Two new glucosides from the pellicle of the walnut (Juglans regia)

A newα-tetralonyl glucoside,6'-O-acetyl-juglanoside E(1),and a new dihydrophaseic acid glucoside,dihydrophaseic acid 1-O-(6-O-acetyl)-glucopyranoside(2),together with two known ones,juglanoside E(3)and dihydrophaseic acid(4),were isolated from the pellicle of the walnut(Juglans regia).The structures of the new compounds were elucidated by comprehensive spectroscopic analysis,including IR,HRESIMS,1D and 2D NMR data.

Terpenoid Glucosides fromAster Smithianus

A diterpenoid trisaccharide, smithoside A, and a saponin, smithoside B, as well as six known compounds, apigenin, apigenin-7-O-glucoside, daucosterol, shanzhiside methyl ester, 8-acetylshanzhiside methyl ester and acteoside, were isolated from Aster smithianus. On the basis of spectral evidence and chemical analytical results, smithosides A and B were identified as pimar-1 5 （ 16 ） -β-ene-8β, 11 α-diol-3β-O-β-D-glucopyranosyl （ 1→3 ） - [ β-glucopyranosyl（ 1 →2 ） ] -β-D-glucopyranoside and 2β,3β, 16β,21β,23-pentahydroxy-12-ene-28 oleanoic acid lactone-3-O-β-D- glucopyranosyl （ 1→3 ） -β-D-glucopyranoside, respectively.

A New Glucoside from Rhodiola fastigiata (Crassulaceae)

A new glucoside, fastigitin A (1), namely 2-O-β-D-glucopyransyl-3-methyl-methyl pinalate, together with twelve known constituents (2-13), was isolated from the root of Rhodiola fastigiata (Hook. f. et Thoms.) S. H. Fu collected from Nujiang Lisu autonomous region, Yunnan, China. Their structures were identified by spectral (including 2D-NMR techniques) and chemical methods. Compounds 2 and 5-9 were obtained from this plant for the first time.

Total glucosides of paeony attenuates animal psoriasis induced inflammatory response through inhibiting STAT1 and STAT3 phosphorylation

OBJECTIVE Psoriasis is an immune system meditated disease,especially T cells.It disturbed many people around the world and hard to therapy.Paeonia lactiflora Pall has been used as a medicine in china for thousands of years.Recent studies has found that the main component of Paeonia lactiflora Pall can alleviates the immune response in many diseases.In this study,we researched the effects and possible mechanisms of total glucosides of paeony(TGP)on animal psoriasis in order to study the therapeutic effects and mechanisms of TGP in 5%propranolol creaminduced psoriasis in guinea pigs and Imiquimod(IMQ)cream-induced psoriasis in mice.METHODS The effect of TGP was evaluated using a psoriasis-like model of guinea pigs and mice.Ear thickness was accessed,and pathology injury was observed by HE staining.The levels of serum IL-1β,IL-6,IL-12,IL-17,IL-23,TNF-α,and IFN-γ,skin IL-17A,IL-22 and orphan nuclear receptor(RORγt)mRNA expression,proliferating cell nuclear antigen(PCNA),total or phosphorylated signal transducers and activators of transcription(STAT1 and STAT3)were determined by ELISA,real time PCR,immu⁃nohistochemical staining,and Western blotting,respectively.RESULTS Compared with model group,TGP treatment decreased the ear thickness,improved pathology of psoriasis,alleviated IMQ-induced keratinocyte proliferation,reduced the inflammatory cytokine,and downregulated IL-17A,IL-22,and RORγt mRNA in mice.Further study indicated that TGP inhibited STAT1 and STAT3 phosphorylation in lesion skins of psoriasis-like mice.CONCLUSION TGP alleviates the symptoms of psoriasis-like guinea pigs and mice,and the possible mechanism may relate to inhibit T helper 17(TH17)cell differentiation and keratinocytes proliferation by inhibiting STAT1 and STAT3 phosphorylation.

