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Pesquisa : D03.132.436 [Categoria DeCS]
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  1 / 2644 MEDLINE  
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[PMID]:29406028
[Au] Autor:Yang K; Long XM; Liu YC; Chen FH; Liu XF; Sun ZL; Liu ZY
[Ad] Endereço:Hunan Engineering Research Center of Veterinary Drug, College of Veterinary Medicine, Hunan Agricultural University, Changsha 410128, China.
[Ti] Título:Development and in-house validation of a sensitive LC-MS/MS method for simultaneous quantification of gelsemine, koumine and humantenmine in porcine plasma.
[So] Source:J Chromatogr B Analyt Technol Biomed Life Sci;1076:54-60, 2018 Feb 15.
[Is] ISSN:1873-376X
[Cp] País de publicação:Netherlands
[La] Idioma:eng
[Ab] Resumo:Three monomers of G. elegans indole alkaloids (gelsemine, koumine and humantenmine) were simultaneously detected in porcine plasma for the first time with the development and validation of a sensitive and reliable LC-ESI-MS/MS method. Using a gradient mobile phase at a constant flow rate of 0.2 mL/min via electrospray ionization (positive ion mode) in a multiple reaction monitoring (MRM) scan, gelsemine, koumine and humantenmine were eluted, separated and detected at an appropriate retention time. The porcine plasma was prepared using protein precipitation with 1% formic acid-acetonitrile: methanol (2:1, v/v). Using matrix-matched calibration curves and weighted least squares linear regression, a good linearity (r > 0.99) was achieved with a concentration range of 0.1-200 µg/L for gelsemine, koumine and humantenmine; estimated LOD and LOQ values were 0.10 µg/L and 0.2 µg/L, respectively. The mean of the recoveries was in the range of 82.68-100.35% of porcine plasma at four different levels, and the intra-day and inter-day precision (CV) were lower than 15% with a range of 2.46-8.76% and 2.73-10.83%, respectively. The proposed method has proved to be suitable for accurate, quantitative determination of gelsemine, koumine and humantenmine in porcine plasma.
[Mh] Termos MeSH primário: Alcaloides/sangue
Cromatografia Líquida/métodos
Alcaloides de Indol/sangue
Espectrometria de Massas em Tandem/métodos
[Mh] Termos MeSH secundário: Animais
Estabilidade de Medicamentos
Limite de Detecção
Modelos Lineares
Reprodutibilidade dos Testes
Suínos
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Alkaloids); 0 (Indole Alkaloids); 0 (koumine); 5Y13A78Z72 (gelsemine); 82354-38-9 (humantenmine)
[Em] Mês de entrada:1803
[Cu] Atualização por classe:180307
[Lr] Data última revisão:
180307
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:180207
[St] Status:MEDLINE


  2 / 2644 MEDLINE  
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[PMID]:29231019
[Au] Autor:Ji SJ; Liu W
[Ad] Endereço:Department of Forensic Medicine, School of Basic Medical Sciences, Fudan University, Shanghai 200032, China.
[Ti] Título:[Simultaneous Quantitative Analysis of Koumine, Gelsemine and Gelsenicine in Biological Samples by LC-MS/MS].
[So] Source:Fa Yi Xue Za Zhi;33(2):141-147, 2017 Apr.
[Is] ISSN:1004-5619
[Cp] País de publicação:China
[La] Idioma:chi
[Ab] Resumo:OBJECTIVES: To establish a LC-MS/MS method which is accurate and sensitive for determination of koumine, gelsemine, and gelsenicine in biological samples and to verify the method. METHODS: Strychnine was used as internal standard. Analytes in blood, urine and liver with 1% sodium hydroxide solution were extracted by ethyl acetate. Chromatographic separation was achieved on a ZORBAX SB-C18 column (150 mm×2.1 mm, 5 µm), and gradient elution was performed with the buffer solution of methanol-20 mmol/L ammonium acetate (including 0.1% formic acid and 5% acetonitrile) as mobile phase. Qualitative and quantitative analysis was performed in the multiple reaction monitoring mode coupled with an electrospray ionization source under positive ion mode(ESI⁺). RESULTS: The linearity of koumine, gelsemine and gelsenicine in blood, urine and liver was good within corresponding linear limitation and the correlation coefficients ( )>0.995 0. The limits of detection were 0.1 ng/mL (0.1 ng/g), 0.1 ng/mL (0.1 ng/g) and 0.01 ng/mL (0.01 ng/g), respectively. The extraction recovery and accuracy of the alkaloids ranged from 61.9% to 114.6% and 92.4% to 114.3%, respectively. The relative standard deviations of the intra-day and inter-day precisions were not more than 11.0%. CONCLUSIONS: The method is selective, sensitive and suitable for simultaneous determination of koumine, gelsemine and gelsenicine in body fluids and tissues, which offering technical support for clinical diagnosis and treatment and forensic toxicological analysis of poisoning.
