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1.
Molecules ; 26(8)2021 Apr 12.
Artículo en Inglés | MEDLINE | ID: mdl-33921386

RESUMEN

Acanthopanax henryi (Oliv.) Harms (Araliaceae), also known as Eleutherococcus henryi and Caoyewujia (Hengliwujia) in Chinese, is a widely used traditional Chinese herb with the effects of expelling wind and removing dampness, relaxing the muscles and stimulating the blood circulation, and regulating the flow of qi to alleviate pain in the theory of Traditional Chinese Medicine. Acanthopanax henryi (AH, thereafter) possesses ginseng-like activities and is known as ginseng-like herb. In the past decade, a great number of phytochemical and pharmacological studies on AH have been carried out. Several kinds of chemical compositions have been reported, including terpenoids (monoterpenoids, diterpenoids, and triterpenoid saponins), phenylpropanoids, caffeoyl quinic acid derivatives, flavonoids, lignans, sterols, fatty acids, etc., among which, triterpenoid saponins were considered to be the most active components. Considerable pharmacological experiments in vitro have demonstrated that AH possessed anti-neuroinflammatory, anti-adipogenic, anti-inflammatory, antibacterial, anti-cancer, anti-oxidation, anti-AChE, anti-BuChE, and antihyaluronidase activities. The present review is an up-to-date and comprehensive analysis of the botany, phytochemistry, and pharmacology of AH.


Asunto(s)
Eleutherococcus/química , Etnofarmacología , Fitoquímicos/análisis , Fitoquímicos/química , Fitoquímicos/aislamiento & purificación , Investigación
2.
Planta Med ; 84(6-07): 465-474, 2018 Apr.
Artículo en Inglés | MEDLINE | ID: mdl-29490383

RESUMEN

The quality of herbal drugs is usually controlled using several tests recommended in a monograph. HPTLC is the method of choice for identification in many pharmacopoeias. If combined with a suitable reference material for comparison, HPTLC can provide information beyond identification and thus may simplify quality control. This paper describes, as a proof of concept, how HPTLC can be applied to define specifications for an herbal reference material and to control the quality of an herbal drug according to these specifications. Based on multiple batches of cultivated Angelica gigas root, a specific HPTLC method for identification was optimized. This method can distinguish 27 related species. It also can detect the presence of mixtures of A. gigas with two other Angelica species traded as "Dang gui" and is suitable as well for quantitative assessment of samples in a test for minimum content of the sum of decursin and decursinol angelate. The new concept of "comprehensive HPTLC fingerprinting" is proposed: HPTLC fingerprints (images), which are used for identification, are converted into peak profiles and the intensities of selected zones are quantitatively compared to those of the corresponding zones of the reference material. Following a collaborative trial involving three laboratories in three countries, the method was applied to check the quality of further candidates for establishing an appropriate reference material. In conclusion, this case demonstrates that a single HPTLC analysis can provide information about identity, purity, and minimum content of markers of an herbal drug.


Asunto(s)
Angelica/química , Cromatografía Líquida de Alta Presión/métodos , Preparaciones de Plantas/análisis , Raíces de Plantas/química , Control de Calidad
3.
Molecules ; 23(1)2018 Jan 01.
Artículo en Inglés | MEDLINE | ID: mdl-29301264

RESUMEN

The phytochemical study on the leaves of Acanthopanax gracilistylus (Araliaceae) resulted in the discovery of a new lupane-triterpene compound, acangraciligenin S (1), and a new lupane-triterpene glycoside, acangraciliside S (2), as well as two known ones, 3α,11α-dihydroxy-lup-20(29)-en-23,28-dioic acid (3) and acankoreoside C (4). Their chemical structures were elucidated by mass, 1D- and 2D-nuclear magnetic resonance (NMR) spectroscopy. The chemical structures of the new compounds 1 and 2 were determined to be 1ß,3α-dihydroxy-lup-20(29)-en-23, 28-dioic acid and 1ß,3α-dihydroxy-lup-20(29)-en-23,28-dioic acid 28-O-[α-l-rhamnopyranosyl-(1→4)-ß-d-glucopyranosyl-(1→6)-ß-d-glucopyranosyl] ester, respectively. The anti-neuroinflammatory activity of the selective compounds, 1 and 3, were evaluated with lipopolysaccharide (LPS)-induced BV2 microglia. The tested compounds showed moderate inhibitory effect of nitric oxide (NO) production.


