Two new phenolic acids from the fruits of Forsythia suspense

Two new phenolic acids forsythiayanoside C (1) and forsythiayanoside D (2), were isolated from the fruits of Forsythia suspense (Thunb.) Vahl. Their structures were elucidated on the basis of chemical and spectral analysis, including 1D, 2D NMR analyses, HRESIMS and CD spectrometry. The cytotoxic and antioxidant activities testing showed that compound 2 exhibited free radical scavenging activity.     

Two new phenolic glycosides from Inula cappa

Two new phenolic glycosides, syringic acid-4-O-α-L-rhamnoside (1) and ( ? )-hydnocarpin-7-O-β-D-glucoside (2), were isolated from the traditional Chinese medicinal herb Inula cappa. The structures of the new compounds were elucidated by means of spectroscopic methods such as 1D, 2D NMR, and HR-ESI-MS.     

Two new neuroprotective phenolic compounds from Gastrodia elata

Two new phenolic compounds 4-(4′-hydroxybenzyl) phenyl glucoside (gastrodin B, 1) and 1′-hydroxymethyl-phenyl 4-hydroxy-3-(4″-hydroxybenzyl) benzyl ether (gastrol B, 2) were isolated from the rhizomes of Gastrodia elata. Their structures were elucidated on the basis of spectroscopic data and chemical reaction. All compounds exhibited potent neuroprotective activity against H₂O₂-induced PC12 cell damage.     

Two new phenolic glycosides from the rhizome of Gastrodia elata

Two new phenolic glycosides, named parishins F-G (1-2), together with known parishin E, were isolated from the rhizome of Gastrodia elata. The new structures were established as 1,3-di-[4-O-(β-D-glucopyranosyl) benzyl]-2-{4-O-[β-D-glucopyranosyl-(1 → 6)-β-D-glucopyranosyl] benzyl} citrate (1) and 2-[4-O-(β-D-glucopyranosyl)benzyl] citrate (2), by means of MS, 1D, and 2D NMR spectral analyses, as well as chemical methods.     

Two new phenolic glycosides from the rhizome of Gastrodia elata

Two new phenolic glycosides, named parishins F–G (1–2), together with known parishin E, were isolated from the rhizome of Gastrodia elata. The new structures were established as 1,3-di-[4-O-(β-d-glucopyranosyl) benzyl]-2-{4-O-[β-d-glucopyranosyl-(1 → 6)-β-d-glucopyranosyl] benzyl} citrate (1) and 2-[4-O-(β-d-glucopyranosyl)benzyl] citrate (2), by means of MS, 1D, and 2D NMR spectral analyses, as well as chemical methods.     

Two new phenolic compounds from the tuber of Sparganium stoloniferum

Two new phenolic compounds, 2-(2-hydroxyphenyl)-4-methoxycarbonyl-5-hydroxybenzofuran (1) and 1-methoxycarbonyl-2, 3-dihydroxydibenzo[b, f]oxepine (2), were isolated from the tuber of Sparganium stoloniferum. The structures of both new compounds were determined on basis of spectroscopic means including HR-ESI-MS, 1D and 2D NMR experiments.     

Two new phenolic compounds from the seeds of Machilus yunnanensis

Chemical constituents investigation on the seeds of Machilus yunnanensis led to two new phenolic compounds 8-O-acetyl-phenylethanoid-4-O-β-D-glucopyranoside (1) and (E)-2,3-bis(4-hydroxyphenyl)acrylaldehyde (2), together with 16 known compounds. Their structures were elucidated on the basis of spectroscopic data analysis (IR, MS, 1D, and 2D NMR). Meanwhile, compounds 1–3, 6–13, 17, and 18 were evaluated for vasorelaxant effects on the rat endothelium-intact thoracic aorta rings precontracted with phenylephrine (PE) or KCl. The bioassay results showed that compound 17 had significant vasorelaxant effect on the endothelium-intact thoracic aorta rings precontracted with KCl.     

