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1.
Molecules ; 24(16)2019 Aug 13.
Artigo em Inglês | MEDLINE | ID: mdl-31412677

RESUMO

Five new cucurbitane-typetriterpenoid glycosides, named Xuedanoside F-J (1-5), were obtained from the rhizomes of Hemsleya penxianensis (Xue dan), which belongs to the family of Cucurbitaceae. These new compounds were elucidated byspectroscopic analysis, including 1D, 2D NMR, and HR-ESI-MS spectra. Additionally, all the isolates were evaluated for cytotoxicity against three human cancer cell lines (Hela, MCF-7, and A-549) with the IC50 ranging from 2.25 to 49.44 µM in vitro with treatment 48 h and showed low cytotoxicity in human normal liver L-02 cells (IC50 > 50 µM). Compound 5 showed the most significant cytotoxic activity with the IC50 value of 2.25, 4.72, and 5.33 µM in 48 h, respectively.

2.
Nat Prod Res ; : 1-9, 2019 Aug 20.
Artigo em Inglês | MEDLINE | ID: mdl-31429301

RESUMO

Two novel diterpenes Enhoidin A (1) and Enhoidin B (2) featuring an unusual gibberellane skeleton were isolated from the stems and leaves of Enhalus acoroides. Their structures were elucidated on the basis of spectroscopic analysis including 1D and 2D NMR techniques and HR-ESI-MS. This is the first time that this type of lactone ring between C-18 and C-20 has been found among gibberellanes from the tropical seagrasses. Evaluation of the all compounds for cytotoxicity against four human cancer cell lines (MCF-7, HCT-116, HepG-2 and HeLa), and showed moderate cytotoxic activities.

3.
Zhongguo Zhong Yao Za Zhi ; 44(11): 2278-2282, 2019 Jun.
Artigo em Chinês | MEDLINE | ID: mdl-31359654

RESUMO

Fourteen chemical constituents, including 5-hydroxy-4-methoxy-1-tetralone(1), 4,8-dihydroxy-1-tetralone(2), 4,5-dihydroxy-α-tetralone(3), blumenol B(4), dehydrovomifoliol(5), megastigm-5-ene-3,9-diol(6), juglanin B(7), blumenol C(8), loliolide(9), oleracone B(10), syringarsinol(11), pinoresinol(12), methyl 4-hydroxy-3-methoxybenzoate(13), and isovanillic acid(14), were isolated from the dichloromethane fraction of 95% methanol extract of green walnut husks by silica gel and MCI column chromatography, and Pre-HPLC. Their structures were determined by spectroscopic methods, such as NMR, MS and so on. Among them, compounds 1, 4-6, 8-13 were isolated from the green walnut husks for the first time, and compounds 4-6, 8, 10, 12, 13 were isolated from the Juglans genus for the first time. All of isolates were detected their inhibitory activities against HeLa, HGC-27 and Ht-29 cell lines by the MTT assay. The result showed that compounds 2, 3, 7, 9 and 11 exhibited inhibitory activity against the tested cell line. The IC_(50) of 7 were 26.5, 9.0, 25.4 µmol·L~(-1), respectively.


Assuntos
Antineoplásicos Fitogênicos/farmacologia , Juglans/química , Compostos Fitoquímicos/farmacologia , Extratos Vegetais/química , Antineoplásicos Fitogênicos/isolamento & purificação , Cromatografia Líquida de Alta Pressão , Células HT29 , Células HeLa , Humanos , Estrutura Molecular , Compostos Fitoquímicos/isolamento & purificação
4.
Molecules ; 24(9)2019 May 13.
Artigo em Inglês | MEDLINE | ID: mdl-31086098

RESUMO

Natural daphnane diterpenoids, mainly distributed in plants of the Thymelaeaceae and Euphorbiaceae families, usually include a 5/7/6-tricyclic ring system with poly-hydroxyl groups located at C-3, C-4, C-5, C-9, C-13, C-14, or C-20, while some special types have a characteristic orthoester motif triaxially connectedat C-9, C-13, and C-14. The daphnane-type diterpenoids can be classified into five types: 6-epoxy daphnane diterpenoids, resiniferonoids, genkwanines, 1-alkyldaphnanes and rediocides, based on the oxygen-containing functions at rings B and C, as well as the substitution pattern of ring A. Up to now, nearly 200 daphnane-type diterpenoids have been isolated and elucidated from the Thymelaeaceae and Euphorbiaceae families. In-vitro and in-vivo experiments of these compounds have shown that they possess a wide range of biological activities, including anti-HIV, anti-cancer, anti-leukemic, neurotrophic, pesticidal and cytotoxic effects. A comprehensive account of the structural diversity is given in this review, along with the cytotoxic activities of daphnane-type diterpenoids, up to April 2019.