Asunto(s)
Antiinflamatorios no Esteroideos/farmacología , Eleutherococcus/química , Triterpenos/química , Triterpenos/farmacología , Animales , Antiinflamatorios no Esteroideos/química , Evaluación Preclínica de Medicamentos/métodos , Lipopolisacáridos/farmacología , Espectroscopía de Resonancia Magnética , Ratones , Microglía/efectos de los fármacos , Microglía/metabolismo , Estructura Molecular , Óxido Nítrico/metabolismo , Hojas de la Planta/química
4.
Mol Med Rep ; 16(6): 9149-9156, 2017 Dec.
Artículo en Inglés | MEDLINE | ID: mdl-29039503

RESUMEN

Acanthopanax gracilistylus (AGS) has long been used in traditional Chinese medicine for the treatment of various inflammatory diseases. 3­O­ß­D­glucopyranosyl 3α, 11α­dihydroxylup­20(29)­en­28­oic acid, acantrifoside A, acankoreoside D, acankoreoside B and acankoreoside A are major lupane­type triterpenoid saponins derived from AGS. In the present study, these five saponins were isolated from AGS by chromatography and their anti­inflammatory activities were investigated in lipopolysaccharide (LPS)­treated RAW264.7 macrophages. Cell viability was evaluated by MTT assay. Tumor necrosis factor (TNF)­α, interleukin (IL)­1ß and NF­κB p65 were measured by ELISA. The gene expression levels of TNF­α and IL­1ß was detected by reverse­transcription polymerase chain reaction. And high­mobility group box 1 (HMGB1) were analyzed by western blotting. The results demonstrated that these five saponins significantly suppressed LPS­induced expression of TNF­α and IL­1ß at the mRNA and protein level in RAW264.7 cells. Further analysis revealed that acankoreoside A and acankoreoside B were able to reduce the secretion of HMGB1 and NF­κB activity induced by LPS in RAW264.7 macrophages. Taken together, these results suggested that the anti­inflammatory activity of AGS­derived saponins may be associated with the downregulation of TNF­α and IL­1ß, and the 'late­phase' proinflammatory cytokine HMGB1, via negative regulation of the NF­κB pathway in RAW264.7 cells.


Asunto(s)
Proteína HMGB1/biosíntesis , Interleucina-1beta/biosíntesis , Lipopolisacáridos/inmunología , Macrófagos/efectos de los fármacos , Macrófagos/fisiología , Saponinas/farmacología , Triterpenos/farmacología , Factor de Necrosis Tumoral alfa/biosíntesis , Animales , Supervivencia Celular/efectos de los fármacos , Regulación de la Expresión Génica , Interleucina-1beta/genética , Ratones , FN-kappa B/metabolismo , Células RAW 264.7 , Factor de Necrosis Tumoral alfa/genética
5.
Biosci Biotechnol Biochem ; 81(7): 1305-1313, 2017 Jul.
Artículo en Inglés | MEDLINE | ID: mdl-28345393

