RESUMEN
Two novel pentanorcucurbitane triterpenes, 22-hydroxy-23,24,25,26,27-pentanorcucurbit-5-en-3-one (1) and 3,7-dioxo-23,24,25,26,27-pentanorcucurbit-5-en-22-oic acid (2) together with a new trinorcucurbitane triterpene, 25,26,27-trinorcucurbit-5-ene-3,7,23-trione (3) were isolated from the methyl alcohol extract of the stems of Momordica charantia. The structures of the new compounds were elucidated by spectroscopic methods. Compounds 2 and 3 showed potent cytoprotective activity in tert-butyl hydroperoxide (t-BHP)-induced hepatotoxicity of HepG2 cells.
Asunto(s)
Glicósidos/química , Momordica charantia/química , Triterpenos/química , Citoprotección/efectos de los fármacos , Células Hep G2 , Humanos , Peróxido de Hidrógeno/metabolismo , Espectroscopía de Resonancia Magnética , Conformación Molecular , Triterpenos/aislamiento & purificación , Triterpenos/toxicidadRESUMEN
Four novel octanorcucurbitane triterpenes, octanorcucurbitacins A-D (1-4), together with one known octanorcucurbitane triterpene, kuguacin M (5), were isolated from the methyl alcohol extract of the stems of Momordica charantia. Their structures were elucidated on the basis of extensive spectroscopic analyses. Compound 3 inhibited tert-butyl hydroperoxide (t-BHP)-induced hepatotoxicity against HepG2 cells.
Asunto(s)
Citoprotección , Glicósidos/análisis , Glicósidos/farmacología , Hepatocitos/efectos de los fármacos , Momordica charantia/química , Triterpenos/análisis , Triterpenos/farmacología , terc-Butilhidroperóxido/efectos adversos , Supervivencia Celular/efectos de los fármacos , Glicósidos/aislamiento & purificación , Células Hep G2 , Hepatocitos/citología , Humanos , Estructura Molecular , Triterpenos/aislamiento & purificaciónRESUMEN
Two new fernane triterpenoids, 7alpha-hydroxyfern-8-en-11-one (1) and 11beta-hydroxyfern-8-en-7-one (2), and two new filicane triterpenoids, 3beta-hydroxyfilic-4(23)-ene (3) and filicenol (5), together with one known filicane-type triterpenoid, 3alpha-hydroxyfilic-4(23)-ene (4), were isolated from the methyl alcohol extract of the leaves of Angiopteris palmiformis. Their structures were elucidated on the basis of extensive analyses of their spectroscopic data (NMR, MS, IR) and comparison with spectroscopic data in the literature.
Asunto(s)
Helechos/química , Hojas de la Planta/química , Triterpenos/química , Conformación Molecular , Especificidad de la Especie , Estereoisomerismo , Triterpenos/aislamiento & purificaciónRESUMEN
Four new cucurbitane-type triterpenes, cucurbita-5,23(E)-diene-3beta,7beta,25-triol (1), 3beta-acetoxy-7beta-methoxycucurbita-5,23(E)-dien-25-ol (2), cucurbita-5(10),6,23(E)-triene-3beta,25-diol (5), and cucurbita-5,24-diene-3,7,23-trione (6), together with four known triterpenes, 3beta,25-dihydroxy-7beta-methoxycucurbita-5,23(E)-diene (3), 3beta-hydroxy-7beta,25-dimethoxycucurbita-5,23(E)-diene (4), 3beta,7beta,25-trihydroxycucurbita-5,23(E)-dien-19-al (7), and 25-methoxy-3beta,7beta-dihydroxycucurbita-5,23(E)-dien-19-al (8), were isolated from the methyl alcohol extract of the stems of Momordica charantia. The structures of the new compounds were elucidated by spectroscopic methods.
