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1.
Int J Biol Macromol ; 270(Pt 1): 132155, 2024 Jun.
Artículo en Inglés | MEDLINE | ID: mdl-38729462

RESUMEN

This study focuses on enhancing the strength and water stability of paper straws through a novel approach involving a binary emulsion of lignin-based polyurethane and chitosan. Kraft lignin serves as the raw material for synthesizing a blocked waterborne polyurethane, subsequently combined with carboxylated chitosan to form a stable binary emulsion. The resulting emulsion, exhibiting remarkable stability over at least 6 months, is applied to the base paper. Following emulsion application, the paper undergoes torrefaction at 155 °C. This process deblocks isocyanate groups, enabling their reaction with hydroxyl groups on chitosan and fibers, ultimately forming ester bonds. This reaction significantly improves the mechanical strength and hydrophobicity of paper straws. The composite paper straws demonstrate exceptional mechanical properties, including a tensile strength of 47.21 MPa, Young's modulus of 4.33 GPa, and flexural strength of 32.38 MPa. Notably, its water stability is greatly enhanced, with a wet tensile strength of 40.66 MPa, surpassing commercial paper straws by 8 folds. Furthermore, the composite straw achieves complete biodegradability within 120 days, outperforming conventional paper straws in terms of environmental impact. This innovative solution presents a promising and sustainable alternative to plastic straws, addressing the urgent need for eco-friendly products.


Asunto(s)
Quitosano , Emulsiones , Lignina , Papel , Poliuretanos , Resistencia a la Tracción , Poliuretanos/química , Quitosano/química , Lignina/química , Emulsiones/química , Agua/química , Biodegradación Ambiental , Fenómenos Mecánicos , Interacciones Hidrofóbicas e Hidrofílicas , Módulo de Elasticidad
2.
Org Lett ; 26(16): 3424-3428, 2024 Apr 26.
Artículo en Inglés | MEDLINE | ID: mdl-38630577

RESUMEN

Penihemeroterpenoids A-C, the first meroterpenoids with an unprecedented 6/5/6/5/5/6/5 heptacyclic ring system, together with precursors penihemeroterpenoids D-F, were co-isolated from the fungus Penicillium herquei GZU-31-6. Among them, penihemeroterpenoids C-F exhibited lipid-lowering effects comparable to those of the positive control simvastatin by the activation of the AMPK/ACC/SREBP-1c signaling pathway, downregulated the mRNA levels of lipid synthesis genes FAS and PNPLA3, and increased the level of mRNA expression of the lipid export gene MTTP.


Asunto(s)
Proteínas Quinasas Activadas por AMP , Penicillium , Transducción de Señal , Proteína 1 de Unión a los Elementos Reguladores de Esteroles , Terpenos , Penicillium/química , Terpenos/química , Terpenos/farmacología , Transducción de Señal/efectos de los fármacos , Humanos , Proteína 1 de Unión a los Elementos Reguladores de Esteroles/metabolismo , Proteínas Quinasas Activadas por AMP/metabolismo , Estructura Molecular , Acetil-CoA Carboxilasa/metabolismo , Acetil-CoA Carboxilasa/antagonistas & inhibidores , Hipolipemiantes/farmacología , Hipolipemiantes/química
3.
Phytochemistry ; 219: 113983, 2024 Mar.
Artículo en Inglés | MEDLINE | ID: mdl-38215814

RESUMEN

Six undescribed meroterpenoids aspertermeroterpenes A-F and four known analogues were isolated from the marine-derived fungus Aspergillus terreus GZU-31-1. Their structures were elucidated based on spectroscopic methods and electronic circular dichroism calculations. All meroterpenoids possessed the unique acetyl group at C-11, and also aspertermeroterpene A featured the rare C-14 decarboxylated in DMOA meroterpenoids. In the bioassays, aspermeroterpene B exhibited a potent inhibitory effect on the activation of hepatic stellate cells at the concentration of 5 µM via targeting the Nrf2 signaling. This is the first time reported that aspermeroterpene B as a previously undescribed carbon skeleton of meroterpenoid possessed anti-liver fibrosis effect.