RESUMEN

We investigated the anti-inflammatory effects of 3α-hydroxy-lup-20(29)-en-23, 28-dioic acid (HLEDA)-a lupane-type triterpene isolated from leaves of Acanthopanax gracilistylus W. W.Smith (AGS), as well as the underlying molecular mechanisms in lipopolysaccharide (LPS)-induced RAW264.7 cells. Our results demonstrated that HLEDA concentration-dependently reduced the production of nitric oxide (NO), significantly suppressed LPS-induced expression of TNF-α and IL-1ß at the mRNA and protein levels in RAW264.7 cells. Further analysis revealed that HLEDA could reduce the secretion of High Mobility Group Box 1 (HMGB1). Additionally, the results showed that HLEDA efficiently decreased nuclear factor-kappaB (NF-κB) activation by inhibiting the degradation and phosphorylation of IκBα. These results suggest that HLEDA exerts anti-inflammatory properties in LPS-induced macrophages, possibly through inhibition of the NF-κB signaling pathway, which mediates the expression of pro-inflammatory cytokines. These results warrant further studies that would concern candidate therapy for diseases, such as fulminant hepatitis and rheumatology of triterpenoids in AGS.


Asunto(s)
Antiinflamatorios/farmacología , Medicamentos Herbarios Chinos/química , Proteína HMGB1/antagonistas & inhibidores , Interleucina-1beta/antagonistas & inhibidores , Macrófagos/efectos de los fármacos , Triterpenos/farmacología , Factor de Necrosis Tumoral alfa/antagonistas & inhibidores , Animales , Antiinflamatorios/aislamiento & purificación , Línea Celular , Relación Dosis-Respuesta a Droga , Eleutherococcus , Expresión Génica , Proteína HMGB1/genética , Proteína HMGB1/metabolismo , Inflamación , Interleucina-1beta/genética , Interleucina-1beta/metabolismo , Lipopolisacáridos/antagonistas & inhibidores , Lipopolisacáridos/farmacología , Macrófagos/citología , Macrófagos/metabolismo , Ratones , Inhibidor NF-kappaB alfa/antagonistas & inhibidores , Inhibidor NF-kappaB alfa/genética , Inhibidor NF-kappaB alfa/metabolismo , Óxido Nítrico/antagonistas & inhibidores , Óxido Nítrico/biosíntesis , Fosforilación/efectos de los fármacos , Triterpenos/aislamiento & purificación , Factor de Necrosis Tumoral alfa/genética , Factor de Necrosis Tumoral alfa/metabolismo
6.
Phytochemistry ; 101: 83-90, 2014 May.
Artículo en Inglés | MEDLINE | ID: mdl-24582277

RESUMEN

An ethyl acetate fraction of the aerial parts of Caryopteris incana (Verbenaceae) showed potent cytoprotective effects against damage to HepG2 cells induced by tert-butylhydroperoxide (t-BHP). To search for hepatoprotective components of C. incana, various chromatographic separations of the ethyl acetate soluble fraction of C. incana led to isolation of three phenylpropanoid glycosides, 6‴-O-feruloylincanoside D, 6‴-O-sinapoylincanoside D and caryopteroside, and two iridoid glycosides, incanides A and B, together with 17 known compounds. Structures of these compounds were determined by spectroscopic analyses. The absolute stereochemistry of the caryopteroside was established with the help of circular dichroism data and in comparison with literature data. All isolated substances were determined for their cytoprotective effects against t-BHP-induced toxicity in HepG2 cells. Among the tested compounds, 6'-O-caffeoylacteoside exhibited the most potent cytoprotective activity with an IC50 value of 0.8±0.1 µM against t-BHP-induced toxicity. Structure-activity relationships of the assay results indicated an important role of the catechol moiety in phenylpropanoid, iridoid and flavonoid derivatives in eliciting cytoprotective effects.


Asunto(s)
Extractos Vegetales/química , Sustancias Protectoras/química , Verbenaceae/química , Citoprotección , Células Hep G2 , Humanos , Concentración 50 Inhibidora , Espectroscopía de Resonancia Magnética , Modelos Moleculares , Estructura Molecular , Componentes Aéreos de las Plantas/química , Extractos Vegetales/aislamiento & purificación , Extractos Vegetales/farmacología , Sustancias Protectoras/aislamiento & purificación , Sustancias Protectoras/farmacología , Estereoisomerismo , Relación Estructura-Actividad , terc-Butilhidroperóxido/toxicidad
7.
Chin J Nat Med ; 12(2): 121-5, 2014 Feb.
Artículo en Inglés | MEDLINE | ID: mdl-24636062

