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Design, Synthesis and Biological Activities of N-(Furan-2-ylmethyl)-lH-indole-3-carboxamide Derivatives as Epidemal Growth Factor Receptor Inhibitors and Anticancer Agents 被引量:1
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作者 ZHANG Lan DENG Xinshan +5 位作者 WU Jiaofeng MENG Guangpeng LIU Congchong CHEN Guzhou ZHAO Qingchun HU Chun 《Chemical Research in Chinese Universities》 SCIE CAS CSCD 2017年第3期365-372,共8页
A series ofN-(furan-2-ylmethyl)-lH-indole-3-carboxamide derivatives(6a--6p) was designed and synthe- sized for developing novel indole scaffolds as anticancer agents targeting the epidemal growth factor receptor ... A series ofN-(furan-2-ylmethyl)-lH-indole-3-carboxamide derivatives(6a--6p) was designed and synthe- sized for developing novel indole scaffolds as anticancer agents targeting the epidemal growth factor receptor (EGFR), and the cytotoxic activities of the target compounds were evaluated against three EGFR high-expressed cancer cell lines[human lung adenocarcinoma cell line(A549), Henrietta Lacks strain of cancer cell line(HeLa) and human colorectal cancer cell line(SW480)], one EGFR low-expressed cell line(human liver cancer cell line, HepG2) and one human liver normal cell line(HL7702) using 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide (MTT) assay, Some target compounds exhibited potent anficancer activities against A549, HeLa, SW480 and weak activities on HepG2, which signifies that the target compounds are likely to be EGFR inhibitors as expected. And they showed weak cytotoxic effects on HL7702, which implies the target compounds are probably to be of low toxicity against normal cells. Among them, the target compound 1-ethyl-N-(fttran-2-ylmethyl)-5-{2-{ [2-(2-methoxy- phenoxy)ethyl]amino}-2-oxoethoxy}-2-methyl-1H-indole-3-carboxamide(6p) with 2-{[2-(2-methoxyphenoxy)ethyl]- amino}-2-oxoethoxy group at the C5 position of the N-(furan-2-ylmethyl)-lH-indole-3-carboxamide scaffold exhibited the most potent anticancer activity. Also the binding interaction of the target compound 6p with EGFR was explored by molecular docking. Conclusively, the novel indole scaffold may be beneficial to investigate new anticancer agents for targeting the EGFR. 展开更多
关键词 Anticancer activity Epidemal growth factor receptor(EGFR) inhibitor N-(Furan-2-ylmethyl)-lH-indole-3-carboxamide derivative
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Synthesis and biological evaluation of indole-3-carboxamide derivatives as antioxidant agents
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作者 Erfang Huang Lan Zhang +7 位作者 Chuying Xiao Guangpeng Meng Bingqi Zhang Jianshu Hu David Chi-Cheong Wan Qingguo Meng Zhe Jin Chun Hu 《Chinese Chemical Letters》 SCIE CAS CSCD 2019年第12期2157-2159,共3页
Oxidative stress results in various pathologies and as consequence antioxidant agents have attracted uninterrupted attention.In this paper,a novel series of indole-3-carboxamide derivatives(6 a-61) were designed and s... Oxidative stress results in various pathologies and as consequence antioxidant agents have attracted uninterrupted attention.In this paper,a novel series of indole-3-carboxamide derivatives(6 a-61) were designed and synthesized based on the melatonin structure as novel antioxidants.All of them were evaluated for the antioxidant activities in vitro against human neuroblastoma SH-SY5 Y cell line using H2 O2 radical scavenging assay.The target compounds 6 a,6 f and 6 i indicated better activities than the positive control,ascorbic acid,and 6 a exhibited the best antioxidant activity.In addition,the structureactivity relationships of the target compounds were also preliminarily summarized based on the obtained experimental data. 展开更多
关键词 HETEROCYCLE MELATONIN indole-3-carboxamide derivatives SYNTHESIS Antioxidant activity Structure-activity relationship
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The Syntheses of β-Carboline-3-carboxamides Derivatives and TheirInteraction with DNA
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作者 林伟 肖苏龙 杨铭 《Journal of Chinese Pharmaceutical Sciences》 CAS 2001年第3期119-123,共5页