Asunto(s)
Aspergillus , Factor 2 Relacionado con NF-E2 , Aspergillus/química , Dicroismo Circular , Fibrosis , Estructura Molecular
4.
Fitoterapia ; 173: 105804, 2024 Mar.
Artículo en Inglés | MEDLINE | ID: mdl-38181894

RESUMEN

Two new compounds eutyditerpenoid A (1) and seco-phenochalasin B (5), together with seven known compounds diaporthein A (2), aspergillon A (3), phenochalasin B (4), cytochalasins Z24 and Z25 (6 and 7), scoparasins A and B (8 and 9) were isolated from marine-derived Eutypella scoparia GZU-4-19Y. Among them, eutyditerpenoid A (1) with a rare 6/7/6 ring system possesing an anhydride moiety was the first example in the pimarane-type diterpenoids. Their structures were determined based on spectroscopic methods and the electronic circular dichroism (ECD) calculations. In the bioassays, all of the isolates were evaluated for their inhibitory activity against NO production induced by lipopolysaccharide in RAW 264.7 cells. Compounds 3 and 7 showed potent NO inhibition activity with IC50 values of 2.1 and 17.1 µM respectively, and the former also significantly suppressed the protein expression of iNOS and COX-2 at the concentration of 2.5 µM.


Asunto(s)
Ascomicetos , Diterpenos , Indoles , Lactonas , Estructura Molecular , Ascomicetos/química , Diterpenos/farmacología , Antiinflamatorios/farmacología , Abietanos , Citocalasinas
5.
Int J Biol Macromol ; 243: 125193, 2023 Jul 15.
Artículo en Inglés | MEDLINE | ID: mdl-37285886

RESUMEN

Cellulose materials have poor wet strength and are susceptible to acidic or basic environments. Herein, we developed a facile strategy to modify bacterial cellulose (BC) with a genetically engineered Family 3 Carbohydrate-Binding Module (CBM3). To assess the effect of BC films, water adsorption rate (WAR), water holding capacity (WHC), water contact angle (WCA), and mechanical and barrier properties were determined. The results showed that CBM3-modified BC film exhibited significant strength and ductility improvement, reflecting improved mechanical properties of the film. The excellent wet strength (both in the acidic and basic environment), bursting strength, and folding endurance of CBM3-BC films were due to the strong interaction between CBM3 and fiber. The toughness of CBM3-BC films reached 7.9, 28.0, 13.3, and 13.6 MJ/m3, which were 6.1, 1.3, 1.4, and 3.0 folds over the control for conditions of dry, wet, acidic, and basic, respectively. In addition, its gas permeability was reduced by 74.3 %, and folding times increased by 56.8 % compared with the control. The synthesized CBM3-BC films may hold promise for future applications in food packaging, paper straw, battery separator, and other fields. Finally, the in situ modification strategy used to BC can be successfully applied in other functional modifications for BC materials.


Asunto(s)
Celulosa , Agua , Celulosa/química , Agua/química , Resistencia a la Tracción
6.
Int J Biol Macromol ; 242(Pt 3): 125013, 2023 Jul 01.
Artículo en Inglés | MEDLINE | ID: mdl-37224910

RESUMEN

Cationic starch is the most widely used paper strength additive for papermaking wet end applications. However, it remains unclear how differently quaternized amylose (QAM) and amylopectin (QAP) are adsorbed on the fiber surface and their relative contribution to the inter-fiber bonding of papers. Herein, separated amylose and amylopectin were quaternized with different degrees of substitution (DS). After that, the adsorption behaviors of QAM and QAP on the fiber surface, the viscoelastic properties of the adlayers and their strength enhancement to fiber networks were comparatively characterized. Based on the results, the morphology visualizations of the starch structure displayed a strong impact on the adsorbed structural distributions of QAM and QAP. QAM adlayer with a helical linear or slightly branched structure was thin and rigid, while the QAP adlayer with a highly branched structure was thick and soft. In addition, the DS, pH and ionic strength had some impacts on the adsorption layer as well. Regarding the paper strength enhancement, the DS of QAM correlated positively to the paper strength, whereas the DS of QAP correlated inversely. The results provide a deep understanding of the impacts of starch morphology on performance and offer us some practical guidelines in starch selection.


