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1.
Nat Prod Res ; 37(1): 99-106, 2023 Jan.
Artigo em Inglês | MEDLINE | ID: mdl-35075951

RESUMO

Two new cycloartane triterpenoid glycosides, soulieoside V (1) and 15-deacetylbeesioside O (2), together with one known compound, beesioside J (3), were isolated from the ethanolic extract of the rhizomes of Actaea vaginata. Their structures were elucidated by spectroscopic methods and by comparison with data reported in the literature. All the compounds were tested for their cytotoxic activities against human cancer cell lines.


Assuntos
Actaea , Triterpenos , Humanos , Actaea/química , Rizoma/química , Glicosídeos/química , Triterpenos/química , Estrutura Molecular
2.
Carbohydr Res ; 521: 108673, 2022 Nov.
Artigo em Inglês | MEDLINE | ID: mdl-36148696

RESUMO

A further phytochemical investigation of the whole plants of Actaea vaginata afforded two new cycloartane triterpenoid saponins, (20S*,24R*)-15α,16ß-diacetoxy-20,24-epoxy-9,19-cyclolanostane-3ß,25-diol-3-O-ß-d-xylopyranoside (1) and (20S)-15ß,16ß -diacetoxy-18,20-epoxy-3ß,25-diol-24-oxo-9,19-cyclolanostan-3-O-ß-D-xylo-pyrano-syl-25-O-ß-d-glucopyranoside (2), together with four known compounds (3-6). Their structures were established on the basis of extensive analysis of NMR and HRESIMS data as well as by comparison with the reported data in the literature. All the isolates were evaluated for their cytotoxic activities against human hepatocellular carcinoma HepG2 cell line. Compounds 1 and 2 exhibited weak cytotoxicity with IC50 values of 36.10 and 27.39 µM, respectively. In addition, beesioside I (6) was found to significantly inhibit proliferation and induce apoptosis in HepG2 cells. A closer examination of underlying mechanism revealed that beesioside I could increase the levels of ROS and caspase-3 and promote phosphorylation of JNK in the JNK signaling pathway. Molecular modeling studies also shed further light on how beesioside I interacted with the key protein kinase.


Assuntos
Actaea , Antineoplásicos , Saponinas , Triterpenos , Actaea/química , Caspase 3 , Glicosídeos/química , Humanos , Estrutura Molecular , Proteínas Quinases , Espécies Reativas de Oxigênio , Saponinas/química , Triterpenos/química
3.
Nat Prod Res ; 36(2): 560-565, 2022 Jan.
Artigo em Inglês | MEDLINE | ID: mdl-32643409

RESUMO

One new cycloartane triterpene bisdesmoside, soulieoside U, was isolated from the rhizomes of Actaea vaginata. Its structure was elucidated by extensive analysis of the NMR and MS data. Soulieoside U was evaluated for cytotoxic activities against three human cancer cell lines.


Assuntos
Actaea , Triterpenos , Glicosídeos/farmacologia , Humanos , Estrutura Molecular , Rizoma , Triterpenos/farmacologia
4.
J Asian Nat Prod Res ; 19(12): 1177-1182, 2017 Dec.
Artigo em Inglês | MEDLINE | ID: mdl-28374633

RESUMO

A new cyclolanostane triterpenoid glycoside, soulieoside O (1), together with 25-O-acetylcimigenol-3-O-ß-d-xylopyranoside (2) and cimigenol-3-O-ß-d-xylopyranoside (3), was isolated from the rhizomes of Souliea vaginata. Their structures were characterized by spectroscopic analysis and chemical methods. The new compound showed moderate inhibitory activity against three human cancer cell lines with IC50 values of 9.3-22.5 µM.


Assuntos
Antineoplásicos Fitogênicos/isolamento & purificação , Medicamentos de Ervas Chinesas/isolamento & purificação , Glicosídeos/isolamento & purificação , Ranunculaceae/química , Triterpenos/isolamento & purificação , Antineoplásicos Fitogênicos/química , Antineoplásicos Fitogênicos/farmacologia , Ensaios de Seleção de Medicamentos Antitumorais , Medicamentos de Ervas Chinesas/química , Medicamentos de Ervas Chinesas/farmacologia , Glicosídeos/química , Glicosídeos/farmacologia , Humanos , Concentração Inibidora 50 , Estrutura Molecular , Ressonância Magnética Nuclear Biomolecular , Rizoma/química , Estereoisomerismo , Triterpenos/química , Triterpenos/farmacologia
5.
Nat Prod Res ; 31(21): 2484-2490, 2017 Nov.
Artigo em Inglês | MEDLINE | ID: mdl-28403639

RESUMO

One new cycloartane triterpenoid glycoside, soulieoside Q (1), together with four known compounds (2-5) were isolated from the ethanolic extract of the rhizomes of Souliea vaginata Maxim. The structure of the new compound was determined by extensive spectroscopic analysis including 1D and 2D NMR and HRESIMS, as well as chemical methods. Compound 1 was evaluated for its cytotoxic activities against HepG2 and A549 cancer cell lines.


Assuntos
Actaea/química , Antineoplásicos Fitogênicos/química , Antineoplásicos Fitogênicos/farmacologia , Triterpenos/química , Linhagem Celular Tumoral , Glicosídeos/química , Células Hep G2 , Humanos , Concentração Inibidora 50 , Espectroscopia de Ressonância Magnética , Estrutura Molecular , Extratos Vegetais/química , Rizoma/química , Triterpenos/isolamento & purificação
6.
Nat Prod Commun ; 12(2): 229-232, 2017 Feb.
Artigo em Inglês | MEDLINE | ID: mdl-30428218

RESUMO

A new cyclolanostane triterpenoid xyloside, soulieoside P (1), and a known oleanane-type saponin, hederasaponin B (2), were isolated from the rhizomes of Souliea vaginata. Their structures were established by extensive spectroscopic and HRESIMS analysis, as well as chemical methods. Compound 1 showed significant inhibitory effects with IC50 values of 7.6-11.2 µM against three human cancer cell lines, while compound 2 exhibited no hepatoprotective effect on CCI4-induced injury of human HepG2 cells, in the tested range of 0.1-100 µM.


