Two New Phenylpropanoid Derivatives from Codonopsis tangshen Oliv.

Two new 3‐hydroxy‐3‐methylglutaric acid derived phenylpropanoid glucosides, tangshenoside V ( 1 ) and tangshenoside VI ( 2 ), were isolated from the roots of Codonopsis tangshen Oliv ., along with the two known compounds tangshenoside I ( 3 ) and tangshenoside III ( 4 ). Their structures were elucidated by spectroscopic methods (IR and 1D‐ and 2D‐NMR) and by mass spectrometry (HR‐ESI‐MS).     

Two new ionone glycosides from the roots of Rehmannia glutinosa Libosch.

Two new ionone glycosides, named frehmaglutoside G (1) and frehmaglutoside H (2), together with six known compounds, rehmapicroside (3), sec-hydroxyaeginetic acid (4), dihydroxy-β-ionone (5), trihydroxy-β-ionone (6), rehmaionoside A (7) and rehmaionoside C (8), were isolated from the 95% EtOH extract of the dried roots of Rehmannia glutinosa Libosch. Their structures were determined on the basis of extensive spectroscopic analyses, including HR-ESI-MS, UV, IR, 1D and 2D NMR (¹H–¹H COSY, HSQC, HMBC and NOESY) methods. The absolute configurations were confirmed via the circular dichroism spectra.     

Two new secoiridoid glycosides from the roots of Picrorhiza scrophulariiflora

From the roots ofPicrorhiza scrophulariiflora, two new secoifidoid glycosides, named picrosecosides Ⅰ and Ⅱ （1, 2） have been isolated. Their structures were elucidated on the basis of chemical and spectropic evidences.     

Iridoid glycosides from the roots of Scrophularia ningpoensis Hemsl

Two new iridoid glycosides,named scrophularianoids A（1） and B（2）,were isolated from the roots of Scrophularia ningpoensis.The chemical structures were established on the basis of extensive analyses of spectroscopic data.Compounds 1 and 2 were inactive in our preliminary in vitro myocardial protective bioassay.     

Two new diacetylene glycosides: bhutkesoside A and B from the roots of Ligusticopsis wallichiana

Two new diacetylene glycosides: bhutkesoside A (1) and B (2), along with 10 known compounds, i.e. falcarindiol (3), chlorogenic acid (4), 5-O-p-coumaroyl-quinic acid (5), 3,5-di-O-caffeoyl-quinic acid (6), 4-hydroxy-7-methoxy-phenylethanol (7), ferulic acid (8), dehydrodiconiferyl alcohol-4-O-β-d-glucopyranoside (9), 5,7-dihydroxy-2-methylchromone-7-O-rutinoside (10), schumanniofioside B (11) and marmesinin (12) were isolated from the roots of Ligusticopsis wallichiana (DC) Pimenov & Kljuykov (Apiaceae), commonly known as ‘Bhutkesh’ in Nepal. The structures were determined on the basis of spectroscopic data. Compounds 4 and 6 showed potent antioxidant activity on DPPH free radical scavenging assay.     

Two new flavanonol glycosides from Gordonia chrysandra

Two new flavanonol glycosides named chrysandrosides A and B were isolated from the roots of Gordonia chrysandra Cowan. Their structures were determined by 1D and 2D NMR, FAB-MS techniques and chemical methods. Chrysandrosides A and B showed pronounced hepatoprotective activities against o-galactosamine （o-GalN）-induced toxicity in rat hepatic epithelial stemlike cells （WB-F344）. 2007 Dong Ming Zhang. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.     

Two new phenethanol glycosides from Ligustrum robustum

Two new phenethanol glycosides,named ligurobustoside P（1）,ligurobustoside Q（2） have been isolated from the leaves of Ligustrum robustum,together with the known compound angoroside A（3） which was firstly isolated from this species.The structures of the two new phenethanol glycosides（1-2） were elucidated by a combination of high-resolution electron ionization mass spectrometry（HR-ESI-MS）,¹H NMR,¹³C NMR,HMQC,and HMBC spectra for the first time.     

Triterpene glycosides from the roots of Codonopsis lanceolata

In the course of the development of new designer foods using the roots of Codonopsis lanceolata, we found that hot-water extracts of C. lanceolata recovered decreased testosterone levels in the blood and accelerated the restoration of reproductive dysfunction induced by hyperthermic treatment in male mice. Thus we studied the constituents of the polar fraction of the roots of C. lanceolata and identified six new triterpene saponins, lancemasides B (2), C (3), D (4), E (5), F (6), and G (7), along with the known saponin lancemasaide A (1) and phenylpropanoid glycosides 8-10. The structures of the new compounds 2-7 were determined by means of spectral data including 2D-NMR studies and chemical reactions to be oleanan-type bisdesmoside with sugars at C-3 and C-28. Compounds 2-6 have echinocystic acid as an aglycone, and compound 7 has asterogenic acid as an aglycone. Identification of the sugars and determination of their D,L-chiralities were carried out by application of the exciton chirality method to the per-O-p-bromobenzoylmethyl sugar derived from saponins.     