Asunto(s)
Amilopectina , Amilosa , Amilopectina/química , Amilosa/química , Adsorción , Almidón/química , Carbohidratos
7.
Nat Prod Res ; : 1-7, 2022 Oct 29.
Artículo en Inglés | MEDLINE | ID: mdl-36308284

RESUMEN

Chemical epigenetic manipulation of Aspergillus terreus GZU-31-1 led to the discovery of five butanolide derivatives (1-5), including two new ones (1 and 2), and four known diphenyl ether derivatives (6-9). Compound 1 featured a Z-configuration double bond in the isoprenyl group was a potential anti-inflammatory bioactive group. Compound 2 was a new natural product. Moreover, compound 3 with a deacetylated group at C-4 was rarely reported as a butanolide analogue, which was isolated from the liquid culture treated with polyketide pathway inhibitor sodium citrate dihydrate. All of the isolates (1-9) were tested for their anti-inflammatory effects on the production of nitric oxide in lipopolysaccharide-induced microglial cells (RAW 264.7 cells). Compounds 1, 7, 8 and 9 exhibited more potent anti-inflammatory activity with IC50 values of 16.31, 20.16, 9.53 and 21.64 µM than the positive control (indomethacin, IC50, 24.0 µM).

8.
Polymers (Basel) ; 14(9)2022 Apr 28.
Artículo en Inglés | MEDLINE | ID: mdl-35566977

RESUMEN

Great interests have recently been aroused in the independent associative domain of glycoside hydrolases that utilize insoluble polysaccharides-carbohydrate-binding module (CBM), which responds to binding while the catalytic domain reacts with the substrate. In this mini-review, we first provide a brief introduction on CBM and its subtypes including the classifications, potential sources, structures, and functions. Afterward, the applications of CBMs in substrate recognition based on different types of CBMs have been reviewed. Additionally, the progress of CBMs in paper industry as a new type of environmentally friendly auxiliary agent for fiber treatment is summarized. At last, other applications of CBMs and the future outlook have prospected. Due to the specificity in substrate recognition and diversity in structures, CBM can be a prosperous and promising 'tool' for wood and fiber processing in the future.

9.
Org Lett ; 24(20): 3717-3720, 2022 05 27.
Artículo en Inglés | MEDLINE | ID: mdl-35559688

RESUMEN

Two novel sesterterpenoids linderasesterterpenoids A (1) and B (2) with an unprecedented 7-cyclohexyldecahydroazulene carbon skeleton isolated from the root of Lindera glauca. Their structures were elucidated by X-ray diffraction, quantum chemical calculations, and spectroscopic methods. The biogenetic pathway for 1 and 2 is proposed. In the bioassay, linderasesterterpenoids A and B showed good inhibitory activities against LPS-induced NO production in RAW 264.7 cells compared to a positive control.


Asunto(s)
Lindera , Animales , Carbono/química , Lindera/química , Ratones , Estructura Molecular , Células RAW 264.7 , Análisis Espectral
10.
Bioorg Chem ; 114: 105111, 2021 09.
Artículo en Inglés | MEDLINE | ID: mdl-34229199

RESUMEN

Furanaspermeroterpenes A (1) and B (2), with a unique 6/6/6/5/5 pentacyclic skeleton, and five new congeners aspermeroterpenes D-H (3-7) were co-isolated from the marine-derived fungus Aspergillus terreus GZU-31-1. Among them, compounds 1 and 2 with rare five-membered D/E coupling rings were the first example of DMOA-derived meroterpenoids. Moreover, compound 3 was the first reported 6/6/6/6/5 pentacyclic meroterpenoid featuring an unusual cis-fused A/B ring. In the bioassays, all of the isolates were evaluated on the inhibitory activities against lipopolysaccharide-induced nitric oxide production in RAW 264.7 cells, and compounds 3-7 exhibited significant anti-inflammatory activity with IC50 values ranging from 6.74 to 29.59 µM than positive control (Indomethacin, IC50 30.98 µM).