Assuntos
Diterpenos/química , Euphorbiaceae/química , Thymelaeaceae/química , Animais , Fármacos Anti-HIV/química , Antineoplásicos/química , Humanos , Estrutura Molecular
5.
Zhongguo Zhong Yao Za Zhi ; 43(18): 3683-3687, 2018 Sep.
Artigo em Chinês | MEDLINE | ID: mdl-30384533

RESUMO

A new naphthalene derivative and three known compounds were isolated from the petroleum ether extract of the bulbs of Eleutherine americana by using various chromatographic techniques, such as column chromatography over silica gel and semi-preparative HPLC. Their structures were elucidated by spectroscopic date (MS, UV, IR, NMR), which were identified as eleutherol B (1), 4,8-dihydroxy-3-methoxy-1-methylanthraquinone-2-carboxylic acid methyl ester (2), 8-hydroxy-3,4-dimethoxy-1-methylanthraquinone-2-carboxylic acid methyl ester (3), and isoeleutherine (4). Compound 1 is a new compound. The diastolic blood vessels activity of compound 1 and 2 were potent, reaching 82.5% and 85.3% at the concentration of 10 µmol·L⁻¹, which were basically the same as that of the positive drug tanshinone ⅡA.

6.
Nat Prod Res ; : 1-6, 2018 Nov 20.
Artigo em Inglês | MEDLINE | ID: mdl-30453781

RESUMO

Phytochemical investigation of the fruiting body of Volvariella volvacea led to the isolation of a new furanone, 2(5H)-furanone-4-propionic acid named volvafuranone A (1), together with twelve known compounds (2-13). Compounds 2-7, 9-11 were isolated from this mushroom for the first time. The isolated compounds were assessed for their cytotoxicity against four human tumour lines (SGC-7901, PC-3M, MCF-7, HepG-2), and the results showed that compound 2, 3, 12, 13 have significant cytotoxicity with IC50 values of 5.90 µM (HepG-2), 20.72 µM (HepG-2), 27.98 µM (PC-3M) and 23.15 µM (PC-3M), respectively.

7.
Molecules ; 23(9)2018 Aug 22.
Artigo em Inglês | MEDLINE | ID: mdl-30135380

RESUMO

Five new naphthalene derivatives, named Eleutherols A⁻C (1⁻3) and Eleuthinones B⁻C (4,5), together with three known compounds were isolated from the bulbs of Eleutherine americana. Their structures were elucidated on the basis of spectroscopic analysis including HR-ESI-MS, 1D and 2D NMR techniques. These compounds exhibited a potent effect against the injury of human umbilical vein endothelial cell (HUVECs) induced by high concentrations of glucose in vitro.


Assuntos
Células Endoteliais/efeitos dos fármacos , Naftalenos/química , Naftalenos/farmacologia , Extratos Vegetais/química , Extratos Vegetais/farmacologia , Raízes de Plantas/química , Células Endoteliais/metabolismo , Células Endoteliais da Veia Umbilical Humana , Humanos , Espectroscopia de Ressonância Magnética , Estrutura Molecular , Substâncias Protetoras/farmacologia , Espectrometria de Massas por Ionização por Electrospray
8.
Huan Jing Ke Xue ; 39(3): 972-979, 2018 Mar 08.
Artigo em Chinês | MEDLINE | ID: mdl-29965439

RESUMO

Observed data regarding the visibility and aerosol chemical composition from May 2013 to May 2014 were used to analyze the variation of visibility, the relationship between aerosol chemical composition and visibility variations, and their contributions to atmospheric light extinction. An important effect of secondary inorganic salt extinction on the visibility impairment was determined. The present study suggests that the average visibility during the observation period was (6.78±3.68) km, and there was obvious seasonal variation in the visibility. Fine particles with size less than 2.1 µm have a great influence on visibility, with the main chemical components of SO42-, NO3-, NH4+, and OC. The secondary inorganic ions make significant contributions to visibility degradation. The mean light extinction coefficient of Nanjing was (527.2±295.2) Mm-1, which was calculated by using the revised IMPROVE equation. Regarding the chemical composition of PM2.1, the most contributive species to the light extinction coefficient were ammonium sulfate, ammonium nitrate, and organic species, which accounted for 80.6%. Although the light extinction contribution of organic matter was as high as 43.51% on a clear day (VR>10 km), with the decrease of visibility, the extinction contribution of organic matter decreased, but the contribution of secondary inorganic salt increased. The contribution of extinction was 58.96% for heavy haze days with low visibility (VR<5 km). This proves that the secondary inorganic salt extinction plays a significant role in visibility impairment.