基于网络药理学探讨骨碎补治疗骨质疏松症的作用机制

目的:探讨骨碎补治疗骨质疏松(OP)的作用机制。方法:采用中药系统药理学成分分析平台(BATMAN-TCM)数据库获得骨碎补的活性化合物及其作用靶点,再通过GeneCards数据库获得相关化合物靶点,取两者交集得到骨碎补作用靶点。通过TTD、DrugBank、OMIM、GAD、PharmGKB、CTD数据库获得OP疾病相关靶点,与骨碎补作用靶点取交集后获得骨碎补-OP疾病交集靶点。运用STRING在线数据库构建蛋白相互作用(PPI)网络,再通过Cytoscape 3.6.1软件进行分析获得关键靶点,并进行可视化展示。借助DAVID在线工具进行交集靶点的基因本体论(GO)分析。通过在线分析工具KOBAS进行KEGG通路富集分析,筛选出显著富集的通路(P<0.05)。通过MCC算法进行关键基因的筛选。结果:共获得骨碎补活性化合物7个,骨碎补-OP疾病交集靶点136个。GO分析结果显示,上述交集靶点的生物途径主要包括化学反应、类固醇代谢过程、细胞对化学刺激的应答等;细胞组分主要包括细胞外间隙、胞外区部分、细胞质等;分子功能主要有血红素结合、四吡咯结合、单氧酶活性等。KEGG通路富集结果显示,上述靶点主要与骨代谢、内分泌、炎症、肿瘤、细胞凋亡等信号通路相关。通过MCC算法筛选得到关键基因30个,包括ALB、AKT1、JUN等(P≤1.96×10~(-9))。结论:骨碎补治疗OP的作用机制呈多靶点、多系统的特性,除了影响骨代谢相关途径还可影响体内多种代谢途径。     

Two new phenolic compounds and antitumor activities of asparinin A from Asparagus officinalis

Two new phenolic acid compounds, asparoffin C (1) and asparoffin D (2), together with four known compounds, asparenyol (3), gobicusin B (4), 1-methoxy-2-hydroxy-4-[5-(4-hydroxyphenoxy)-3-penten-1-ynyl] phenol (5), and asparinin A (6), have been isolated from the stems of Asparagus officinalis. The structures were established by extensive spectroscopic methods (MS and 1D and 2D NMR). Compound 6 has obvious antitumor activities both in vitro and in vivo.     

Two novel phenolic triterpenes from Tripterygium wilfordii.

Two novel phenolic triterpenes were isolated from Tripterygium wilfordii Hook. f., their structures were identified to be 2,3-dihydroxy-1,3,5(10),8-tetra-ene-6alpha-(2'-hydroxyethyl)-24-nor-D:A-friedooleanane-29-oic acid 1, named triptotin F, and 2,3-dihydroxy-1,3,5(10),8-tetra-ene-6beta-(2'-hydroxyethyl)-24-nor-D:A-friedooleanane-29-oic acid 2, named triptotin G on the basis of spectroscopic studies.     

Two new acylgluconic acids from the nearly ripe fruits of Evodia rutaecarpa

Two new acylgluconic acids, trans-feruloylgluconic acid (1) and trans-caffeoylgluconic acid (2), together with three known compounds, myo-inositol (3), phthalic acid dibutyl ester (4), and wuzhuyuamide-I (5), were isolated from the water soluble part of the dried nearly ripe fruits of Evodia rutaecarpa (Juss.) Benth. Their structures were determined by spectroscopic methods, including IR, UV, ESITOFMS, HRSIMS, 1D and 2D NMR spectral analyses.     

Two new unsaturated fatty acids from the whole plant of Pothos chinensis

Two new unsaturated fatty acids, (Z)-octadec-13-en-11-ynoic acid (1) and (Z)-octadec-16-en-12,14-diynoic acid (2), along with six known compounds were isolated from the whole plant of Pothos chinensis. The structures of these compounds were elucidated by detailed spectroscopic analysis, including 1D and 2D NMR data. Compound 2 showed moderate antibacterial activity against Staphylococcus aureus.     