RESUMEN

AIM: To investigate the cytotoxicity, anti-inflammatory activity, and action mechanism of root bark extracts of Acanthopanax henryi. METHOD: The hot methanol extract of the root bark of A. henryi was subjected to XAD-4 column chromatography eluting with a gradient of methanol in water. The cytotoxicity and anti-inflammatory effects of the MeOH fractions were evaluated on the inhibition on lipopolysaccharide (LPS)-induced nitric oxide, prostaglandin E2, interleukin-1ß, and interleukin-6 production in RAW 264.7 macrophages. RESULTS: The 80% MeOH fraction was a better inhibitor of LPS-induced NO, PGE2, IL-1ß, and IL-6 production, and expression of inducible nitric oxide synthase (iNOS) at the protein levels in a concentration-dependent manner. CONCLUSION: The 80% MeOH fraction of A. henryi root bark has significant anti-inflammatory activity. This provides a pharmacological basis for clinical application for the treatment of inflammation.


Asunto(s)
Antiinflamatorios/uso terapéutico , Eleutherococcus , Inflamación/tratamiento farmacológico , Macrófagos/efectos de los fármacos , Fitoterapia , Extractos Vegetales/uso terapéutico , Animales , Antiinflamatorios/farmacología , Dinoprostona/metabolismo , Relación Dosis-Respuesta a Droga , Inflamación/inducido químicamente , Inflamación/metabolismo , Interleucina-1beta/metabolismo , Interleucina-6/metabolismo , Lipopolisacáridos , Macrófagos/metabolismo , Ratones , Óxido Nítrico/metabolismo , Óxido Nítrico Sintasa de Tipo II/metabolismo , Corteza de la Planta , Extractos Vegetales/farmacología , Raíces de Plantas
8.
Artículo en Chino | WPRIM | ID: wpr-235247

RESUMEN

<p><b>OBJECTIVE</b>To study on effect of concentration of catalpol and 5-hydroxy methyl-2-furaldehyde (5-HMF) from Rehmanniae Radix at various processing.</p><p><b>METHOD</b>The Rehmanniae Radix was dried and prepared from the steaming process with 10% ethanol, 50% ethanol at 90 degrees C and 100 degrees C each other. And the changes of catalpol and 5-HMF was determinated. The extraction of 5-HMF and catalpol was sonicated in 30% methanol for 2 h. The analysis of 5-HMF and catalpol was conducted by HPLC with reversed-phase C-18 column and detected under UV 284 nm, 204 nm. Elution was carried out at 1.0 mL min(-1) with 3% acetonitrile.</p><p><b>RESULT</b>From this analysis, we found out that the content of catalpol was decreased with the number of processing times, and content of 5-HMF was increased with the number of processing times at various processing. The temperature and concentration of ethanol can effect on content of catalpol and 5-HMF at processing. The Cooked Rehmanniae Radix processed at 100 degrees C, 10% ethanol is best. And the content of 5-HMF processed for more than 7 times was accorded with standard of Korea phamcopoetia.</p><p><b>CONCLUSION</b>Analyze the effect of concentration of catalpol and 5-HMF from Rehmanniae Radix at various processing, and provide the foundation for further study.</p>


Asunto(s)
Cromatografía Líquida de Alta Presión , Etanol , Furaldehído , Glucósidos , Calor , Glucósidos Iridoides , Iridoides , Tubérculos de la Planta , Química , Plantas Medicinales , Química , Rehmannia , Química , Tecnología Farmacéutica , Métodos
9.
Chem Pharm Bull (Tokyo) ; 53(1): 97-9, 2005 Jan.
Artículo en Inglés | MEDLINE | ID: mdl-15635239

RESUMEN

A new lupane-type saponin, named acankoreoside E (1), was isolated from the methanol extract of the leaves of Acanthopanax koreanum, and its structure was established through chemical and spectroscopic analyses as (20S) 3alpha-hydroxy-30-oxolupan-23,28-dioic acid 28-O-[alpha-L-rhamnopyranosyl-(1-->4)-beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyranosyl] ester.