To study the interactions of these compounds with calf thymus DNA(CT-DNA), seven b-carboline-3-carboxamides were designed and synthesized. The interactions of these compounds with CT-DNA were determined by the viscome... To study the interactions of these compounds with calf thymus DNA(CT-DNA), seven b-carboline-3-carboxamides were designed and synthesized. The interactions of these compounds with CT-DNA were determined by the viscometric titration assay and Tm (melting temperature) value assay. Binding strengths were evaluated by spectrophotometric titration experiment and microcalorimetric measurement. The interactions of these compounds were tested with CT-DNA. It was showed that all of these compounds were able to change the Tm value of CT-DNA. The results of viscometric titration assay indicated that these compounds interacted with CT-DNA by intercalation. Spectrophotometric titration experiment showed that the binding strengths of these compounds with CT-DNA were different, which was well in agreement with the cell culture results. The binding was driven by entropy according to the results of the microcalorimetric measurement. This series of b-carboline-3-carboxamides is DNA targeting compounds. Their obvious antitumor biological effect is based on the intercalation with DNA base-pairs. 展开更多
关键词 b-Carboline-3-carboxamides Chemical synthesis CT-DNA
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Bidirectional effects of the tryptophan metabolite indole-3-acetaldehyde on colorectal cancer
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作者 Ze Dai Kai-Li Deng +3 位作者 Xiao-Mei Wang Dong-Xue Yang Chun-Lan Tang Yu-Ping Zhou 《World Journal of Gastrointestinal Oncology》 SCIE 2024年第6期2697-2715,共19页
BACKGROUND Colorectal cancer(CRC)has a high incidence and mortality.Recent studies have shown that indole derivatives involved in gut microbiota metabolism can impact the tumorigenesis,progression,and metastasis of CR... BACKGROUND Colorectal cancer(CRC)has a high incidence and mortality.Recent studies have shown that indole derivatives involved in gut microbiota metabolism can impact the tumorigenesis,progression,and metastasis of CRC.AIM To investigate the effect of indole-3-acetaldehyde(IAAD)on CRC.METHODS The effect of IAAD was evaluated in a syngeneic mouse model of CRC and CRC cell lines(HCT116 and DLD-1).Cell proliferation was assessed by Ki-67 fluorescence staining and cytotoxicity tests.Cell apoptosis was analysed by flow cytometry after staining with Annexin V-fluorescein isothiocyanate and propidium iodide.Invasiveness was investigated using the transwell assay.Western blotting and real-time fluorescence quantitative polymerase chain reaction were performed to evaluate the expression of epithelial-mesenchymal transition related genes and aryl hydrocarbon receptor(AhR)downstream genes.The PharmMapper,SEA,and SWISS databases were used to screen for potential target proteins of IAAD,and the core proteins were identified through the String database.RESULTS IAAD reduced tumorigenesis in a syngeneic mouse model.In CRC cell lines HCT116 and DLD1,IAAD exhibited cytotoxicity starting at 24 h of treatment,while it reduced Ki67 expression in the nucleus.The results of flow cytometry showed that IAAD induced apoptosis in HCT116 cells but had no effect on DLD1 cells,which may be related to the activation of AhR.IAAD can also increase the invasiveness and epithelial-mesenchymal transition of HCT116 and DLD1 cells.At low concentrations(<12.5μmol/L),IAAD only exhibited cytotoxic effects without promoting cell invasion.In addition,predictions based on online databases,protein-protein interaction analysis,and molecular docking showed that IAAD can bind to matrix metalloproteinase-9(MMP9),angiotensin converting enzyme(ACE),poly(ADP-ribose)polymerase-1(PARP1),matrix metalloproteinase-2(MMP2),and myeloperoxidase(MPO).CONCLUSION Indole-3-aldehyde can induce cell apoptosis and inhibit cell proliferation to prevent the occurrence of CRC;however,at high concentrations(≥25μmol/L),it can also promote epithelial-mesenchymal transition and invasion in CRC cells.IAAD activates AhR and directly binds MMP9,ACE,PARP1,MMP2,and MPO,which partly reveals why it has a bidirectional effect. 展开更多
关键词 indole-3-acetaldehyde Colorectal cancer Tryptophan metabolism Apoptosis Epithelial-mesenchymal transition
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Design, Synthesis and Antifungal Activity of 6-Fluoro-3,3a,4,5-tetrahydro-2H-pyrazolo[4,3-c]-quinoline-2-carboxamide Derivatives