9.
Nat Prod Res ; : 1-6, 2018 Feb 06.
Artigo em Inglês | MEDLINE | ID: mdl-29409349

RESUMO

A new cadinane sesquiterpenoid glucoside, 2ß,7,3-trihydroxycalamenene 3-O-ß-d-glucoside (1) together with six known compounds, N-(p-trans-coumaroyl)-N-methyl tyramine (2), Cleomiscosin A (3), 9,12,13-trihydroxy-10,15-heptadecadienoic acid (4), Cytochalasin B (5), Marmesinin (6) and N-(p-trans-coumaroyl) tyramine (7) were obtained from the stem bark of Abelmoschus sagittifolius. The new structure of compound 1 was elucidated by analysing its 1H and 13C-NMR, 1H-1H COSY, HSQC, HMBC, NOESY and HR-ESI-MS spectra. Compounds 1-7 showed moderate cytotoxicity against Hela and HepG-2 human cancer cell lines.

10.
J Asian Nat Prod Res ; : 1-7, 2018 Jan 22.
Artigo em Inglês | MEDLINE | ID: mdl-29357705

RESUMO

A new bis-γ-pyrone polypropionate compound onchidione II (1), together with three known compounds, was isolated from a marine pulmonate mollusc Onchidium struma, collected at Hainan Island of China. The structure of new compound was determined by extensive spectroscopic analyses including IR, 1D and 2D NMR techniques, and chemical methods. Compounds 1-4 were evaluated for their cytotoxicity against human tumor cell lines HepG-2, A549, and MCF-2. The results showed that compounds 1 and 2 were moderate cytotoxic against HepG-2, A549, and MCF-2 cell lines, with IC50 values from 13.2 to 22.4 µM.

11.
J Asian Nat Prod Res ; 20(6): 586-592, 2018 Jun.
Artigo em Inglês | MEDLINE | ID: mdl-29168389

RESUMO

A new furostan type steroidal saponin, kingianoside Z (1), along with four known compounds (2-5), was isolated from the ethanolic extract of Polygonatum sibiricum Delar. ex Redoute. Their structures were determined by spectroscopical method and by comparison with previously reported spectroscopic data. Compounds 3-5 showed significant cytotoxicity against HepG2 cell lines with IC50 values of 14.2, 12.1 and 8.5 µM, respectively.


Assuntos
Antineoplásicos Fitogênicos/isolamento & purificação , Polygonatum/química , Ensaios de Seleção de Medicamentos Antitumorais , Células Hep G2 , Humanos , Isoflavonas/isolamento & purificação , Estrutura Molecular , Rizoma/química , Saponinas/química , Saponinas/isolamento & purificação
12.
Zhongguo Zhong Yao Za Zhi ; 42(17): 3379-3384, 2017 Sep.
Artigo em Chinês | MEDLINE | ID: mdl-29192450

RESUMO

The constituents from 95% ethanol extract of the roots of Stelleropsis tianschanica were purified by column chromatography techniques, leading to the isolation of 17 compounds. Their structures were elucidated by spectroscopic dataas 5'-methoxy lariciresinol(1), pinoresinol(2), daphnoretin(3), acutissimalignan B(4),(+)-secoisolariciresinol(5),(+)-epipinoresinol(6), 7-methyi-daphnoretin(7), thero-8S-7-methoxysyringylglycerol(8), 1-O-methyl-guaiacylglycerol(9), 2R-22'-ferulic acid ester-2,3-dihydroxypropyl ester(10), vesiculosin(11), 4ß,5ßH-guai-9,7(11)-dien-12,8-olide-1α,8α-diol(12),(-)-nortrachelogenin(13), 4α,5ßH-guai-9,7(11)-dien-12,8-olide-1α,8α-diol(14), matairesinol(15), lariciresinol(16)and isolariciresinol(17). Among them, compounds 1-13 wereobtained for the first time fromthe genus Stelleropsis. Compounds 3, 7, 10-14 were tested for their activation of orphan nuclear receptor TR3 with the immunofluorescence technology in 50 µmol•L⁻¹. The results showed that compound 10 displayed moderate activity with the activity ratio of 76.38%, and the others were only about 50.0%.

13.
J Asian Nat Prod Res ; : 1-7, 2017 Oct 31.
Artigo em Inglês | MEDLINE | ID: mdl-29088926

RESUMO

Two new daphnane diterpenes named tianchaterpenes A and B were isolated from the roots of Stelleropsis tianschanica. Their structures were elucidated on the basis of chemical and spectral analysis, including 1D, 2D NMR analyses and HRESIMS. Compounds 1 and 2 were evaluated for their cytotoxic activities against HeLa and HCT-8 cell lines. The results showed that all compounds displayed weak cytotoxicities to the HeLa cells and were inactive to the HCT-8 cells.

14.
Molecules ; 22(10)2017 Oct 17.
Artigo em Inglês | MEDLINE | ID: mdl-29039768

RESUMO

One new cassane diterpene possessing an unusual N bridge between C-19 and C-20 named caesalsappanin R (1), as well as another new diterpene caesalsappanin S (2), were isolated from the seeds of Caesalpinia sappanwith methanol extract. Their structures were determined by spectroscopic analysis and examined alongside existing data from prior studies. Their biological activities were profiled by their antiplasmodial activity.