[Mh] Termos MeSH primário: Alcaloides/metabolismo
Cromatografia Líquida de Alta Pressão
Alcaloides de Indol/metabolismo
Espectrometria de Massas em Tandem
[Mh] Termos MeSH secundário: Alcaloides/sangue
Alcaloides/urina
Cromatografia Líquida
Toxicologia Forense
Formiatos
Seres Humanos
Alcaloides de Indol/análise
Alcaloides de Indol/sangue
Alcaloides de Indol/urina
Fígado
Reprodutibilidade dos Testes
Estricnina
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Alkaloids); 0 (Formates); 0 (Indole Alkaloids); 0 (gelsenicine); 0 (koumine); 0YIW783RG1 (formic acid); 5Y13A78Z72 (gelsemine); H9Y79VD43J (Strychnine)
[Em] Mês de entrada:1803
[Cu] Atualização por classe:180308
[Lr] Data última revisão:
180308
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:171213
[St] Status:MEDLINE
[do] DOI:10.3969/j.issn.1004-5619.2017.02.007


  3 / 2644 MEDLINE  
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[PMID]:29386433
[Au] Autor:Hatakeyama S
[Ad] Endereço:Graduate School of Biomedical Sciences, Nagasaki University.
[Ti] Título:[Stereocontrolled Total Synthesis of Biologically Active Natural Products].
[So] Source:Yakugaku Zasshi;138(2):191-209, 2018.
[Is] ISSN:1347-5231
[Cp] País de publicação:Japan
[La] Idioma:jpn
[Ab] Resumo: This review article describes the total syntheses of englerin A, ophiodilactones A and B, marinomycin A, N-methylwelwitindolinone C isothiocyanate, tirandamycins A-D, and tirandalydigin, which possess intriguing biological activities and challenging structures with characteristic ring systems. The focus is on the synthetic methodologies that lead to the highly stereocontrolled assembly of these natural products.
[Mh] Termos MeSH primário: Produtos Biológicos/síntese química
[Mh] Termos MeSH secundário: Alcenos/síntese química
Alcenos/química
Aminoglicosídeos/síntese química
Aminoglicosídeos/química
Derivados de Benzeno/síntese química
Derivados de Benzeno/química
Produtos Biológicos/química
Alcaloides de Indol/síntese química
Alcaloides de Indol/química
Lactonas/síntese química
Lactonas/química
Macrolídeos/síntese química
Macrolídeos/química
Conformação Molecular
Sesquiterpenos de Guaiano/síntese química
Sesquiterpenos de Guaiano/química
Estereoisomerismo
[Pt] Tipo de publicação:JOURNAL ARTICLE; REVIEW
[Nm] Nome de substância:
0 (Alkenes); 0 (Aminoglycosides); 0 (Benzene Derivatives); 0 (Biological Products); 0 (Indole Alkaloids); 0 (Lactones); 0 (Macrolides); 0 (N-methylwelwitindolinone B isothiocyanate); 0 (Sesquiterpenes, Guaiane); 0 (englerin A); 0 (marinomycin A); 0 (ophiodilactone A); 0 (ophiodilactone B); 0 (tirandamycin C); 0 (tirandamycin D); 114118-91-1 (tirandalydigin); 34429-70-4 (tirandamycin A); 60587-14-6 (tirandamycin B)
[Em] Mês de entrada:1802
[Cu] Atualização por classe:180228
[Lr] Data última revisão:
180228
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:180202
[St] Status:MEDLINE
[do] DOI:10.1248/yakushi.17-00187


  4 / 2644 MEDLINE  
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[PMID]:28452946
[Au] Autor:Li Y; Zhao Y; Zhou X; Ni W; Dai Z; Yang D; Hao J; Luo L; Liu Y; Luo X; Zhao X
[Ad] Endereço:Key Laboratory of Animal Models and Human Disease Mechanisms of Chinese Academy of Sciences and Yunnan Province, Kunming Institute of Zoology, Chinese Academy of Sciences, 21 Qingsong Road, Kunming 650203, China. liyuan@mail.kiz.ac.cn.