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作者 YUAN Jing SU Xin ZHANG Xin CONG Lin GUO Chun 《Chemical Research in Chinese Universities》 SCIE CAS CSCD 2011年第6期955-957,共3页
A series of 6-fluoro-3,3a,4,5-tetrahydro-2H-pyrazolo[4,3-c]quinoline-2-carboxamide derivatives was designed based on the bioisosterism and combination principle in drug design. The target compounds were synthesized fr... A series of 6-fluoro-3,3a,4,5-tetrahydro-2H-pyrazolo[4,3-c]quinoline-2-carboxamide derivatives was designed based on the bioisosterism and combination principle in drug design. The target compounds were synthesized from substituted aniline through Michael addition, cyclization, Mannich reaction and condensation with 4-substituted semicarbazides, and the structures were confirmed by mass spectrometry(MS) and 1H NMR. The antifungal assay was carried out in vitro by two-fold dilution. The result shows that all the compounds are of antifungal activities against the tested fungi at different levels. 展开更多
关键词 6-Fluoro-3 3a 4 5-tetrahydro-2H-pyrazolo[4 3-c]quinoline-2-carboxamide derivative Cysteine protease in-hibitor Antifungal activity
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Apoptosis of pancreatic cancer BXPC-3 cells induced by indole-3-acetic acid in combination with horseradish peroxidase 被引量:5
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作者 Chen Huang Li-Ying Liu +7 位作者 Tu-Sheng Song Lei Ni Ling Yang Xiao-Yan Hu Jing-Song Hu Li-Ping Song Yu Luo Lu-Sheng Si 《World Journal of Gastroenterology》 SCIE CAS CSCD 2005年第29期4519-4523,共5页
AIM: To explore the mechanisms underlying the apoptosis of human pancreatic cancer BXPC-3 cells induced by indole-3-acetic acid (IAA) in combination with horseradish peroxidase (HRP). METHODS: BXPC-3 cells deriv... AIM: To explore the mechanisms underlying the apoptosis of human pancreatic cancer BXPC-3 cells induced by indole-3-acetic acid (IAA) in combination with horseradish peroxidase (HRP). METHODS: BXPC-3 cells derived from human pancreatic cancer were exposed to 40 or 80 μmol/L IAA and 1.2 μg/mL HRP at different times. Then, Mn- assay was used to detect the cell proliferation. Flow cytometry was performed to analyze cell cycle. Terminal deoxynucleotidyl transferasemediated dUTP nick end labeling assay was used to detect apoptosis. 2,7-Dichlorofluorescin diacetate uptake was measured by confocal microscopy to determine free radicals. Level of malondialdehyde (MDA) and activity of superoxide dismutase (SOD) were measured by biochemical methods. RESULTS: IAA/HRP initiated growth inhibition of BXPC-3 cells in a dose- and time-dependent manner. Flow cytometry revealed that the cells treated for 48 h were arrested at G1/G0. After exposure to 80 μmol/L IAA plus 1.2 μg/mL HRP for 72 h, the apoptosis rate increased to 72.5‰, which was nine times that of control. Content of MDA and activity of SOD increased respectively after treatment compared to control. Meanwhile, IAA/HRP stimulated the formation of free radicals. CONCLUSION: The combination of IAA and HRP can inhibit the growth of human pancreatic cancer BXPC-3 cells in vitro by inducing apoptosis. 展开更多
关键词 indole-3-acetic acid Horseradish peroxidase BXPC-3 cells APOPTOSIS Free radical
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Effect of newly synthesized 1,2,4-triazino[5,6-b]indole-3-thione derivatives on olfactory bulbectomy induced depression in rats 被引量:1
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作者 Urmila M Aswar Padmaja P Kalshetti +2 位作者 Suhas M Shelke Sharad H Bhosale Subhash L Bodhankar 《Asian Pacific Journal of Tropical Biomedicine》 SCIE CAS 2012年第12期992-998,共7页