Asunto(s)
Antiinflamatorios/farmacología , Aspergillus/química , Animales , Antiinflamatorios/química , Antiinflamatorios/aislamiento & purificación , Supervivencia Celular/efectos de los fármacos , Relación Dosis-Respuesta a Droga , Lipopolisacáridos/antagonistas & inhibidores , Lipopolisacáridos/farmacología , Ratones , Estructura Molecular , Óxido Nítrico/antagonistas & inhibidores , Óxido Nítrico/biosíntesis , Células RAW 264.7 , Relación Estructura-Actividad
11.
Bioorg Chem ; 100: 103968, 2020 07.
Artículo en Inglés | MEDLINE | ID: mdl-32470761

RESUMEN

Furanasperterpenes A (1) and B (2) with a novel 6/6/6/6/5 pentacyclic skeleton and a new 11-acetoxy-terretonin E (3), were isolated from the marine-derived Aspergillus terreus GZU-31-1. Their structures were elucidated based on spectroscopic methods, and the absolute configurations were determined by X-ray diffraction and electronic circular dichroism (ECD) calculations. A possible biogenetic pathway was proposed. These compounds were evaluated for their lipid-lowering effects in 3T3-L1 adipocytes. Furanasperterpene A (1) showed the equivalent activity in reducing TG levels to positive control (berberine) at the concentration of 5 µM.


Asunto(s)
Aspergillus/química , Terpenos/química , Adipocitos/citología , Adipocitos/efectos de los fármacos , Adipocitos/metabolismo , Animales , Aspergillus/metabolismo , Línea Celular , Supervivencia Celular/efectos de los fármacos , Dicroismo Circular , Cristalografía por Rayos X , Humanos , Espectroscopía de Resonancia Magnética , Ratones , Conformación Molecular , Terpenos/aislamiento & purificación , Terpenos/farmacología , Triglicéridos/metabolismo
12.
Org Lett ; 22(4): 1336-1339, 2020 02 21.
Artículo en Inglés | MEDLINE | ID: mdl-32037840

RESUMEN

Aspermeroterpene A (1) with an unprecedented and highly congested 5/3/6/6/6/5 hexacyclic skeleton, together with two precursors aspermeroterpenes B (2) and C (3), were isolated from the marine-derived fungus Aspergillus terreus GZU-31-1. Their structures were elucidated by quantum chemical calculations, X-ray diffraction, and spectroscopic methods. The biogenetic pathway for 1-3 is proposed. Aspermeroterpenes A-C (1-3) showed significant inhibitory activities against lipopolysaccharide (LPS)-induced nitric oxide (NO) production in RAW 264.7 cells compared to positive control.


Asunto(s)
Aspergillus/química , Terpenos/farmacología , Animales , Cristalografía por Rayos X , Lipopolisacáridos/antagonistas & inhibidores , Lipopolisacáridos/farmacología , Ratones , Modelos Moleculares , Estructura Molecular , Óxido Nítrico/antagonistas & inhibidores , Óxido Nítrico/biosíntesis , Células RAW 264.7 , Terpenos/química , Terpenos/aislamiento & purificación
13.
Fitoterapia ; 137: 104187, 2019 Sep.
Artículo en Inglés | MEDLINE | ID: mdl-31153951

RESUMEN

Four new compounds: diaporthichalasins A-C (1-3) and biatriosporin N (7), along with six known compounds (4-6 and 8-10) were separated from the culture of the fungus Diaporthe sp. GZU-1021. The absolute configurations of 1-3 were determined by quantum chemical calculations, X-ray diffraction, and spectroscopic analysis. The structure of 4 was analyzed by X-ray crystallography analysis for the first time. All of the isolates were evaluated on the production of nitric oxide in lipopolysaccharide-induced microglial cells (RAW 264.7 cells). Compounds 5-10 exhibited significant inhibitory effects against nitric oxide production with IC50 values from 1.94 to 16.5 µM than positive control (indomethacin, IC50 = 29.7 µM). This is the first time tetrahydroxanthone dimer (10), as a novel carbon skeleton possessing NO inhibitory activity, was reported.