Asunto(s)
Glicósidos/aislamiento & purificación , Momordica charantia/química , Tallos de la Planta/química , Triterpenos/aislamiento & purificación , Glicósidos/química , Espectroscopía de Resonancia Magnética , Espectrometría de Masa por Ionización de Electrospray , Espectrofotometría Ultravioleta , Triterpenos/químicaRESUMEN
Poly(AM-co-DVB) was synthesized by acrylamide(AM) and divinylbenzene(DVB) via the crosslinking reaction. The microscope structure and thermal stability of Poly(AM-co-DVB) were characterized by FT-IR, SEM and TG. Congo red (CR) was used to measure the adsorptive capacity of Poly (AM-co-DVB). The effects of initial pH, contact time and temperature on the adsorption of CR on Poly (AM-co-DVB) were investigated in this work. The kinetics, equilibrium, and thermodynamics of the adsorption process were also discussed. The results showed that the maximum adsorption capacities were 319.1 mg x g(-1) at pH = 7.25 and contact time = 3 h. The adsorption kinetics was well fitted by a pseudo-second-order model and the adsorption isotherms agreed well with the Langmuir model. The adsorption process was spontaneous process. Above all, the adsorption capacity of Poly (AM-co-DVB) on Congo red is significant.
Asunto(s)
Acrilamidas/química , Rojo Congo/aislamiento & purificación , Compuestos de Vinilo/química , Adsorción , Cinética , Espectroscopía Infrarroja por Transformada de Fourier , Temperatura , TermodinámicaRESUMEN
Two new 27-norcucurbitane triterpenoids, 27-nor-3beta-hydroxy-7beta-methoxycucurbita-5,23(E)-dien-25-one (1) and 27-nor-3beta-hydroxy-5beta,19-epoxycucurbita-6,23(E)-dien-25-one (2), together with two known cucurbitane triterpenes, 23(E)-7beta-methoxycucurbita-5,23,25-trien-3beta-ol (3) and 5beta,19-epoxy-25-methoxycucurbita-6,23(E)-dien-3beta-ol (4), were isolated from the fruits of Momordica charantia var. abbreviata. Their structures were determined by analysis of spectroscopic data and comparison with the data of known analogues.
Asunto(s)
Momordica charantia/química , Triterpenos/aislamiento & purificación , Frutas/química , Estructura Molecular , Triterpenos/químicaRESUMEN
Insulin resistance is a causative factor for type 2 diabetes, whereas the development of insulin resistance is closely related to chronic inflammation induced by factors such as tumor necrosis factor-α (TNF-α). Momordica charantia, also known as bitter melon, has been used as an herbal medicine and reported to ameliorate inflammation and hyperglycemia. Previously, a triterpene 5ß,19-epoxy-25-methoxy-cucurbita-6,23-diene-3ß,19-diol (EMCD), purified from M. charantia L. wild variant WB24, was found to activate AMP-activated protein kinase (AMPK) and have a hypoglycaemic effect in TNF-α-treated FL83B cells. AMPK has been a target for developing anti-diabetic medicine and suggested to play a role in anti-inflammation. The current study aims to investigate if EMCD might repress TNF-α-induced inflammation via AMPK. TNF-α-induced inflammation in FL83B cells was characterized using Western blotting and reverse transcriptase-polymerase chain reaction. Consequently, the expression of inflammatory markers including inducible nitric oxide synthase (iNOS), the p65 subunit of nuclear factor-κB (NF-κB), protein-tyrosine phosphatase-1B, TNF-α and interleukin-1ß were significantly elevated by TNF-α in the cell, and EMCD obviously suppressed the TNF-α-induced expression of these markers. When the effect of EMCD was tested simultaneously with epigallocatechin-3-gallate (EGCG), a catechin from green tea reported to be anti-inflammatory, EMCD showed a more obvious anti-inflammatory activity than EGCG did. Investigation of the underlying mechanism suggested that EMCD inhibited the activation of the IκB kinase (IKK) complex and the NF-κB pathway, and the effect was likely independent of AMPK. Collectively, the multiple functions of EMCD suggest it to be a potential agent in treating diabetic complications and other inflammation-related disorders.