Objective:To study the derivatives of 1,2,4-triazino[5,6-b]indole-3-thione for antidepressant activity in olfactory bulbectomized(OBX)rats.Out of various derivatives tested for acute tail suspension test,the two deriv... Objective:To study the derivatives of 1,2,4-triazino[5,6-b]indole-3-thione for antidepressant activity in olfactory bulbectomized(OBX)rats.Out of various derivatives tested for acute tail suspension test,the two derivatives showiug prominent action were.selected for bilateral olfactory bulbeetomy rsodel of ehronic depression in rats.Methods:The sub aeute effects of 14-day oral pretreatment of two derivatives labeled as 3a(70 mg/kg)and 3r(70 mg/kg),imipramine(20 mg/kg),fluoxetiue(30 mg/kg)and moclobemide(15 mg/kg)were evaluated on bilateral bulbectomy induced rise in body weight,hyperphagia,hyperactivity,and on sexual dysfunction.The serum sodium concentration,body temperature,and heart rate were also recorded.Results:The derivatives3a and 3r showed reversal of drop in body weight,reversed OBX indueed hyperactivity,normalized body temperature,heart rate,and serum sodium concentration.In elevated maze test,moclobemide,3a,3r treatment significantly redueed time spent in open arm as compared to OBX rats.3a and 3r also irsproved sexual behavior parameters.Conclusions:The present study shows promising antidepressant action and provides a proof of concept for the chronic treatrsent of 3a,3r to treat depression. 展开更多
关键词 1 2 4-triazino-[5 6-b]indole-3-thione OLFACTORY BULBECTOMY ANTIDEPRESSANT activity
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Endogenous nitric oxide and hydrogen peroxide detection in indole-3-butyric acid-induced adventitious root formation in Camellia sinensis 被引量:1
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作者 WEI Kang WANG Li-yuan +4 位作者 RUAN Li ZHANG Cheng-cai WU Li-yun LI Hai-lin CHENG Hao 《Journal of Integrative Agriculture》 SCIE CAS CSCD 2018年第10期2273-2280,共8页
Nitric oxide(NO)and hydrogen peroxide(H2O2)are essential signaling molecules with key roles in auxin induced adventitious root formation in many plants.However,whether they are the sole determinants for adventitio... Nitric oxide(NO)and hydrogen peroxide(H2O2)are essential signaling molecules with key roles in auxin induced adventitious root formation in many plants.However,whether they are the sole determinants for adventitious root formation is worth further study.In this study,endogenous NO and H2O2 were monitored in tea cutting with or without indole-3-butyric acid(IBA)treatment by using the fluorescent probes diaminofluorescein diacetate(DAF-2DA)and 2',7'-dichlorodihydrofluorescein diacetate(DCF-DA),respectively.The overproduction of NO and H2O2 was detected in the rooting parts of tea cuttings treated with or without IBA.But little NO and H2O2 was detected before the initiation phase of tea cuttings even with IBA treatment indicating that they might be not directly induced by IBA.Further carbon and nitrogen analysis found that the overproduction of NO and H2O2 were coincident with the consumption of soluble sugars and the assimilation of nitrogen.These results suggest that rooting phases should be taken into consideration with the hypothesis that auxin induces adventitious root formation via NO-and H2O2-dependent pathways and sink establishment might be a prerequisite for NO and H2O2 mediated adventitious root formation. 展开更多
关键词 nitric oxide hydrogen peroxide indole-3-butyric acid tea cuttings
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Theoretical Studies on the Aminolysis of Ester: Effects of the Catalysis and Substituent to the Reaction of Methyl Indole-3-acetate with Ammonia 被引量:1
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作者 ZHANG Liang CHEN Rong LIANG Guo-Ming 《Chinese Journal of Structural Chemistry》 SCIE CAS CSCD 2019年第6期855-866,共12页
A comprehensive exploration of the aminolysis mechanism for methyl indole-3-acetate with ammonia is carried out by employing the B3 LYP/6-311++G(d,p), M06-2 X/6-311++G(d,p) and MP2/6-311++G(d,p)//M06-2 X/6-311++G(d,p)... A comprehensive exploration of the aminolysis mechanism for methyl indole-3-acetate with ammonia is carried out by employing the B3 LYP/6-311++G(d,p), M06-2 X/6-311++G(d,p) and MP2/6-311++G(d,p)//M06-2 X/6-311++G(d,p) levels. Two alterative reaction channels of the concerted and addition/elimination stepwise processes including the uncatalyzed, base-catalyzed reactions are taken into consideration. Subsequently, the substituent effects and solvent effects in methanol are also evaluated at the M06-2 X/6-311++G(d,p) level. The calculated results indicate that the calculated values of M06-2 X level are quite close to those of MP2, the stepwise pathway has more advantages to the concerted one for all of the reaction processes and the catalyst facilitates the proton migration and decreases the energy barriers as well. It is shown that the most preferred mechanism is the based-catalyzed stepwise process, the substituent of NH2 group slightly accelerates all the aminolysis reaction processes, and the solvent effect does not remarkably change the mechanism of the reaction. 展开更多