Asunto(s)
Antiinflamatorios/farmacología , Ascomicetos/química , Citocalasinas/farmacología , Microglía/efectos de los fármacos , Policétidos/farmacología , Animales , Antiinflamatorios/aislamiento & purificación , Braquiuros/microbiología , China , Citocalasinas/aislamiento & purificación , Ratones , Estructura Molecular , Óxido Nítrico/metabolismo , Policétidos/aislamiento & purificación , Células RAW 264.7
14.
J Org Chem ; 83(19): 11804-11813, 2018 10 05.
Artículo en Inglés | MEDLINE | ID: mdl-30141629

RESUMEN

Diaporindenes A-D (1-4), four unusual 2,3-dihydro-1 H-indene isomers, a novel isoprenylisobenzofuran A (5), two new isoprenylisoindole alkaloids diaporisoindoles D and E (6 and 7), and a new benzophenone derivative tenellone D (11), together with four known biogenetic agents (8-10 and 12), were all separated from the endophytic fungus Diaporthe sp. SYSU-HQ3 guided by ultraperformance liquid chromatography high-resolution mass spectrometry. The absolute configurations of 1-7 and 11 were defined by X-ray diffraction, quantum chemical calculations, and spectroscopic analysis. Diaporindenes A-D (1-4) possessed an unprecedented chemical skeleton featuring a 2,3-dihydro-1 H-indene ring and a 1,4-benzodioxan moiety. All of the isolates (1-12) were tested for their inhibitory effects on the production of nitric oxide in lipopolysaccharide-induced microglial cells (RAW 264.7 cells). Compounds 1-5, 8, and 9 were found to exhibit significant inhibitory effects against nitric oxide production with IC50 values from 4.2 to 9.0 µM and SI values from 3.5 to 6.9. In addition, the structure-activity relationships of all compounds were summarized.


Asunto(s)
Antiinflamatorios no Esteroideos/química , Antiinflamatorios no Esteroideos/farmacología , Ascomicetos/química , Endófitos/química , Indenos/química , Indenos/farmacología , Animales , Ratones , Modelos Moleculares , Conformación Molecular , Óxido Nítrico/biosíntesis , Células RAW 264.7
15.
Mar Drugs ; 16(6)2018 May 28.
Artículo en Inglés | MEDLINE | ID: mdl-29843358

RESUMEN

Nine new angucycline glycosides designated urdamycins N1⁻N9 (1⁻9), together with two known congener urdamycins A (10) and B (11), were obtained from a mangrove-derived Streptomycesdiastaticus subsp. SCSIO GJ056. The structures of new compounds were elucidated on the basis of extensive spectroscopic data analysis. The absolute configurations of 6⁻9 were assigned by electronic circular dichroism calculation method. Urdamycins N6 (6) and N9 (9) represent the first naturally occurring (5R, 6R)-angucycline glycosides, which are diastereomers of urdamycins N7 (7) and N8 (8), respectively.


Asunto(s)
Aminoglicósidos/química , Antraquinonas/química , Antibacterianos/química , Organismos Acuáticos/metabolismo , Streptomyces/metabolismo , Aminoglicósidos/aislamiento & purificación , Antraquinonas/aislamiento & purificación , Antibacterianos/aislamiento & purificación , Dicroismo Circular , Espectroscopía de Resonancia Magnética , Estructura Molecular , Humedales
16.
Fitoterapia ; 125: 281-285, 2018 Mar.
Artículo en Inglés | MEDLINE | ID: mdl-29374570