Two new steroidal glycosides from the root of Cynanchum auriculatum

Two new steroidal glycosides named cyanoauriculoside A(1) and B(2),have been isolated from the roots of Cynanchumauriculatum Royle ex Wight.The structure of cyanoauriculoside A(1) was determined to be 20-O-acetyl-penupogenin-3-O-β-D-glucopyranosyl-(1→4)-β-D-glucopyranosyl-(1→4)-α-L-cymaropyranosyl-(1→4)-β-D-cymaropyranosyl-(1→4)-α-L-diginopy-ranosyl-(1→4)-β-D-cymaropyranoside.Cyanoauriculoside B(2) was characterized as 20-O-acetylpenupogenin-3-O-β-D-gluco-pyranosyl-(1→4)-α-L-cymaropyranosyl-(1→4)-β-D-cymaropyranosyl-(1→4)-α-L-diginopyranosyl-(1→4)-β-D-cymaropyranoside.The structures of these compounds were elucidated based on the chemical and spectroscopic evidence.     

Two new phenylpropanoid glycosides from Sanguisorba officinalis

Two new phenylpropanoid glycosides,9-O-[6-O-acetyl-β-D-glucopyranosyl]-4-hydroxycinnamic acid(1) and 8-O-β-D-glucopyranosyl -(R)-(+)-3,4,8-trihydroxy methyl phenylpropionate(2) were isolated from the 80%EtOH extract of the roots of Sanguisorba officinalis.Their structures were characterized by spectroscopic analysis and chemical method,including 1D NMR,2D NMR,and HR-ESI-MS.Compounds 1 and 2 exhibited the moderate antimicrobial activities against all Gram-positive and Gram-negative bacteria tested.     

Two new benzofuran lignan glycosides from Gelsemium elegans

Two new benzofuran lignan glycosides, gelsemiunoside A and B, were isolated from the whole plant of Gelsemium elegans Benth. Their structures were elucidated on the basis of spectroscopic evidence. Furthermore, gelsemiunoside A and B were shown a potent cytotoxic activity by suppressing the proliferation of A375-S2 cells.     

Two new acylated flavonoid glycosides from Morina nepalensis var. alba Hand.‐Mazz.

From the whole plant of Morina nepalensis var. alba Hand.‐Mazz., two new acylated flavonoid glycosides ( 1 and 2 ), together with four known flavonoid glycosides ( 3–6 ), were isolated. Their structures were determined to be quercetin 3‐O‐[2″′‐O‐(E)‐caffeoyl]‐α‐L ‐arabinopyranosyl‐(1→6)‐β‐D ‐galactopyranoside (monepalin A, 1 ), quercetin 3‐O‐[2″′‐O‐(E)‐caffeoyl]‐α‐L ‐arabinopyranosyl‐(1→6)‐β‐D ‐glucopyranoside (monepalin B, 2 ), quercetin 3‐O‐α‐L ‐arabinopyranosyl‐(1→6)‐β‐D ‐galactopyranoside (rumarin, 3 ), quercetin 3‐O‐β‐D ‐galactopyranoside ( 4 ), quercetin 3‐O‐β‐D ‐glucopyranoside ( 5 ) and apigenin 4^′‐O‐β‐D ‐glucopyranoside ( 6 ). Their structures were determined on the basis of chemical and spectroscopic evidence. Complete assignments of the ¹H and ¹³C NMR spectra of all compounds were achieved from the 2D NMR spectra, including H–H COSY, HMQC, HMBC and 2D HMQC‐TOCSY spectra. Copyright © 2002 John Wiley & Sons, Ltd.     

Two new triterpenoid glycosides from the stems of Camellia oleifera Abel

Two new oleanane-type triterpenoid glycosides, 3-O-β-D-xylopyranosyl-(1→2)-α-L-arabinopyranosyl-(1→3)-[β-D-glucuronopyranosyl-(1→2)]-β-D-glucuronopyranosyl-22α-angeloyloxyolean-12-ene-15α,16α,28-triol(1) and 3-O-β-D-xylopyranosyl-(1→2)-α-L-arabinopyranosyl-(1→3)-[β-D-glucuronopyranosyl-(1→2)]-β-D-glucuronopyranosyl-21β-acetyl-22α-angeloyloxyolean-12-ene-16α,28-diol (2) were isolated from the stems of Camellia oleifera Abel. Their structures were elucidated by means of spectroscopic methods and chemical evidence. The cytotoxic activities of compounds 1–2 were evaluated against five human tumour cell lines (HCT-8, BGC-823, A5049, and A2780). Compounds 1–2 showed cytotoxic activity against five human cancer cell lines, with IC₅₀ values ranging from 3.15 to 7.32 μM.     