关键词 AMINOLYSIS METHYL indole-3-acetate mechanism catalytic EFFECT SUBSTITUENT EFFECT
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Effect of Different Indole-3-Buteric Acid(IBA)Concentrations and Cutting Types on Plane Trees(Platanus orientalis L.) 被引量:1
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作者 Muhammad Razaq Hasnain Alam +1 位作者 Muhammad Irshad Salahuddin 《Journal of Northeast Agricultural University(English Edition)》 CAS 2017年第1期16-20,共5页
Effects of different Indole-3-Buteric Acid (IBA) concentrations (0, 1 000, 1 500 and 2 500 ppm) and curing types (soft wood, semi hard and hard wood) of plane tree were investigated with Randomized Complete Bloc... Effects of different Indole-3-Buteric Acid (IBA) concentrations (0, 1 000, 1 500 and 2 500 ppm) and curing types (soft wood, semi hard and hard wood) of plane tree were investigated with Randomized Complete Block Design (RCBD) at the Agricultural research station, Charsadda. The maximum survival percentage, plant height (cm), root length (era), numbers of roots and root weight per cutting were significantly higher in hard wood cuttings. IBA concentration had no speculative effect on plane tree cuttings. Thus, hard wood cutting was the best choice for plan tree propagation. 展开更多
关键词 Platanus orientalis L. indole-3-Buteric Acid (IBA) cutting type propagation
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The Difference of Sensitivity between BXPC-3 and K562 Cells by Treatments with Combination of Indole-3-acetic Acid and Horseradish Peroxidase
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作者 贲亚琍 刘德立 《Journal of Wuhan University of Technology(Materials Science)》 SCIE EI CAS 2006年第4期95-98,共4页
The difference of sensitivity to indole- 3-acetic acid ( IAA ) combined with horseradish peroxidase (HRP) in K562 and BXPC- 3 cells was investigated. The cell proliferation was determined by MTF assay. The cell cy... The difference of sensitivity to indole- 3-acetic acid ( IAA ) combined with horseradish peroxidase (HRP) in K562 and BXPC- 3 cells was investigated. The cell proliferation was determined by MTF assay. The cell cycle and apoptosis of K562 and BXPC-3 cells were examined by a fluorescence flow cytometer (FCM) and terminal deoxynacleotidyl transferase-mediated dUTP nick-end labeling (TUNEL) respectively. The experimental results show that IAA and HRP could inhibit BXPC- 3 cell proliferation greatly compared with K562 cell during the first 48 h . The cell cycle was arrested predominantly at G2/ M phase in K562 and BXPC- 3 cells. The cell apoptosis of K562 and BXPC- 3 was induced by IAA/ HRP. There was a significant difference between the two cell lines since BXPC-3 cells were more sensitive than K562 cells by treatments with combination of IAA and HRP. 展开更多
关键词 indole- 3-acetic acids horseradish peroxidase BXPC- 3 cell K562 cell apoptosis
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Synthesis,Spectroscopic Characterization,Thermogravimetric and Biological Activity Evaluation of Te(Ⅳ),Se(Ⅳ),V(Ⅲ),Nb(Ⅴ),Ta(Ⅴ)Complexes With Indole-3-Acetic Acid Plant Hormone Ligand
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作者 Jehan YAl-Humaidi Foziah AAl-Saif +2 位作者 Dalal NB injawhar Hanan ABakhsh Moamen SRefat 《光谱学与光谱分析》 SCIE EI CAS CSCD 北大核心 2021年第2期658-664,共7页
Te(Ⅳ),Se(Ⅳ),V(Ⅲ),Nb(Ⅴ)and Ta(Ⅴ)complexes of indole-3-acetic acid(IAAH)ligand were synthesized,characterized by elemental analysis and various spectroscopic techniques like,IR,1H-NMR,X-ray powder diffraction,UV-Vi... Te(Ⅳ),Se(Ⅳ),V(Ⅲ),Nb(Ⅴ)and Ta(Ⅴ)complexes of indole-3-acetic acid(IAAH)ligand were synthesized,characterized by elemental analysis and various spectroscopic techniques like,IR,1H-NMR,X-ray powder diffraction,UV-Visible,thermogravimetry analysis,magnetic measurements,molar conductance and surface morphology using SEM.All the synthesized complexes of IAAH ligand have 1∶2 stoichiometry of the types[Te(IAA)2(NH 3)2]·2Cl(Ⅰ),[Se(IAA)2(NH 3)2]·2Cl(Ⅱ),[V(IAA)2(NH 3)(Cl)](Ⅲ),[Nb(IAA)2(Cl)3](Ⅳ),and[Ta(IAA)2(Cl)3](Ⅴ).Spectral