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51.
Shikai Sun Jiang Fu Kaidong Liu Mingzhu Dai Yong Li Yunbao Liu Shuanggang Ma Jing Qu 《Molecules (Basel, Switzerland)》2021,26(14)
As a traditional Chinese medicine, Patrinia scabiosifolia Link has been used to treat various inflammatory-related diseases, and recent studies have shown that it possesses potent anti-inflammatory activity. Therefore, phytochemical investigation on whole plants of P. scabiosifolia were carried out, which led to the isolation of two new iridoid glucosides, patriniscabiosides A (1) and B (2), together with six known compounds (3–8). The structural elucidation of all compounds was performed by HRESIMS and extensive spectroscopic analyses including IR, 1D, 2D NMR, and electronic circular dichroism (ECD). All the isolated compounds were tested for their anti-inflammatory activity using the NF-κB-Dependent Reporter Gene Expression Assay, and compound 3 displayed anti-inflammatory activity through the inhibition of the NF-κB pathway, with an inhibitory rate of 73.44% at a concentration of 10 μM. 相似文献
52.
Lipid nanoparticles based on multiple emulsion (W/O/W) systems are suitable for incorporating hydrophilic active substances, including iridoid glycosides. This study involved optimization of composition of lipid nanoparticles, incorporation of active compounds (aucubin and catalpol), evaluation of stability of the resulting nanocarriers, and characterization of their lipid matrix. Based on 32 factorial design, an optimized dispersion of lipid nanoparticles (solid lipid:surfactant—4.5:1.0 wt.%) was developed, predisposed for the incorporation of iridoid glycosides by emulsification-sonication method. The encapsulation efficiency of the active substances was determined at nearly 90% (aucubin) and 77% (catalpol). Regarding the stability study, room temperature was found to be the most suitable for maintaining the expected physicochemical parameter values (particle size < 100 nm; polydispersity index < 0.3; zeta potential > |± 30 mV|). Characterization of the lipid matrix confirmed the nanometer size range of the resulting carriers (below 100 nm), as well as the presence of the lipid in the stable β’ form. 相似文献
53.
《Journal of separation science》2018,41(13):2759-2766
Five iridoid glycosides were prepared using molecularly imprinted solid‐phase extraction combined with preparative high‐performance liquid chromatography. Hydrophilic molecularly imprinted polymers were synthesized using α‐1‐allyl‐2‐N‐acetyl glucosamine, which introduced an abundance of hydrophilic groups into the polymers. Using molecularly imprinted solid‐phase extraction as the sample pretreatment procedure, five iridoid glycosides, gardenoside, geniposide, shanzhiside, geniposidic acid, and genipin‐1‐O‐gentiobioside, were selectively enriched from Gardenia fructus extracts. Preparative high‐performance liquid chromatography then provided iridoid glycosides with a purity >98%. The structures were elucidated by using nuclear magnetic resonance spectroscopy, optical rotation and melting point measurements, and mass spectrometry. The results demonstrate that molecularly imprinted solid‐phase extraction combined with preparative high‐performance liquid chromatography was an efficient, rapid, and economical method for the preparation of bioactive compounds from natural products. 相似文献
54.
Phi Hung Tran Thi Ha Do Thi Luyen Nguyen Phuong Thao Nguyen Trong Thong Nguyen 《Natural product research》2019,33(5):695-700
One new and three known compounds were isolated from the ethanol extract of Psychotria prainii aerial parts. By means of spectroscopic methods, their structures were elucidated to be deacetylasperulosidic acid 6-ethyl ether (1), asperulosidic acid (2), asperuloside (3) and obtucarbamates C (4). The isolated compounds were evaluated for their inhibitory effect on NO production in LPS-stimulated RAW264.7 cells. Among them, compounds 2 and 4 exhibited strong effect with the IC50 values of 5.75 ± 0.85 and 6.92 ± 0.43 μM, respectively. This is the first report for the chemical composition and biological activity of P. prainii. 相似文献
55.
