Monoterpene Glycosides from the Roots of Paeonia lactiflora

A new monoterpene glycoside, together with nine known ones, 3-O-methylpaeoniflorin, mudanpioside J, paeoniflorin, benzoylpaeoniflorin, oxypaeoniflorin, benzoyloxypaeoniflorin, oxybenzoylpaeoniflorin, albiflorin and lactiflorin, was isolated from the roots of Paeonia lactiflora Pall.. The structure of the new compound was elucidated as galloylalbiflorin by the spectro- scopic evidence including ESI-MS, 1D- and 2D-NMR spectra.

Two new monoterpene glycosides from Doellingeria scaber

Two new methane-type monoterpene glycosides were isolated from the roots of Doellingeria scaber. Their structures were identified as trans-p-menthane-1α,2β,8-triol 8-O-β-D-（3′,6′-diangeloyloxy）-glucopyranoside and trans-p-menthane-1α,2β,8-triol 8-O-β-D-（3′-angeloyloxy,6′-isobutyloxy）-glucopyranoside based on 1D and 2D NMR spectroscopy.

Insights into the neutral loss of 30 Da of Paeonia monoterpene glycosides in electrospray ionization tandem mass spectrometry and the rapid screening of monoterpene glycosides by LC/MS/MS

Monoterpene glycosides are the major bioactive compounds of Paeonia lactiflora Pall（P. lactiflora）. Characteristic neutral loss of 30 Da has been extensively reported for monoterpene glycosides in tandem mass spectrometry. However, little is known about mechanism of this fragmentation. The neutral loss of 30 Da was studied for eleven monoterpene glycosides（1–11） from P. lactiflora by ion trap mass spectrometry in this report. Compounds 1–5 with a hemiacetal structure could readily lose 30 Da at low collision energy of 30% in MS/MS by ion trap mass spectrometry. For compounds 6–11, neutral loss of 30 Da could also be observed at low abundance, but the collision energy had to be increased to 60%. In both cases, high-accuracy mass spectrometry assigned the 30 Da as CH_2O. After careful analysis of the structures and mass spectra, we believe that the neutral loss of 30 Da in compounds 1–5 was due to cleavage of the hemiacetal structure, whereas it was ascribed to the cleavage of 5＇-hydroxymethyl group of the glucosyl residue in other monoterpene glycosides. Furthermore, the characteristic neutral loss of 30 Da at low collision energy was used to screen hemiacetals from crude extracts of P. lactiflora and related plant species. Significant differences among Paeonia species were observed by 30 Da neutral loss analysis.

Itoside O,a new linear monoterpene glycoside from the bark and twigs of Itoa orientalis

To investigate the chemical components of the barks and twigs ofltoa orientalis. A new linear monoterpene glycoside named itoside O was isolated from the crude extract of Itoa orientalis together with 11 known compounds. The new compound was identified to be 3,7-dimethyl-1, 6-octadien-3, 10-dihydroxyl-10-O-α-L-arabinopyranosyl （1 -→6）-O-β-D-glucopyranoside by 1D and 2D NMR analysis, and all known compounds were isolated from this plant for the first time.

Paeonivayin, A New Monoterpene Glycoside from Paeonia delavayi

A new monoterpene glycoside named paeonivayin with other seven known compounds were isolated from the roots of Paeonia delavayi Franch. and their structures were determined by means of spectroscopic studies.

A New Monoterpene Glycoside from Swertia punicea

A new monoterpene glycoside, 2,6-dimethyl-2E,6E-octadienoic acid 1,6'-lactone 8-beta-D-glucopyranoside, was isolated from Swertia punicea, accompanying with six known compounds 1-O-primeverosyl-3,7-dimethoxy-8-hydroxyxanthone, 1-O-primeverosyl-3,7,8-tri-methoxyxan-thone, epi-eustomoside, 1-hydroxy-3,7,8-trimethoxyxanthone, 1,8-dihydroxy-3,7-dimethoxy xanthone and isovitexine. Their structures were elucidated based on spectral evidence.

A New Monoterpene Glycoside from Paeonia veitchii

A new monoterpene glycoside, acetoxypaeoniflorin, was isolated from the root cortex of Paeonia veitchii Lynch.. The structure was elucidated by spectral methods.

A Novel Monoterpene Glycoside from Swertia mileensis

A novel monoterpene glycoside, mileenside, was isolated from Swertia mileensis by repeated normal and reverse phase silica gel chromatography and its structure was elucidated mainly based on spectral evidence.

A Monoterpene Glycoside from Ehinacea purpurea

Aim To separate and identify chemical constituents of Ehinacea purpurea . Methods Five compounds were isolated from the plant using chromatography. Their structures were elucidated by spectroscopy. Results Five compounds were isolated and their structures were identified as 2, 6 dimethyl 7 octene 2, 3, 6 triol 2 O β D glucopyranoside (1), 7, 8 furocoumarin (2), 6 methoxy 7 hydroxycoumarin (3), caffeic acid (4), methyl caffeate (5), and ethyl caffeate (6). Conclusion All these compounds were obtained from the plant for the first time.

Dissectol A, A Novel Monoterpene Glycoside from Incarvillea dissectifoliola

Dissectol A, a novel monoterpene glycoside was isolated from the methanol part of the 95% EtOH extract of Incarvillea dissecfoliola and its structure was determined by 1D and 2D NMR data.

Identification of metabolites of Radix Paeoniae Alba extract in rat bile, plasma and urine by ultra-performance liquid chromatography–quadrupole time-of-flight mass spectrometry

Ultra-performance liquid chromatography coupled with quadrupole time-of-flight tandem mass spectrometry （UPLC-Q-TOF/MS） was developed to identify the absorbed parent components and metabolites in rat bile, plasma and urine after oral administration of Radix Paeoniae Alba extract （RPAE）. A total of 65 compounds were detected in rat bile, plasma and urine samples, including 11 parent compounds and 54 metabolites. The results indicated that glucuronidation, hydroxylation and methylation were the major metabolic pathways of the components of RPAE. Furthermore, the results of this work demonstrated that UPLC-Q-TOF/MS combined with MetaboLynx？ software and mass defect filtering （MDF） could provide unique high throughput capabilities for drug metabolism study, with excellent MS mass accuracy and enhanced MSE data acquisition. With the MSE technique, both precursor and fragment mass spectra can be simultaneously acquired by alternating between high and low collision energy during a single chromatographic run.