[Ti] Título:Cytotoxic Indole Alkaloid 3α-Acetonyltabersonine Induces Glioblastoma Apoptosis via Inhibition of DNA Damage Repair.
[So] Source:Toxins (Basel);9(5), 2017 Apr 28.
[Is] ISSN:2072-6651
[Cp] País de publicação:Switzerland
[La] Idioma:eng
[Ab] Resumo:Cytotoxic indole alkaloids from , which belongs to the toxic plant family Apocynaceae, demonstrated impressive antitumor activities in many tumor types, but less application in glioblastoma, which is the lethal brain tumor. In the present study, we reported the anti-glioblastoma activity of an indole alkaloid, 3 -acetonyltabersonine, which was isolated from . 3 -acetonyltabersonine was cytotoxic to glioblastoma cell lines (U87 and T98G) and stem cells at low concentrations. We verified 3 -acetonyltabersonine could suppress tumor cell proliferation and cause apoptosis in glioblastoma stem cells (GSCs). Moreover, detailed investigation of transcriptome study and Western blotting analysis indicated the mitogen activated protein kinase (MAPK) pathway was activated by phosphorylation upon 3 -acetonyltabersonine treatment. Additionally, we found 3 -acetonyltabersonine inhibited DNA damage repair procedures, the accumulated DNA damage stimulated activation of MAPK pathway and, finally, induced apoptosis. Further evidence was consistently obtained from vivo experiments on glioblastoma mouse model: treatment of 3 -acetonyltabersonine could exert pro-apoptotic function and prolong the life span of tumor-bearing mice. These results in vitro and in vivo suggested that 3 -acetonyltabersonine could be a potential candidate antitumor agent.
[Mh] Termos MeSH primário: Antineoplásicos/farmacologia
Citotoxinas/farmacologia
Glioblastoma/genética
Alcaloides de Indol/farmacologia
[Mh] Termos MeSH secundário: Animais
Antineoplásicos/uso terapêutico
Apoptose/efeitos dos fármacos
Linhagem Celular Tumoral
Proliferação Celular/efeitos dos fármacos
Dano ao DNA
Reparo do DNA/efeitos dos fármacos
Glioblastoma/tratamento farmacológico
Seres Humanos
Alcaloides de Indol/uso terapêutico
Masculino
Camundongos Endogâmicos C57BL
Proteínas Quinases Ativadas por Mitógeno/metabolismo
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Antineoplastic Agents); 0 (Cytotoxins); 0 (Indole Alkaloids); EC 2.7.11.24 (Mitogen-Activated Protein Kinases)
[Em] Mês de entrada:1802
[Cu] Atualização por classe:180222
[Lr] Data última revisão:
180222
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170429
[St] Status:MEDLINE


  5 / 2644 MEDLINE  
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[PMID]:29208466
[Au] Autor:Dewangan J; Srivastava S; Mishra S; Pandey PK; Divakar A; Rath SK
[Ad] Endereço:Genotoxicity Lab, Division of Toxicology and Experimental Medicine, CSIR-Central Drug Research Institute, Lucknow, 226031, Uttar Pradesh, India. Electronic address: jayantdewangan@gmail.com.
[Ti] Título:Chetomin induces apoptosis in human triple-negative breast cancer cells by promoting calcium overload and mitochondrial dysfunction.
[So] Source:Biochem Biophys Res Commun;495(2):1915-1921, 2018 01 08.