RESUMEN

Bioassay-guided fractionation of the dichloromethane extract of the fungus Neofusicoccum austral SYSU-SKS024 led to the isolation of three new ethylnaphthoquinone derivatives, neofusnaphthoquinone A (1), 6-(1-methoxylethy1)-2,7-dimethoxyjuglone (2), (3R,4R)-3-methoxyl-botryosphaerone D (6), together with six known analogs (3-5 and 7-9). Their structures were elucidated by spectroscopic analysis and single crystal X-ray diffraction analysis. Neofusnaphthoquinone A (1) is the third example of the unsymmetrical naphthoquinone dimer, which is rarely found in natural source. All of the isolates were evaluated for their indoleamine 2, 3-dioxygenase (IDO) inhibitory activity, compounds 1-6 showed in vitro inhibitory effects against IDO with IC50 values ranging from 0.11 to 10.92µM. This is the first time naphthoquinone dimer (1), as a novel carbon skeleton possessing IDO inhibitory activity, was reported.


Asunto(s)
Ascomicetos/química , Indolamina-Pirrol 2,3,-Dioxigenasa/antagonistas & inhibidores , Naftoquinonas/química , China , Estructura Molecular , Naftoquinonas/aislamiento & purificación , Rhizophoraceae/microbiología
17.
Fitoterapia ; 124: 177-181, 2018 Jan.
Artículo en Inglés | MEDLINE | ID: mdl-29126957

RESUMEN

A pair of 3-arylisoindolinone enantiomers: (+)-asperglactam A (1), (-)-asperglactam A (1) and a pair of nor-bisabolane enantiomers: (+)-1-hydroxyboivinianic acid (2), (-)-1-hydroxyboivinianic acid (2), along with seven known compounds (3-8) were obtained from the mangrove endophytic fungus Aspergillus versicolor SYSU-SKS025. Their structures were determined on the basis of HRESIMS and NMR spectroscopic data, and X-ray diffraction. (+)-Asperglactam A (1) and (-)-asperglactam A (1) are the first optically pure examples in the 3-arylisoindolinone family, which are rarely found in natural sources. All isolated compounds were evaluated for α-glucosidase inhibitory activity. The enantiomers of 1-3 showed moderate inhibitory activity against α-glucosidase with IC50 values ranging from 50 to 190µM. Compound 7 exhibited significant inhibitory activity against α-glucosidase with IC50 value of 7.5µM. In addition, compound 7 was found to inhibit nitric oxide production in RAW 264.7 macrophages with IC50 value of 12.5µM.


Asunto(s)
Aspergillus/química , Euphorbiaceae/microbiología , Inhibidores de Glicósido Hidrolasas/aislamiento & purificación , Ftalimidas/aislamiento & purificación , Sesquiterpenos/aislamiento & purificación , Animales , Endófitos/química , Inhibidores de Glicósido Hidrolasas/química , Ratones , Estructura Molecular , Ftalimidas/química , Células RAW 264.7 , Sesquiterpenos/química , Estereoisomerismo , alfa-Glucosidasas
18.
Nat Prod Commun ; 11(6): 793-4, 2016 Jun.
Artículo en Inglés | MEDLINE | ID: mdl-27534118

RESUMEN

A new compound was isolated from the traditional Chinese folk herb Crotalaria ferruginea. The structure of the new compound was identified as (±)-crotaferruphenol (1) based on analyses of its spectroscopic data including NMR, MS, and specific rotation values. (±)-Crotaferruphenol was a novel heterodimer characteristic of a unique spiroketal moiety, which was produced by the condensation reaction of a chromanone and a 2-isopropenybenzofuran. (±)-Crotaferruphenol exhibited inhibitory activity (IC50 = 6.57 µM.) against phosphodiesterase-4 (PDE4), a drug target for the treatment of chronic obstructive pulmonary disease and asthma.