analysis indicates octahedral geometry for the Te(Ⅳ),Se(Ⅳ)and V(Ⅲ)complexes,whereas both Nb(Ⅴ)and Ta(Ⅴ)have a seven-coordination.The bonding sites are the oxygen atoms of carboxylate group for the deprotonated indole-3-acetic acid(IAA)ligand.The thermogravimetry analysis studies gave evidence for the presence of other coordinated molecules(Cl or NH 3)in the composition of IAA complexes,which were further supported by IR and micro analytical measurements.The higher molar conductance data of tellurium and selenium(Ⅳ)complexes reveal that these chelates are electrolytes,while low conductivity values for the vanadium(Ⅲ),niobium and tantalum(Ⅴ)chelates indicated a non-electrolytes.To test the antibacterial property of the five complexes in this study,four bacterial strains Klebsiella(G-),Escherichia coli(G-),Staphylococcus aureus(G+)and Staphylococcus epidermidis(G+)were used in the investigation.The effects of the five complexes in the cytotoxicity of Caco-2 and Mcf-7 human cancer cell lines were studied Neutral red uptake assay for the estimation of cell viability/cytotoxicity protocol. 展开更多
关键词 indole-3-acetic acid CHELATION IR Metal ions TEM Antimicrobial test
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Analysis of anticancer compound,indole-3-carbinol,in broccoli using a new ultrasound-assisted dispersive-filter extraction method based on poly(deep eutectic solvent)-graphene oxide nanocomposite
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作者 Yanan Yuan Huanhuan Chen +2 位作者 Yehong Han Fengxia Qiao Hongyuan Yan 《Journal of Pharmaceutical Analysis》 SCIE CAS CSCD 2022年第2期301-307,共7页
Indole-3-carbinol(I3C),an important anticancer compound found in broccoli,has attracted considerable attention.The rapid extraction and accurate analysis of I3C in the pharmaceutical industry in broccoli is challengin... Indole-3-carbinol(I3C),an important anticancer compound found in broccoli,has attracted considerable attention.The rapid extraction and accurate analysis of I3C in the pharmaceutical industry in broccoli is challenging as I3C is unstable at low pH and high temperature.In this study,a rapid,accurate,and lowcost ultrasound-assisted dispersive-filter extraction(UADFE)technique based on poly(deep eutectic solvent)-graphene oxide(PDES-GO)adsorbent was developed for the isolation and analysis of I3C in broccoli for the first time.PDES-GO with multiple adsorption interactions and a fast mass transfer rate was synthesized to accelerate adsorption and desorption.UADFE was developed by combining dispersive solid-phase extraction(DSPE)and filter solid-phase extraction(FSPE)to realize rapid extraction and separation.Based on the above two strategies,the proposed PDES-GO-UADFE method coupled with high-performance liquid chromatography(HPLC)allowed the rapid(15-16 min),accurate(84.3%-96.4%),and low-cost(adsorbent:3.00 mg)analysis of I3C in broccoli and was superior to solid-phase extraction,DSPE,and FSPE methods.The proposed method showed remarkable linearity(r=0.9998;range:0.0840-48.0 mg/g),low limit of quantification(0.0840 mg/g),and high precision(relative standard deviation<5.6%).Therefore,the PDES-GO-UADFE-HPLC method shows significant potential in the field of pharmaceutical analysis for the separation and analysis of anti-cancer compounds in complex plant samples. 展开更多
关键词 indole-3-CARBINOL BROCCOLI Poly(deep eutectic solvent)-graphene oxide Ultrasound-assisted dispersive-filter extraction Rapid analysis
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Effects of Indole-3-Carbinol and Flavonoids Administered Separately and in Combination on Nitric Oxide Production and iNOS Expression in Rats
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作者 Evita Rostoka Larisa Baumane +7 位作者 Sergejs Isajevs Aija Line Karina Silina Maija Dzintare Darja Svirina Jelena Sharipova Ivars Kalvinsh Nikolajs Sjakste 《Chinese Medicine》 2010年第1期5-17,共13页