Ya Jiuan Xu ;Tun Hai Xu ;Ling Zhu Hao ;Hong Feng Zhao ;Sheng Xu Xie ;Yun Shan Si ;Dong Han ;Dong Ming Xu 《中国化学快报》2008,19(7):825-828
Two new steroidal glucosides, 26-O-β-D-glucopyranosyl (25S)-furost-5-ene-1β,3β,22α,26-tetraol l-O-β-D-xylopyranosyl- (1 → 3)-[α-h-rhamnopyranosyl-(1 → 2)]-[β-D-fueopyranoside and (25R) spirost-5-ene-3β,14α-diol-3-β-O-β-L-rhanmopyranosyl- (1 → 2)-[β-D-xylopyranosyl(1 → 4)]-[-β-D-glucopyranoside, were isolated from the Ophiopogon japonicus (L.f.) Ker-Gaw. Their structures were elucidated by spectroscopic methods. 相似文献
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Four new alkaloids, daphnezomines P-S (1-4), have been isolated from the fruits of Daphniphyllum humile, and the structures and the stereochemistry were elucidated on the basis of spectroscopic data including 2D NMR and MS/MS spectra, and chemical correlations. Daphnezomines P (1) and Q (2) were the first Daphniphyllum alkaloids with an iridoid glycoside moiety. 相似文献
58.
Yong-Mei Ren Chang-Qiang Ke Chunping Tang Sheng Yao Yang Ye 《Tetrahedron letters》2017,58(24):2385-2388
Divaccinosides A–D (1–4), four rare iridoid glucoside cyclodimers in the truxillate forms, were characterized from the leaves of Vaccinium bracteatum. They were presumably biosynthesized from two known iridoid glucoside monomers, vaccinoside (5) and 10-O-trans-p-coumaroyl-6α-hydroxyl-dihydromonotropein (6), via a [2+2] cycloaddition reaction. The structures of the new compounds were established by comprehensive spectroscopic measurements, combined with chemical conversions and single crystal X-ray crystallographic analyses. 相似文献
59.
Shuai Wang Xiaopo Zhang Xin Li Qibing Liu Yue Zhou Peng Guo 《Natural product research》2019,33(6):893-896
The phenylpropanoid glucosides from Tadehagi triquetrum were found to be beneficial to glucose and lipid metabolism in vitro. Herein, we investigated the effects of these compounds on oxidised low-density lipoprotein (oxLDL)-induced foam cell formation in RAW264.7 macrophages, aiming to evaluate their potential utility in prevention of atherosclerosis. Our results showed that three out of seven phenylpropanoid glucosides significantly inhibited oxLDL-evoked foam cell formation. These three compounds remarkably inhibited cholesterol influx and enhanced cholesterol efflux. Treatment with compounds 3, 4 and 7 significantly down-regulated the expression of scavenge receptors 1 (SR-1) and cluster of differentiation 36 (CD36) and increased the expression ATP-binding cassette transporters A1 and G1 (ABCA1 and ABCG1). Analyses of structure–activity relationships revealed that cinnamyl group was the most pivotal group for their activities. This work provided phenomenon that these phenylpropanoid glucosides are effective regulator of cholesterol influx/efflux and may be useful in leading for development of anti-atherosclerotic agents. 相似文献
60.
Ken Kusakari Tadao Fukuhara Nobuhiko Ochiai Takashi Watanabe Yukihiro Sugimoto 《Natural product research》2016,30(8):954-959
Three known iridoid glucosides (gentiournoside A, gentiournoside E and depressoside) were isolated from the flowers of Gentiana urnula Harry Sm. through activity-guided fractionations with a 1,1-diphenyl-2-picrylhydrazyl (DPPH) assay. All three compounds exhibited excellent DPPH radical scavenging activities (IC50: 10–20 μmol L?1) comparable to that of ascorbic acid and Trolox. However, examination of the NMR data revealed that the reported chemical structure of depressoside, previously isolated from the leaves of G. depressa, needed correcting due to incorrect elucidation around C-7 of the iridane skeleton, and was corrected to 6-β-(2,3-dihydroxyphenyl)-d-glucosyl 7-O-(2,3-dihydroxybenzoyl)-loganate. Depressoside exhibited a much higher scavenging activity against superoxide radicals (IC50: 45.5 μmol L?1) than the other two extracted compounds (IC50: more than 900 μmol L?1) due to the crucial presence of a pyrogallyl unit. 相似文献