Two new acylgluconic acids from the nearly ripe fruits of Evodia rutaecarpa

Two new acylgluconic acids, trans-feruloylgluconic acid (1) and trans-caffeoylgluconic acid (2), together with three known compounds, myo-inositol (3), phthalic acid dibutyl ester (4), and wuzhuyuamide-I (5), were isolated from the water soluble part of the dried nearly ripe fruits of Evodia rutaecarpa (Juss.) Benth. Their structures were determined by spectroscopic methods, including IR, UV, ESITOFMS, HRSIMS, 1D and 2D NMR spectral analyses.     

Two new acylgluconic acids from the nearly ripe fruits of Evodia rutaecarpa

Two new acylgluconic acids, trans-feruloylgluconic acid (1) and trans-caffeoylgluconic acid (2), together with three known compounds, myo-inositol (3), phthalic acid dibutyl ester (4), and wuzhuyuamide-I (5), were isolated from the water soluble part of the dried nearly ripe fruits of Evodia rutaecarpa (Juss.) Benth. Their structures were determined by spectroscopic methods, including IR, UV, ESITOFMS, HRSIMS, 1D and 2D NMR spectral analyses.     

Antioxidant phenolic acids from the leaves of Armeniaca sibirica

Abstract

Phytochemical investigation of the leaves of Armeniaca sibirica (L.) Lam. led to the isolation of two new phenolic acids (1–2), together with eight known compounds (3–10) from the ethanol extracts of this plant. Structures of these compounds were elucidated through detailed spectroscopic analyses, using 1D-NMR and 2D-NMR in combination with HR-EI-MS techniques. All the compounds were evaluated for their antioxidant capabilities in vitro using 2, 2′-azino-bis-3-ethylbenzothiazoline-6-sulphonic acid (ABTS), 1, 1′-diphenyl-2-picrylhydrazyl (DPPH) free radical scavenging assays, and ferric-reducing antioxidant power (FRAP) methods.     

HPLC-HR-MS~n法鉴定苦碟子注射液中酚酸类成分

目的应用HPLC-HR-MSn法快速鉴定苦碟子注射液中的酚酸类成分。方法采用Thermo Hypersil BDS C18(4.6 mm×250 mm,5μm)色谱柱,以0.1%甲酸-乙腈溶液为流动相,梯度洗脱;应用ESI-LTQ-Orbitrap质谱负离子模式检测苦碟子注射液中的酚酸类化合物。结果苦碟子注射液中酚酸类成分HPLC分离良好,根据多级质谱和精确分子量数据,从中共鉴定了25个酚酸类成分,包括绿原酸类化合物15个,酒石酸类化合物6个以及小分子酚酸4个。结论建立了酚酸类成分的HPLC-HR-MSn检测方法,为进一步阐明苦碟子注射液药效物质基础提供科学依据。     

Four new phenolic glycosides from Baoyuan decoction

Four new phenolic glycosides, including two flavonoid glycosides (1 and 2) and two lignan glycosides (3 and 4), were isolated from the traditional Chinese medicine formula, Baoyuan decoction. Their structures were established by detailed analysis of the NMR and HR-ESI-MS spectroscopic data and their absolute configurations were determined by the experimental electronic circular dichroism data as well as chemical methods. Furthermore, the sources of the four new compounds were determined by the UPLC-Qtrap-MS method, which proved that 1 and 2 are originated from Glycyrrhiza uralensis, and 3 and 4 are from Cinnamomum cassia.     

Three new phenolic compounds from Dalbergia odorifera

Three new phenolic compounds (1–3) were isolated from the heartwood of Dalbergia odorifera T. Chen. (Leguminosae). Their structures were established based on spectroscopic methods including 1D and 2D NMR (HSQC, COSY, HMBC and ROESY). Compound 2 exhibited cytotoxicity against BEL-7402 tumor cell lines.