Effects of total glucosides of peony on immunological hepatic fibrosis in rats

AIM: To study the effects of total glucosides of peony (TGP) on immunological hepatic fibrosis induced by human albumin in rats.METHODS: Sixty adult male Sprague-Dawley rats were randomly divided into: Normal group, model group, TGP (60 and 120 mg/kg) treatment groups and colchicines (0.1 mg/kg) treatment group. On the day before the rats were killed, those in TGP or colchicine groups received TGP or colchicine as above from the first day of tail vein injection of human albumin. The rats in normal and model groups were only administered with the same volume of vehicle. At the end of the 16th wk, rats in each group were killed. Blood and tissue specimens were taken. Levels of alanine aminotransferase (ALT), aspartate aminotransferase (AST), nitric oxide (NO), content of malondialdehyde (MDA), activity of superoxide dismutase (SOD) and glutathione peroxidase (GSH-px), were measured by biochemical methods. Serum procollagen type Ⅲ (PC Ⅲ) and laminin (LN) were determined by radioimmunoassay. Liver collagen level was determined by measuring hydroxyproline content in fresh liver samples. Hepatic tissue sections were stained with hematoxylin-eosin and examined under a light microscope.RESULTS: Histological results showed that TGP improved the human albumin-induced alterations in the liver structure, alleviated lobular necrosis and significantly lowered collagen content. The antifibrotic effect of TGP was also confirmed by decreased serum content of LN and PCⅢ in TGP-treated group. Moreover, the treatment with TGP effectively reduced the hydroxyproline contentin liver homogenates. However, the level of ALT and AST increased in fibrotic rat but had no significance compared with normal control, whereas the ratio of A/G decreased without significance. TGP had no effect on level of ALT, AST and the ratio of A/G. Furthermore, TGP treatment significantly blocked the increase in MDA and NO, associated with a partial elevation in liver total antioxidant capacity including SOD and GSH-px.CONCLUSION: TGP has beneficial effects on hepaticfibrosis in rats by inhibition of collagen synthesis and decreasing oxidative stress.

New diterpenoid glucosides from Siegesbeckia pubescens

Five new diterpenoids isolated from Siegesbeckia pubescens, pubesides A similar toE, were established as ent-2 alpha ,15,16-trihydroxypimar-8(14)-en-2-O-beta -D-glucopyranoside (1), ent-15,16,19-trihydroxypimar-8(14)-en-19-O-beta -D-glucopyranoside (2), beta -D-glucopyranosyl-ent-15,16-dihydroxypimar-8(14)-en-19-oiclate (3), ent-2-oxo-15,16,19-trihydroxypimar-8(14)-en-19-O-beta -D-gluco-pyranoside (4), ent-2-oxo-15,16,19-trihydroxypimar-8(14)-en-19-O-beta -D-glucopyranoside-15,16-acetonide (5) by 1D and 2D NMR techniques.

REDUCING NONSELECTIVE PROTEIN ADSORPTION AND CELL ADHESION ON POLYACRYLONITRILE FILMS BY COPOLYMERIZATION OF ACRYLONITRILE WITH α-ALLYL GLUCOSIDE

In this work, the surface properties of novel sugar-containing polymers, α-allyl glucoside (AG)/acrylonitrile (AN)copolymers, were studied by contact angle, protein adsorption and cell adhesion measurements. It was found that the contactangle of the copolymer films decreased from 68° to 30° with the increase of AG content in the copolymer. The adsorptionamount of bovine serum albumin (BSA) and the adhesive macrophage onto the film surface also decreased significantly withincreasing α-allyl glucoside content from 0 to 42 wt% in the copolymer. These preliminary results reveal that both thehydrophilicity and the biocompatibility of polyacrylonitrile-based membranes could be improved by copolymerizin gacrylonitrile with vinyl carbohydrates.