[Is] ISSN:1090-2104
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:Human triple-negative breast cancer (TNBC) is poorly diagnosed and unresponsive to conventional hormone therapy. Chetomin (CHET), a fungal metabolite synthesized by Chaetomium cochliodes, has been reported as a promising anticancer and antiangiogenic agent but the complete molecular mechanism of its anticancer potential remains to be elucidated. In our study, we explored the anti-neoplastic action of CHET on TNBC cells. Cytotoxicity studies were performed in human TNBC cells viz. MDA-MB-231 and MDA-MB-468 cells by Sulforhodamine B assay. It exhibited antiproliferative response and induced apoptosis in both the cell types. Cell cycle analysis revealed that it increases the sub G0/G1 phase cell population. Modulation of mitochondrial membrane potential, activation of caspase 3/7 and a remarkable increase in the expression of cleaved PARP and increased chromatin condensation was observed after CHET treatment in MDA-MB-231 and MDA-MB-468 cells. Additionally, an elevated level of intracellular Ca played an important role in CHET mediated cell death response. Calcium overload in mitochondria led to release of cytochrome c which in turn triggered caspase-3 mediated cell death. Inhibition of calcium signalling using BAPTA-AM reduced apoptosis confirming the involvement of calcium signalling in CHET induced cell death. Chetomin also inhibited PI3K/mTOR cell survival pathway in human TNBC cells. The overall findings suggest that Chetomin inhibited the growth of human TNBC cells by caspase-dependent apoptosis and modulation of PI3K/mTOR signalling and could be used as a novel chemotherapeutic agent for the treatment of human TNBC in future.
[Mh] Termos MeSH primário: Apoptose/efeitos dos fármacos
Cálcio/metabolismo
Dissulfetos/administração & dosagem
Alcaloides de Indol/administração & dosagem
Mitocôndrias/efeitos dos fármacos
Mitocôndrias/patologia
Neoplasias de Mama Triplo Negativas/tratamento farmacológico
Neoplasias de Mama Triplo Negativas/metabolismo
[Mh] Termos MeSH secundário: Antineoplásicos/administração & dosagem
Linhagem Celular Tumoral
Relação Dose-Resposta a Droga
Seres Humanos
Resultado do Tratamento
Neoplasias de Mama Triplo Negativas/patologia
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (Antineoplastic Agents); 0 (Disulfides); 0 (Indole Alkaloids); 1403-36-7 (chetomin); SY7Q814VUP (Calcium)
[Em] Mês de entrada:1802
[Cu] Atualização por classe:180214
[Lr] Data última revisão:
180214
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:171207
[St] Status:MEDLINE


  6 / 2644 MEDLINE  
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[PMID]:29229390
[Au] Autor:Wang J; Chen CC; Yang Y; Liu W; Ko TP; Shang N; Hu X; Xie Y; Huang JW; Zhang Y; Guo RT
[Ad] Endereço:Tianjin Institute of Industrial Biotechnology, Chinese Academy of Sciences, Tianjin 300308, China.
[Ti] Título:Structural insight into a novel indole prenyltransferase in hapalindole-type alkaloid biosynthesis.
[So] Source:Biochem Biophys Res Commun;495(2):1782-1788, 2018 01 08.
[Is] ISSN:1090-2104
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:FamD1 is a novel CloQ/NphB-family indole prenyltransferase which involves in hapalindole-type alkaloid biosynthesis. Here the native FamD1 structure and three protein-ligand complexes are analyzed to investigate the molecular basis of substrate binding and catalysis. FamD1 adopts a typical ABBA architecture of aromatic prenyltransferase, in which the substrate-binding chamber is found in the central ß-barrel. The indole-containing acceptor substrate is bound adjacent to the prenyl donor. Based on the complex structures, a catalytic mechanism of FamD1 is proposed. Functional implications on the sister enzyme FamD2 are also discussed.
[Mh] Termos MeSH primário: Proteínas de Bactérias/química
Proteínas de Bactérias/metabolismo
Dimetilaliltranstransferase/química
Dimetilaliltranstransferase/metabolismo
Alcaloides de Indol/metabolismo
[Mh] Termos MeSH secundário: Proteínas de Bactérias/genética
Domínio Catalítico
Cristalografia por Raios X
Cianobactérias/enzimologia
Cianobactérias/genética
Dimetilaliltranstransferase/genética
Alcaloides de Indol/química
Modelos Moleculares
Conformação Proteica
Dobramento de Proteína
Proteínas Recombinantes/química
Proteínas Recombinantes/genética
Proteínas Recombinantes/metabolismo
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (Bacterial Proteins); 0 (Indole Alkaloids); 0 (Recombinant Proteins); EC 2.5.1.1 (Dimethylallyltranstransferase)
[Em] Mês de entrada:1802
[Cu] Atualização por classe:180212
[Lr] Data última revisão:
180212
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:171213
[St] Status:MEDLINE


  7 / 2644 MEDLINE  
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[PMID]:29225138
[Au] Autor:Jeong M; Kim HM; Ahn JH; Lee KT; Jang DS; Choi JH
[Ad] Endereço:Department of Life and Nanopharmaceutical Sciences, Kyung Hee University, Seoul, South Korea.