Asunto(s)
Crotalaria/química , Extractos Vegetales/química , Dimerización , Estructura Molecular , Extractos Vegetales/aislamiento & purificación
19.
Fitoterapia ; 94: 177-82, 2014 Apr.
Artículo en Inglés | MEDLINE | ID: mdl-24594242

RESUMEN

Bioassay-guided fractionation of the ethanol extract of the Chinese folk medicine Crotalaria ferruginea led to the isolation of a new isoflavonoid, 4'-hydroxy-2'-methylalpinum-isoflavone (1), and eight known analogs (2-9). Their structures were elucidated by spectroscopic analysis. Compounds 1, 2, 5, and 8 showed inhibitory activities against phosphodiesterase-4 (PDE4), a therapeutic target of asthma, with IC50 values ranging from 2.57 to 8.94 µM. The possible action mechanism and the structure-activity relationship (SAR) of the active isoflavonoids were explored by using molecular docking and molecular dynamics (MD) simulation methods. Our study herein may explain the anti-inflammatory function of this plant in Chinese folk medicine.


Asunto(s)
Antiinflamatorios/farmacología , Crotalaria/química , Isoflavonas/farmacología , Inhibidores de Fosfodiesterasa 4/farmacología , Extractos Vegetales/farmacología , Antiinflamatorios/química , Antiinflamatorios/aislamiento & purificación , Concentración 50 Inhibidora , Isoflavonas/química , Isoflavonas/aislamiento & purificación , Medicina Tradicional China , Simulación de Dinámica Molecular , Estructura Molecular , Inhibidores de Fosfodiesterasa 4/química , Inhibidores de Fosfodiesterasa 4/aislamiento & purificación , Extractos Vegetales/química , Extractos Vegetales/aislamiento & purificación , Plantas Medicinales , Relación Estructura-Actividad
20.
J Nat Prod ; 76(4): 664-71, 2013 Apr 26.
Artículo en Inglés | MEDLINE | ID: mdl-23570615

RESUMEN

Six new sesquiterpenoids, aristoyunnolins A-F (1-6), an artifact of isolation [7-O-ethyl madolin W (7)], and 12 known analogues were isolated from stems of Aristolochia yunnanensis. The structures were determined by combined chemical and spectral methods, and the absolute configurations of compounds 2, 3, 5-7, 9, 14, and 17 were determined by the modified Mosher's method and CD analysis. Compounds 1-19 were screened using a bioassay system designed to evaluate the effect on mitogen-activated protein kinases (MAPKs) signaling pathways. Among three MAPKs (ERK1/2, JNK, and p38), compounds 1, 4, 10-13, 16, 18, and 19 exhibited selective inhibition of the phosphorylation of ERK1/2. Compounds 16 and 19 were more active than the positive control PD98059, a known inhibitor of the ERK1/2 signaling pathway.


Asunto(s)
Aristolochia/química , Medicamentos Herbarios Chinos/aislamiento & purificación , Medicamentos Herbarios Chinos/farmacología , Quinasas MAP Reguladas por Señal Extracelular/antagonistas & inhibidores , Proteínas Quinasas Activadas por Mitógenos/antagonistas & inhibidores , Sesquiterpenos/aislamiento & purificación , Sesquiterpenos/farmacología , Western Blotting , Medicamentos Herbarios Chinos/química , Quinasas MAP Reguladas por Señal Extracelular/metabolismo , Quinasas MAP Reguladas por Señal Extracelular/fisiología , Flavonoides/farmacología , Proteínas Quinasas JNK Activadas por Mitógenos/antagonistas & inhibidores , Sistema de Señalización de MAP Quinasas/efectos de los fármacos , Sistema de Señalización de MAP Quinasas/fisiología , Proteína Quinasa 1 Activada por Mitógenos/antagonistas & inhibidores , Proteína Quinasa 3 Activada por Mitógenos/antagonistas & inhibidores , Proteína Quinasa 3 Activada por Mitógenos/metabolismo , Proteína Quinasa 3 Activada por Mitógenos/farmacología , Proteínas Quinasas Activadas por Mitógenos/metabolismo , Proteínas Quinasas Activadas por Mitógenos/fisiología , Estructura Molecular , Fosforilación/efectos de los fármacos , Tallos de la Planta/química , Sesquiterpenos/química , Transducción de Señal/efectos de los fármacos , Proteínas Quinasas p38 Activadas por Mitógenos/antagonistas & inhibidores
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