Two new phenolic glycosides from the aerial parts of Androsace umbellata

Two new phenolic glycosides,2-hydroxy-4-O-β-D-glucopyranosylphenylacetic acid methyl acetate(1) and 2-hydroxy-4-O-β-D-glucopyranosylphenylacetic acid(2) were isolated from the aerial parts of Andwsace umbellata.Their structures were elucidated by spectral techniques.     

Benzophenanthridine alkaloids from the roots of Thalictrum microgynum Lecoy.ex Oliv

A new benzophenanthridine alkaloid, 2,3,9-trimethoxy-7,8-methylenedioxy-5-methylbenzo[c]-6(5H) phenanthridone (2) and a benzophenanthridine alkaloid first found from natural sources, 2,3-dimethoxy-7,8- methylenedioxy-5-methylbenzo[c]-6(5H)- phenanthridone (1) together with two known benzophenanthridine alkaloids, Dihydrosanguinarine (3) and Dihydrochelilutine (4) were isolated from the roots of Thalictrum microgynum Lecoy.ex Oliv. The structures of 1 and 2 were elucidated using various spectroscopic techniques including HRESIMS and 1?D and 2?D NMR. Antibacterial activity of these compounds were tested. Compound 1, 3 and 4 showed antibacterial activity against Staphylococcus aureus with MIC values of 50, 100, 25?μg/mL, respectively.     

Two new kaempferol glycosides from the seeds of Camellia semiserrata Chi

Two new acetylated kaempferol glycosides were isolated from the seeds of Camellia semiserrata Chi,their structures were elucidated as kaempferol-3-O-[(3-O-acetyl)-α-L-rhamnopyranosyl(1→3)(4-O-acetyl)-α-L-rhamnopyranosyl(1→6)-β-D-glucopyranoside] (1) and kaempferol-3-O-[(2-O-acetyl)-α-L-rhamnopyranosyl(1→3)(4-O-acetyl)-α-L-rhamnopyranosyl(1→6)-β-D-gluco -pyranoside](2) by spectral experiments(including ESI-MS,1D- and 2D-NMR).     

Two New Chromone Glycosides from Selaginella uncinata

Two new chromone glycosides,5-hydroxy-2,6,8-trimethylchromon-7-O-β-D-gluco-pyranoside,named uncinoside A;5-acetoxy-2,6,8-trimethylchromone-7-O-β-D-glucopyranoside, named uncinoside B,and a known chromone compound named 8-methyl eugenitol were isolated from Selaginella uncinate. Their structures were elucidated by spectra analysis of FAB-MS,1D NMR and 2D NMR including ^1H NMR,^13C NMR,HMQC,HMBC and single-crystal X-ray diffraction techniques.     

Two new xanthone glycosides from Swertia punicea Hemsl. and their anti-inflammatory activity

Abstract

Two new xanthone glycosides (1–2), together with seven known analogues (3–9), were isolated from whole herb of Swertia punicea. The structures of these metabolites were established on the basis of detailed spectroscopic analysis and comparison with data reported in the literature. In an in vitro test, all isolates were evaluated for their anti-inflammatory activity. The results revealed that all of them showed significant anti-inflammatory activity with IC₅₀ values ranging from 1.237 to 3.319?mM. Compounds 3, 4, and 5 (IC₅₀ values in the range 1.237–1.987?mM) displayed more potent anti-inflammatory activity than the positive control, indomethacin (IC₅₀ value of 2.004?mM).     

Codonopiloneolignanin A,a polycyclic neolignan with a new carbon skeleton from the roots of Codonopsis pilosula

A neolignan codonopiloneolignanin A(1) with a novel 2,9:2',9:7,7'-tricyclo-8,'-neolignane skeleton was isolated from an aqueous extract of the Codonopsis pilosula roots. Its structure including the absolute configuration was elucidated by extensive spectroscopic analysis, including 2D NMR and electronic circular dichroism calculation. The proposed biosynthetic pathway of compound 1 is also discussed.     

Two new phenylethanoid glycosides from the roots of Phlomis umbrosa

Two new phenylethanoid glycosides were isolated from the roots of Phlomis umbrosa. Their structures were elucidated by spectroscopic methods.