Tetrahydroxy Stilbene Glucoside Ameliorates Cognitive Impairments and Pathology in APP/PS1 Transgenic Mice

Cognitive impairment is the main clinical manifestation of Alzheimer's disease(AD),and amyloid-β(AB)deposition and senile plaques are the characteristic neuropathological hallmarks in AD brains.This study aimed to explore the effect and mechanism of tetrahydroxy stilbene glucoside(TSG)on cognitive function in APP/PS 1 mice during long-term administration.Here,we treated APP/PS1 model mice of AD with different doses of TSG(50 mg/kg and 100 mg/kg)for 5 to 17 months by gavage,and we further observed whether TSG could ameliorate the cognitive decline in APP/PS1 mice using behavioral tests,and investigated the possible mechanisms by immunohistochemistry and Western blotting.Our results showed that TSG treatment rescued the spatial and non-spatial learning and memory impairments of APP/PS1 mice at Morris water maze test and novel object recognition test.Furthermore,Aβ40/42 deposition in the cortex and hippocampus of APP/PS1 mice treated with TSG was significantly reduced compared to the wild type mice using the immunohistochemical technique.Finally,Western blotting showed that TSG primarily decreased the APP expression to avoid the Aβplaque deposition in the cortex and hippocampus of mice.These results reveal the beneficial effects of TSG in APP/PSI-AD mice,which may be associated with the reduction of Aβdeposits in the brain.

Synthesis of Glucoside Bonded Metal Porphyrins

The reactions of 5,10,15,20-tetrakis(p-hydroxyphenyl) porphyrin 1 and 5-(p-hydroxyphenyl)-10,15,20-tris(p-methoxyphenyl) porphyrin 2 with 1-bromo-2,3,4,6-O-acetyl-alpha -D- glucoside 3 respectively afforded 5,10,15,20-tetrakis[p-(2,3,4,6-O-acetyl-glucoside)-1-O-phenyl]porphyrin 4 and 5,10,15-tris(p-methoxyphenyl)-20-[p-(2,3,4,6-O-acetyl-glucoside)-1-O-phenyl] porphyrin 5. Their metal complexes Co-II(4), Mn-II (4) and Co-II(5), Mn-II'(5) also have been prepared. These new compounds have been identified by IR, UV-visible,H-1 NMR spectra and elemental analysis.

One New Diterpene Glucoside from the Roots of Rhododendron molle

One new grayanane diterpene glucoside, rhodomoside A 1 was isolated from the roots of Rhododendron molle G. Don (Ericaccae). Its structure was elucidated on the basis of spectral analysis.

A new angelol-type coumarin glucoside from Angelica pubescens

A new angelol-type coumarin glucoside, 6-[（1R,2R）-1, 2-dihydroxy-3-β-D-glucosyloxy-3-methylbutyl]-7-methoxycoumarin, was isolated from the roots of Angelica pubescens. Its structure was elucidated on the basis of spectral analysis.

Two New Iridoid Glucosides from Clerodendrum serratum

Two new iridoid glucosides, serratoside A and serratoside B, were isolated from the aerial parts of Clerodendrum serratum var. amplexifolium Moldenke. Their structures were elucidated by spectral and chemical methods.

Two New Iridoid Glucosides from Clerodendrum serratum

Two new iridoid glucosides, named 7 beta -coumaroyloxyugandoside (1) and 7 beta - cinnamoyloxyugandoside (2) were isolated from the leaves of Clerodendrum serratum, and their structures were elucidated by spectral means.

Oldhamioside, A New Phenolic Glucoside from Daphniphyllum oldhamii

Further phytochemical investigation of the ethyl acetate extract of the stem of Daphniphyllum oldhamii afforded a new phenolic glucoside, named oldhamioside 1, together with eleven known compounds, koaburaside 2, betulin, 28-hydroxyl-3-lupenone, pineresinol, syringaresinol, 4-O-methyl- cedrusin, narigenin, eriodictyol, apigenin, loureirin C, and asperuloside. The structures of new and known compounds were characterized by detailed spectroscopic analysis and comparison of their spectral data with reported values.