Assuntos
Antineoplásicos Fitogênicos/isolamento & purificação , Glicosídeos/isolamento & purificação , Ácido Oleanólico/isolamento & purificação , Ranunculaceae/química , Antineoplásicos Fitogênicos/química , Antineoplásicos Fitogênicos/farmacologia , Linhagem Celular Tumoral , Glicosídeos/química , Glicosídeos/farmacologia , Humanos , Ácido Oleanólico/química , Ácido Oleanólico/farmacologia
8.
Nat Prod Res ; 30(20): 2316-22, 2016 Oct.
Artigo em Inglês | MEDLINE | ID: mdl-27052121

RESUMO

A new cycloartane-type triterpene glycoside, namely soulieoside M (1), and one known compound, beesioside I (2), were isolated from the ethanolic extract of the rhizomes of Souliea vaginata. Their structures were determined spectroscopically and compared with previously reported spectral data. Compounds 1 and 2 were evaluated for their cytotoxic activities against three human cancer cell lines.


Assuntos
Actaea/química , Antineoplásicos Fitogênicos/farmacologia , Triterpenos/isolamento & purificação , Antineoplásicos Fitogênicos/química , Antineoplásicos Fitogênicos/isolamento & purificação , Linhagem Celular Tumoral , Ensaios de Seleção de Medicamentos Antitumorais , Glicosídeos/química , Glicosídeos/isolamento & purificação , Glicosídeos/farmacologia , Humanos , Estrutura Molecular , Extratos Vegetais/química , Rizoma/química , Triterpenos/química , Triterpenos/farmacologia
9.
J Asian Nat Prod Res ; 18(6): 596-602, 2016 Jun.
Artigo em Inglês | MEDLINE | ID: mdl-26630368

RESUMO

A new phenylethanoid glycoside, 3'''-O-methylcampneoside I (1), was isolated from the 90% ethanolic extract of the roots of Incarvillea compacta, together with three known compounds, campneoside I (2), ilicifolioside A (3), and campneoside II (4). Their structures were determined spectroscopically and compared with previously reported spectral data. Compound 1 existed as epimers and displayed better 1,1-diphenyl-2-picrylhydrazyl (DPPH)-free radical scavenging activity using di-tert-butyl-4-methylphenol (BHT) as the positive control. In addition, pretreatment of human HepG2 cells with compound 1 significantly increased the viability on CCl4-induced cell death.


Assuntos
Bignoniaceae/química , Glicosídeos/isolamento & purificação , Glicosídeos/farmacologia , Antioxidantes/farmacologia , Compostos de Bifenilo/farmacologia , Hidroxitolueno Butilado , Tetracloreto de Carbono/farmacologia , Cresóis , Glicosídeos/química , Humanos , Estrutura Molecular , Fenóis , Picratos/farmacologia , Raízes de Plantas/química
10.
Nat Prod Res ; 30(1): 1-6, 2016.
Artigo em Inglês | MEDLINE | ID: mdl-26189919

RESUMO

A new labdane diterpene, (Z)-12,14-labdadien-15(16)-olide-17-oic acid (1), and a new natural cadinane sesquiterpene, 4-isopropyl-6-methyl-1-naphthalenemethanol (2), were isolated from the ethanolic extract of the rhizomes of Alpinia officinarum, together with three other products, galangin (3), kaempferol (4) and quercetin (5). Their structures were elucidated by using extensive spectroscopic methods. Compounds 1 and 2 showed no remarkable cytotoxic activity against HeLa and HepG2 cancer cell lines with IC50>50 µg mL(- 1).


Assuntos
Diterpenos/isolamento & purificação , Rizoma/química , Alpinia/química , Diterpenos/química , Diterpenos/farmacologia , Avaliação Pré-Clínica de Medicamentos/métodos , Flavonoides/isolamento & purificação , Células HeLa/efeitos dos fármacos , Células Hep G2/efeitos dos fármacos , Humanos , Concentração Inibidora 50 , Quempferóis/isolamento & purificação , Medicina Tradicional Chinesa , Estrutura Molecular , Naftalenos/química , Naftalenos/isolamento & purificação , Naftalenos/farmacologia , Extratos Vegetais/química , Quercetina/isolamento & purificação
11.
Zhongguo Zhong Yao Za Zhi ; 37(1): 57-60, 2012 Jan.
Artigo em Chinês | MEDLINE | ID: mdl-22741462

RESUMO

Twenty-four compounds in the fruits of Forsythia suspensa were isolated and purified by column chromatography and preparative TLC. On the basis of comprehensive spectroscopic methods including IR, ESI-MS/MS, 1D and 2D NMR, these compounds were identified as ten ceremides (1-10), six triterpenes (11-16), one steroids (17), three flavonoids (18-20), two C6-C2 alcohols (21-22) and two lignans (23-24). Compounds 1-10 were reported from F. suspense for the first time, among which 1, 2, 4 and 5 were new ones.


Assuntos
Medicamentos de Ervas Chinesas/química , Forsythia/química , Frutas/química , Cromatografia Líquida de Alta Pressão , Medicamentos de Ervas Chinesas/isolamento & purificação , Espectroscopia de Ressonância Magnética , Estrutura Molecular
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