and four coumarin glycosides. This article reports the isolation and structural elucidation of the three new stilbene glycosides 1 -3 1 ), the novel arylbenzofuran derivative 4, and the new coumarin glycoside 5. Ten known compounds were identified as mulberroside A (6)