[Ti] Título:9-Hydroxycanthin-6-one isolated from stem bark of Ailanthus altissima induces ovarian cancer cell apoptosis and inhibits the activation of tumor-associated macrophages.
[So] Source:Chem Biol Interact;280:99-108, 2018 Jan 25.
[Is] ISSN:1872-7786
[Cp] País de publicação:Ireland
[La] Idioma:eng
[Ab] Resumo:The stem bark of Ailanthus altissima is used in traditional medicine in Asia to treat a variety of diseases, including cancer. The aim of this study was to identify compounds with tumoricidal activity from A. altissima stem bark and to investigate their mechanisms of action. Among the 13 compounds isolated from the ethyl acetate fraction of A. altissima stem bark, the ß-carboline alkaloid 9-hydroxycanthin-6-one had potent cytotoxicity in all three ovarian cancer cell types examined. 9-Hydroxycanthin-6-one induced apoptosis through the activation of caspases-3, -8, and -9. 9-Hydroxycanthin-6-one increased the intracellular levels of reactive oxygen species (ROS), and pre-treatment with the antioxidant N-acetyl-l-cysteine (NAC) attenuated the pro-apoptotic activity of 9-hydroxycanthin-6-one. Additionally, 9-hydroxycanthin-6-one was found to decrease the expressions of MCP-1 and RANTES, major determinants of macrophage recruitment at tumor sites, in ovarian cancer cells. Treatment with 9-hydroxycanthin-6-one inhibited the levels of M2 phenotype markers and some cancer-promoting factors, such as MMP-2, MMP-9, and VEGF, in macrophages educated in ovarian cancer conditioned medium. Taken together, these data suggest that 9-hydroxycanthin-6-one isolated from A. altissima stem bark induces apoptosis in human ovarian cancer cells through the caspase- and ROS-dependent pathways and inhibits the activation of tumor-associated macrophages.
[Mh] Termos MeSH primário: Ailanthus/química
Antineoplásicos Fitogênicos/farmacologia
Apoptose/efeitos dos fármacos
Alcaloides de Indol/farmacologia
Macrófagos/metabolismo
[Mh] Termos MeSH secundário: Acetilcisteína/farmacologia
Ailanthus/metabolismo
Antineoplásicos Fitogênicos/química
Antineoplásicos Fitogênicos/isolamento & purificação
Antioxidantes/farmacologia
Inibidores de Caspase/farmacologia
Caspases/química
Caspases/metabolismo
Pontos de Checagem do Ciclo Celular/efeitos dos fármacos
Linhagem Celular Tumoral
Quimiocinas/genética
Quimiocinas/metabolismo
Feminino
Seres Humanos
Alcaloides de Indol/química
Alcaloides de Indol/isolamento & purificação
Macrófagos/citologia
Macrófagos/efeitos dos fármacos
Metaloproteinase 2 da Matriz/metabolismo
Metaloproteinase 9 da Matriz/metabolismo
Oligopeptídeos/farmacologia
Neoplasias Ovarianas/metabolismo
Neoplasias Ovarianas/patologia
Casca de Planta/química
Casca de Planta/metabolismo
Espécies Reativas de Oxigênio/metabolismo
Fator A de Crescimento do Endotélio Vascular/metabolismo
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (9-hydroxycanthin-6-one); 0 (Antineoplastic Agents, Phytogenic); 0 (Antioxidants); 0 (Caspase Inhibitors); 0 (Chemokines); 0 (Indole Alkaloids); 0 (Oligopeptides); 0 (Reactive Oxygen Species); 0 (Vascular Endothelial Growth Factor A); 0 (benzoylcarbonyl-aspartyl-glutamyl-valyl-aspartyl-fluoromethyl ketone); EC 3.4.22.- (Caspases); EC 3.4.24.24 (Matrix Metalloproteinase 2); EC 3.4.24.35 (Matrix Metalloproteinase 9); WYQ7N0BPYC (Acetylcysteine)
[Em] Mês de entrada:1801
[Cu] Atualização por classe:180129
[Lr] Data última revisão:
180129
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:171212
[St] Status:MEDLINE


  8 / 2644 MEDLINE  
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[PMID]:27779395
[Au] Autor:Hitora Y; Takada K; Ise Y; Okada S; Matsunaga S
[Ad] Endereço:Laboratory of Aquatic Natural Products Chemistry, Graduate School of Agricultural and Life Sciences, Graduate School of Science, The University of Tokyo , Bunkyo-ku, Tokyo, 113-8657, Japan.