Protective effect of tetrahydroxy stilbene glucoside on learning and memory by regulating synaptic plasticity

Damage to synaptic plasticity induced by neurotoxicity of amyloid-beta is regarded to be one of the pathological mechanisms of learning and memory disabilities in Alzheimer＇s disease patients. This study assumed that the damage of amyloid-beta to learning and memory abilities was strongly associated with the changes in the Fyn/N-methyl-D-aspartate receptor 2B （NR2B） expression. An APP695V7171 transgenic mouse model of Alzheimer＇s disease was used and treatment with tetrahydroxy-stilbene glucoside was administered intragas- trically. Results showed that intragastric administration of tetrahydroxy-stilbene glucoside improved the learning and memory abilities of the transgenic mice through increasing NR2B receptors and Fyn expression. It also reversed parameters for synaptic interface structure of gray type I. These findings indicate that tetrahydroxy stilbene glucoside has protective effects on the brain, and has prospects for its clinical application to improve the learning and memory abilities and treat Alzheimer＇s disease.

Symplocosionosides A-C, Three Megastigmane Glycosides, a Neolignan Glucoside, and Symplocosins A and B, Two Triterpene Glycosyl Esters from the Leaves of <i>Symplocos cochinchinensis</i>var. <i>Philippinensis</i>

From the 1-BuOH-soluble fraction of a MeOH extract of the leaves of Symplocos cochinchinensis var. philippinensis, 12 compounds were isolated. Spectroscopic analyses of compounds 1 - 3 established their structures to be megastig-mane glycosides, named symplocosionosides A-C. The absolute structure of 1 was determined by the modified Mosher’s method. Compound 4 was found to be a neolignan glucoside and named symplocosneolignan. The structures of com-pounds 5 and 6, named symplocosins A and B, were elucidated to be the saponins of hederagenin sugar esters. The structures of the remaining known compounds (7 - 12) were identified by comparison of spectroscopic data with those reported in the literature.

A new flavonoid glucoside from Cassia angustifolia

A new flavonoid glucoside with a known one was isolated from the leaves of Cassia angustifolia. Based on the spectral analysis, including MS, ^1H NMR, ^13C NMR, DEPT, ^1H-1HCOSY, HMQC, HMBC and NOSEY, their chemical structures were determined as kaempferol-3-O-[（6＇＇＇-O-trans-sinnapoyt）-β-D-glucopyranosyl （1 → 6）]-β-D-glucopyranoside 1 and apigenin-6,8-di-C-glycoside 2.

Lethal Effect of Benzene Nitrogen Mustard Glucoside Derivate on K562 Cells

A new synthesized benzene nitrogen mustard was converted into glycosyl donor-trichloroacetimidate that was glycosylated with p-nitrophenol（glycosyl donors） to form β-lactosyl p-nitrobenzene under the protection of acetyl in a stereoselective manner, was prepared and evaluated for its cytotoxicity towards cultured K562 cell line. Methylthiazoy tetrazolium（MTT） assay, transmission electron microscopy（TEM）, flow cytometry（FCM） and immunohistochemistry were utilized to explore the mechanisms of how the compound arrests the growth of HCT-T cells. This new synthesed benzene nitrogen mustard glucoside derivate（BNMGD） presented a lower toxicity to normal cells, but is significantly more toxic to K562 cells compared with nitrogen mustard, meanwhile it can induce the apoptosis of K562 cells. These results indicate that the new synthesized BNMGD can inhibit the growth of K562 cells and induce the apoptosis, and its cytotoxicity towards cultured K562 cell line is much more effective than that of nitrogen mustard.

A New Iridoid Glucoside from Lagotis yunnanensis

Phytochemical investigation of Lagotis yunnanensis led to the isolation and identification of a new iridoid glucoside 1, named as 10-O-(3,4-dimethoxy-(E)-cinnamoyl)aucubin. Its structure was elucidated by spectroscopie methods.

Two New Flavone Glucosides fromSerratula strangulata

Genus Serratula（Compositae）consists of about 70 species distributed throughout theworld[1]．Serratula species have been used as folk medicine to treat chickenpox，toxicosis，high cholesterol in China[2]. The phytochemical study of plant S．strangulata has not beenreported so far．In the course of our searching for biologically active substances from thisplant，two new flavone glucosides（1，2）were isolated．The present paper covers the isolationand structural elucidation of the two new compounds．