Asunto(s)
Eleutherococcus , Glicósidos/aislamiento & purificación , Triterpenos/aislamiento & purificación , Glicósidos/química , Extractos Vegetales/química , Extractos Vegetales/aislamiento & purificación , Hojas de la Planta , Triterpenos/química
10.
Chem Pharm Bull (Tokyo) ; 50(10): 1383-5, 2002 Oct.
Artículo en Inglés | MEDLINE | ID: mdl-12372869

RESUMEN

A novel lupane-triterpene glycoside, called wujiapioside B (1), was isolated from the leaves of Acanthopanax gracilistylus (Araliaceae) together with three known lupane-triterpene glycosides, acankoreoside C (2), acantrifoside A (3) and 3-epibetulinic acid 28-O-alpha-L-rhamnopyranosyl-(1-->4)-beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyranosyl ester (4). Based on spectroscopic data, the chemical structure of 1 was determined as 3alpha,23-dihydroxy-lup-20(29)-en-28-oic acid 28-O-alpha-L-rhamnopyranosyl-(1-->4)-beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyranosyl ester. Compounds 2-3 were obtained for the first time from this plant and compound 4 has not been isolated from Acanthopanax genus yet.


Asunto(s)
Eleutherococcus/química , Triterpenos/química , Extractos Vegetales/química , Extractos Vegetales/aislamiento & purificación , Hojas de la Planta/química , Triterpenos/aislamiento & purificación
11.
Phytochemistry ; 59(4): 379-84, 2002 Feb.
Artículo en Inglés | MEDLINE | ID: mdl-11830152

RESUMEN

Three new (1-3) and two known (4-5) triterpene glycosides were isolated from the leaves of Acanthopanax japonicus (Araliaceae) and elucidated structurally by mass, 1D, and 2D NMR spectroscopy. All the compounds possessed a nor-oleanene triterpene skeleton as the aglycone. The structures of 1-5 were established as 28-O-alpha-L-rhamno-pyranosyl-(1-->4)-beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyranosyl ester of 3beta-hydroxy- 30-nor-olean-12,20(29)-diene-23,28-dioic acid, designated as acanjaposide A, 3beta- hydroxy-23-oxo-30-nor-olean-12,20(29)-diene-28-oic acid, named acanjaposide B, 3beta,20alpha-dihydroxy-23-oxo-30-nor-olean-12-en-28-oic acid, named acanjaposide C, and nipponoside E, a known saponin, respectively.


Asunto(s)
Araliaceae/química , Glicósidos/química , Hojas de la Planta/química , Plantas Medicinales/química , Triterpenos/química , Glicósidos/aislamiento & purificación , Espectroscopía de Resonancia Magnética , Espectrometría de Masas , Triterpenos/aislamiento & purificación
12.
Arch Pharm Res ; 25(6): 831-6, 2002 Dec.
Artículo en Inglés | MEDLINE | ID: mdl-12510834

RESUMEN

A new and two known lupane-triterpene glycosides were isolated from the hot MeOH fraction of the leaves of Acanthopanax gracilistylus W. W. Smith. Based on the physical properties and spectroscopic data, their chemical structures were determined as acankoreoside A (1), acankoreoside D (2), and 3alpha-hydroxy-lup-23-al-20(29)-en-28-oic acid 28-O-alpha-L-rhamnopyranosyl-(1-->4)-beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyranosyl ester (3), respectively. To our best knowledge, compound 3 appears to be novel, which was named as wujiapioside A.


Asunto(s)
Eleutherococcus , Glicósidos/aislamiento & purificación , Triterpenos/aislamiento & purificación , Glicósidos/análisis , Extractos Vegetales/análisis , Extractos Vegetales/aislamiento & purificación , Hojas de la Planta , Triterpenos/análisis
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