Asunto(s)
Proteínas Quinasas Activadas por AMP/fisiología , Hipoglucemiantes/farmacología , Mediadores de Inflamación/toxicidad , Momordica charantia , Extractos Vegetales/farmacología , Triterpenos/farmacología , Factor de Necrosis Tumoral alfa/toxicidad , Animales , Línea Celular , Hipoglucemiantes/aislamiento & purificación , Hipoglucemiantes/uso terapéutico , Mediadores de Inflamación/antagonistas & inhibidores , Ratones , Extractos Vegetales/aislamiento & purificación , Extractos Vegetales/uso terapéutico , Triterpenos/aislamiento & purificación , Triterpenos/uso terapéutico , Factor de Necrosis Tumoral alfa/antagonistas & inhibidoresRESUMEN
Three new cucurbitane-type triterpenoids, 5beta,19-epoxy-23(R)-methoxycucurbita-6,24-dien-3beta-ol (1), 5beta,19-epoxy-23(S)-methoxycucurbita-6,24-dien-3beta-ol (2), and 3beta-hydroxy-23(R)-methoxycucurbita-6,24-dien-5beta,19-olide (3), were isolated from the fruit pulp of Momordica charantia. Their structures were established on the basis of extensive NMR (1H, 13C, COSY, HMQC, HMBC, and NOESY) and EI-MS studies. Compound 1 exhibited cytotoxic activity against the SK-Hep 1 cell line.
Asunto(s)
Diterpenos/química , Frutas/química , Momordica/química , Sales de Tetrazolio/química , Tiazoles/química , Triterpenos/química , Línea Celular Tumoral , Supervivencia Celular , Cromatografía Líquida de Alta Presión , Colorantes , Diterpenos/aislamiento & purificación , Humanos , Espectroscopía de Resonancia Magnética , Extractos Vegetales/química , Espectrometría de Masa por Ionización de Electrospray , Espectrofotometría Infrarroja , Sales de Tetrazolio/aislamiento & purificación , Tiazoles/aislamiento & purificación , Triterpenos/aislamiento & purificaciónRESUMEN
Two major acylated flavonoid tetraglycosides were isolated from the methanol extract of oolong tea. Their structures were elucidated by spectroscopic methods as quercetin 3-O-[2(G)-(E)-coumaroyl-3(G)-O-beta-D-glucosyl-3(R)-O-beta-D-glucosylrutinoside] (1) and kaempferol 3-O-[2(G)-(E)-coumaroyl-3(G)-O-beta-D-glucosyl-3(R)-O-beta-D-glucosylrutinoside] (2). Compounds 1 and 2 exhibited scavenging activity against DPPH radical with EC(50) values of 30.5 and 487.2 microM, respectively.
Asunto(s)
Camellia/química , Flavonoides/química , Depuradores de Radicales Libres/química , Glucósidos/química , Quempferoles/química , Picratos/química , Quercetina/análogos & derivados , Acilación , Compuestos de Bifenilo , Conformación de Carbohidratos , Flavonoides/aislamiento & purificación , Glucósidos/aislamiento & purificación , Glicósidos/química , Glicósidos/aislamiento & purificación , Hidrólisis , Quempferoles/aislamiento & purificación , Espectroscopía de Resonancia Magnética , Quercetina/química , Quercetina/aislamiento & purificación , Saponinas/química , Espectrofotometría Infrarroja , Espectrofotometría UltravioletaRESUMEN
Four new lanostane-type triterpenes, 24-ethyl-3beta-methoxylanost-9(11)-en-25-ol (1), 3beta-methoxy-24-methylenelanost-9(11)-en-25-ol (2), 3beta-methoxy-25-methyl-24-methylenelanost-9(11)-en-21-ol (3) and 3beta-methoxy-24-methyllanosta-9(11),25-dien-24-ol (4) together with three known triterpenes, betulinaldehyde, betulinic acid methyl ester, and ursaldehyde have been isolated from the methanol extract of the twigs of Diospyros discolor. The structures of those new compounds were elucidated by spectroscopic methods.
Asunto(s)
Diospyros/química , Triterpenos/aislamiento & purificación , Espectroscopía de Resonancia Magnética , Espectrometría de Masa por Ionización de Electrospray , Espectrofotometría Infrarroja , Triterpenos/químicaRESUMEN
Five new cucurbitane-type triterpenes, (23E)-25-methoxycucurbit-23-ene-3beta,7beta-diol (1), (23E)-cucurbita-5,23,25-triene-3beta,7beta-diol (2), (23E)-25-hydroxycucurbita-5,23-diene-3,7-dione (3), (23E)-cucurbita-5,23,25-triene-3,7-dione (4), and (23E)-5beta,19-epoxycucurbita-6,23-diene-3beta,25-diol (5), together with one known triterpene, (23E)-5beta,19-epoxy-25-methoxycucurbita-6,23-dien-3beta-ol (6), have been isolated from the methanol extract of the stems of Momordica charantia. The structures of the new compounds were elucidated by spectroscopic methods.