Assuntos
Antimaláricos/química , Antimaláricos/farmacologia , Caesalpinia/química , Diterpenos/química , Diterpenos/farmacologia , Antimaláricos/isolamento & purificação , Diterpenos/isolamento & purificação , Concentração Inibidora 50 , Espectroscopia de Ressonância Magnética , Estrutura Molecular , Testes de Sensibilidade Parasitária , Extratos Vegetais/química , Extratos Vegetais/farmacologia
15.
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
16.
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
17.
Yao Xue Xue Bao ; 52(3): 425-9, 2017 Mar.
Artigo em Chinês | MEDLINE | ID: mdl-29979854

RESUMO

This study was designed to investigate triterpenoids from the roots of Rosa laevigata Michx. The silica gel column chromatography was used to separate the chemical constituents from the roots of Rosa laevigata Michx. HPLC was used to analyze its purity and chemical constitution. Spectroscopy methods were used to determine their structures. Five constituents were isolated and identified as19α-OH-3ß-E-feruloyl corosolic acid (1), 23-hydroxy-tormentic acid (2), 2α, 3ß, 19α, 23- tetrahydroxy-12-en-28-oleanolic acid (3), 2α, 3α, 20ß- trihydroxyurs-13 (18)-en-28-oic-acid (4), 2α, 3ß, 20ß-trihydroxyurs-13 (18)-en-28-oic-acid (5). Compound 1 was assigned as a new compound, compounds 4, 5 were obtained from the genus Rosa for the first time.


Assuntos
Raízes de Plantas/química , Rosa/química , Triterpenos/isolamento & purificação , Cromatografia Líquida de Alta Pressão , Estrutura Molecular , Ácido Oleanólico , Extratos Vegetais , Triterpenos/química
18.
J Asian Nat Prod Res ; 19(5): 423-435, 2017 May.
Artigo em Inglês | MEDLINE | ID: mdl-27588605

RESUMO

Plant-derived natural products have been the highly significant sources of novel antitumor agents. The cassane-type diterpenes of genus Caesalpinia have been reported to bear antiproliferative activities toward different types of cancer cells. In this study, we evaluated the antineoplasmic activities of 16 natural origin cassane-type diterpenes isolated from the CHCl3 extract of the seeds of C. minax in pituitary adenomas cells and identified caesalpin G (CAG) showed the strongest cytotoxicity. Moreover, we further investigated the structure-activity relationship and molecular mechanism of these derivatives systematically. The results confirmed the unsaturated lactone-type ring, hydroxyl at C-7, and alkenyl at C-11 or C-14 functionality as critical for anticancer activity in this family of natural products. In addition, the mechanism experiments also demonstrated unfolded protein response and ER stress and Wnt/ß-catenin pathway were involved in the CAG-induced apoptosis.


Assuntos
Antineoplásicos/isolamento & purificação , Antineoplásicos/farmacologia , Caesalpinia/química , Diterpenos/isolamento & purificação , Diterpenos/farmacologia , Medicamentos de Ervas Chinesas/farmacologia , Antineoplásicos/química , Apoptose/efeitos dos fármacos , Diterpenos/química , Ensaios de Seleção de Medicamentos Antitumorais , Medicamentos de Ervas Chinesas/química , Medicamentos de Ervas Chinesas/isolamento & purificação , Humanos , Estrutura Molecular , Neoplasias Hipofisárias/tratamento farmacológico , Sementes/química , Relação Estrutura-Atividade , Proteínas Wnt/efeitos dos fármacos , beta Catenina/efeitos dos fármacos
20.
Fitoterapia ; 117: 11-15, 2017 Mar.
Artigo em Inglês | MEDLINE | ID: mdl-28017814

RESUMO

The fruits of Xanthium sibiricum Patr yielded five phenylpropanoid derivatives, named as xanthiumnolics A-E (1-5). Their structures were elucidated by spectroscopic analysis and comparison with literature data. The isolated ones were tested for their anti-inflammatory activities on lipopolysaccharide (LPS)-induced nitric oxide (NO) production in RAW 264.7, and compound 5 showed strong inhibitory activities with IC50 value of 8.73µM.


Assuntos
Anti-Inflamatórios/química , Frutas/química , Macrófagos/efeitos dos fármacos , Compostos Fitoquímicos/química , Xanthium/química , Animais , Anti-Inflamatórios/isolamento & purificação , Lipopolissacarídeos , Camundongos , Estrutura Molecular , Óxido Nítrico/química , Compostos Fitoquímicos/isolamento & purificação , Extratos Vegetais/química , Células RAW 264.7
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