[Ti] Título:Dragmacidins G and H, Bisindole Alkaloids Tethered by a Guanidino Ethylthiopyrazine Moiety, from a Lipastrotethya sp. Marine Sponge.
[So] Source:J Nat Prod;79(11):2973-2976, 2016 11 23.
[Is] ISSN:1520-6025
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:LCMS analysis of the extract and a cytotoxicity assay of the HPLC fractions generated from a small-scale extract of a Lipastrotethya sp. marine sponge demonstrated the presence of bisindole alkaloids that were associated with the cytotoxic activity. Two bisindole alkaloids tethered by a guanidino ethylthiopyrazine moiety, dragmacidins G (1) and H (2), were isolated, and their structures were assigned by analysis of the MS and NMR data. They showed moderate cytotoxic activity against HeLa cells.
[Mh] Termos MeSH primário: Antineoplásicos/isolamento & purificação
Alcaloides de Indol/isolamento & purificação
Poríferos/química
[Mh] Termos MeSH secundário: Animais
Antineoplásicos/química
Antineoplásicos/farmacologia
Ensaios de Seleção de Medicamentos Antitumorais
Células HeLa
Seres Humanos
Alcaloides de Indol/química
Alcaloides de Indol/farmacologia
Biologia Marinha
Estrutura Molecular
Ressonância Magnética Nuclear Biomolecular
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (Antineoplastic Agents); 0 (Indole Alkaloids); 0 (dragmacidin G); 0 (dragmacidin H)
[Em] Mês de entrada:1706
[Cu] Atualização por classe:180112
[Lr] Data última revisão:
180112
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:161026
[St] Status:MEDLINE


  9 / 2644 MEDLINE  
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[PMID]:27776479
[Au] Autor:Gao C; Yang B; Zhang D; Chen M; Tian J
[Ad] Endereço:Institute of Biomedical Engineering, College of Biomedical Engineering & Instrument Science, Zhejiang University, Zheda Road 38, Hangzhou, 310027, China.
[Ti] Título:Enhanced metabolic process to indole alkaloids in Clematis terniflora DC. after exposure to high level of UV-B irradiation followed by the dark.
[So] Source:BMC Plant Biol;16(1):231, 2016 10 24.
[Is] ISSN:1471-2229
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:BACKGROUND: Indole alkaloids, which characteristically contain an indole nucleus, have pharmaceutical potential in a diverse range of applications. UV-B can elicit the accumulation of indole alkaloids. The indole alkaloid (6-hydroxyl-1H-indol-3-yl) carboxylic acid methyl ester with cytotoxic activity was found to accumulate in Clematis terniflora DC. leaves after exposure to high level of UV-B irradiation and the dark. However, a more in-depth analysis of the process behind this response has not yet been performed. Therefore, an integrated approach involving metabolomic, proteomic, and transcriptomic analyses is essential to detail the biosynthetic mechanisms of the regulation of indole alkaloid under binary stress. RESULTS: Indole alkaloid (6-hydroxyl-1H-indol-3-yl) carboxylic acid methyl ester was found to increase 7-fold in C. terniflora leaves post-treatment with high level of UV-B irradiation followed by an incubation in the dark compared with pre-treatment. Analysis by proteomics and metabolomics indicates a decrease in photosynthesis and carbohydrate metabolism, respectively. By contrast, amino acid metabolism was activated by this binary stress, and, specifically, the genes involved in the metabolic pathway converting shikimate to L-tryptophan were concurrently upregulated. Metabolites involved in indole biosynthesis (shikimate metabolic) pathway were anthranilate, indole, and L-tryptophan, which increased 2-, 441-, and 1-fold, respectively. In addition, there was an increase of 2- and 9-fold in L-serine deaminase (L-SD) and L-tryptophan synthase activity in C. terniflora leaves after exposure to high level of UV-B irradiation and the dark. CONCLUSIONS: (6-hydroxyl-1H-indol-3-yl) carboxylic acid methyl ester was found to increase in response to high level of UV-B irradiation followed by an incubation in the dark, implying that indole alkaloid biosynthesis was activated in C. terniflora leaves. Analysis of perturbations in metabolism in these leaves demonstrated that amino acid metabolism was specifically activated by this binary stress. In addition, an enhancement in serine level and L-SD activity was noted, which likely leads to an accumulation of pyruvate that, in turn, supplies shikimate metabolic pathway. The genes, metabolites, and L-tryptophan synthase activity that are involved in the metabolic pathway leading from shikimate to L-tryptophan all increased under the experimental binary stress, resulting in an enhancement of indole biosynthesis (shikimate metabolic) pathway. Therefore, the metabolic process to indole alkaloids in C. terniflora was enhanced after exposure to high level of UV-B irradiation followed by the dark.
[Mh] Termos MeSH primário: Clematis/metabolismo
Clematis/efeitos da radiação
Regulação da Expressão Gênica de Plantas/efeitos da radiação
Alcaloides de Indol/metabolismo
Raios Ultravioleta
[Mh] Termos MeSH secundário: Folhas de Planta/metabolismo
Folhas de Planta/efeitos da radiação
Proteínas de Plantas/metabolismo
Proteômica
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (Indole Alkaloids); 0 (Plant Proteins)
[Em] Mês de entrada:1709
[Cu] Atualização por classe:171220
[Lr] Data última revisão:
171220
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:161026
[St] Status:MEDLINE


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[PMID]:28846966
[Au] Autor:Guo W; Zhu H; Wang Z; Chen JA; Wu J; Zhu Y; Gu X
[Ad] Endereço:Shanghai Key Laboratory of Bioactive Small Molecules, Department of Pharmacology, School of Pharmacy, Fudan University, Shanghai, 201203, China.
[Ti] Título:Novel rhynchophylline analogues as microvascular relaxation agents for the treatment of microvascular dysfunction caused by diabetes.
[So] Source:Eur J Med Chem;139:657-664, 2017 Oct 20.
[Is] ISSN:1768-3254
[Cp] País de publicação:France
[La] Idioma:eng
[Ab] Resumo:Dysfunction in vascular reactivity in the micro- and macrocirculation is well established in cardiovascular disease. However, little is known about methods that may improve vascular reactivity in patients likely to develop microvascular dysfunction. One of the racemic analogues of rhynchophylline (G2) and its stereoisomers (G2-a and G2-b) were synthesized to address this knowledge gap. The preliminary pharmaceutical studies on the relaxation of the rat thoracic aorta showed that G2 and its stereoisomers are more potent (at least 30-fold) than the natural product rhynchophylline, which encouraged us to further investigate their functions and mechanisms as treatments for microvascular dysfunction caused by diabetes. G2-a displayed the best microvascular relaxation activity on rat mesenteric arteries among the three compounds, and G2 or G2-a caused relaxation in an endothelium-dependent manner. In ex vivo tests, G2 and G2-a exhibited a weaker potency in inducing microvascular relaxation in mesenteric arteries from diabetic rats than from normal rats, most likely, due to microvascular endothelium damage caused by diabetes. However, based on the animal studies, G2 ameliorated diabetes-induced endothelial dysfunction in rat mesenteric arteries in vivo. Further investigations of the mechanism showed that G2 mainly induced the recovery of endothelial function by upregulating endothelial nitric oxide synthase (eNOS) expression and further increasing the concentration of nitric oxide (NO), which is required for vascular relaxation.
[Mh] Termos MeSH primário: Diabetes Mellitus Experimental/tratamento farmacológico
Endotélio Vascular/efeitos dos fármacos
Hipoglicemiantes/farmacologia
Alcaloides de Indol/farmacologia
Vasodilatadores/farmacologia
[Mh] Termos MeSH secundário: Animais
Diabetes Mellitus Experimental/induzido quimicamente
Diabetes Mellitus Experimental/metabolismo
Relação Dose-Resposta a Droga
Endotélio Vascular/metabolismo
Hipoglicemiantes/síntese química
Hipoglicemiantes/química
Alcaloides de Indol/síntese química
Alcaloides de Indol/química
Estrutura Molecular
Ratos
Ratos Sprague-Dawley
Relação Estrutura-Atividade
Vasodilatadores/síntese química
Vasodilatadores/química
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Hypoglycemic Agents); 0 (Indole Alkaloids); 0 (Vasodilator Agents); 46BQ79VJ8D (rhyncophylline)
[Em] Mês de entrada:1710
[Cu] Atualização por classe:171016
[Lr] Data última revisão:
171016
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170829
[St] Status:MEDLINE



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