Beneficial effects of natural compounds are often attributed to modulation of NO production;however effects produced by plant extracts do not correlate with effects of purified components. The goal of our work was to ... Beneficial effects of natural compounds are often attributed to modulation of NO production;however effects produced by plant extracts do not correlate with effects of purified components. The goal of our work was to study ability of flavonoids and indole-3-carbinol, as well as their combinations to modify NO production, iNOS gene and protein expression in rat tissues. Baicalein and luteolin decreased NO concentration in both intact and LPS-treated animals. Baicalein decreased iNOS gene expression. Luteolin decreased NO production in the liver and heart and number of iNOS-positive cells in the liver of LPS-treated animals. Combination of the two substances did not decrease the NO synthesis triggered by LPS, although it decreased iNOS gene expression. Quercetin decreased NO production in the heart, kidneys and blood of intact rats, but enhanced the LPS effect in testes, spleen and blood on NO production and iNOS protein expression in the liver. Indole-3-carbinol decreased NO concentration in the cerebellum, blood, lungs and skeletal muscles. The drug enhanced the LPS-triggered increase of NO production in all rat organs. It increased iNOS protein expression in intact liver;however it decreased the LPS-triggered outburst of the enzyme biosynthesis. Combination of indole3-carbinol with quercetin decreased NO production in LPS-treated animals however it slightly increased iNOS gene expression. Taken together our results suggest that modifications of NO level in tissues by a natural compound cannot be predicted from data about its effects on NOS expression or activity. Combination of substances can produce an effect differing from that of individual substances. This stresses importance of direct measurements of NO in the tissues. 展开更多
关键词 NITRIC OXIDE BAICALEIN LUTEOLIN indole-3-CARBINOL Quercetin INDUCIBLE NITRIC OXIDE Synthase
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Lateral root elongation in maize is related to auxin synthesis and transportation mediated by N metabolism under a mixed NO_(3)^(–) and NH_(4)^(+) supply
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作者 Peng Wang Lan Yang +4 位作者 Xichao Sun Wenjun Shi Rui Dong Yuanhua Wu Guohua Mi 《Journal of Integrative Agriculture》 SCIE CAS CSCD 2024年第3期1048-1060,共13页
A mixed nitrate (NO_(3)^(–)) and ammonium (NH_(4)^(+)) supply can promote root growth in maize (Zea mays),however,the changes in root morphology and the related physiological mechanism under different N forms are sti... A mixed nitrate (NO_(3)^(–)) and ammonium (NH_(4)^(+)) supply can promote root growth in maize (Zea mays),however,the changes in root morphology and the related physiological mechanism under different N forms are still unclear.Here,maize seedlings were grown hydroponically with three N supplied in three different forms (NO_(3)^(–)only,75/25 NO_(3)^(–)/NH_(4)^(+)and NH_(4)^(+)only).Compared with sole NO_(3)^(–)or NH_(4)^(+),the mixed N supply increased the total root length of maize but did not affect the number of axial roots.The main reason was the increased total lateral root length,while the average lateral root (LR) length in each axle was only slightly increased.In addition,the average LR density of 2nd whorl crown root under mixed N was also increased.Compared with sole nitrate,mixed N could improve the N metabolism of roots (such as the N influx rate,nitrate reductase (NR) and glutamine synthase (GS)enzyme activities and total amino content of the roots).Experiments with exogenously added NR and GS inhibitors suggested that the increase in the average LR length under mixed N was related to the process of N assimilation,and whether the NR mediated NO synthesis participates in this process needs further exploration.Meanwhile,an investigation of the changes in root-shoot ratio and carbon (C) concentration showed that C transportation from shoots to roots may not be the key factor in mediating lateral root elongation,and the changes in the sugar concentration in roots further proved this conclusion.Furthermore,the synthesis and transportation of auxin in axial roots may play a key role in lateral root elongation,in which the expression of ZmPIN1B and ZmPIN9 may be involved in this pathway.This study preliminarily clarified the changes in root morphology and explored the possible physiological mechanism under a mixed N supply in maize,which may provide some theoretical basis for the cultivation of crop varieties with high N efficiency. 展开更多
关键词 MAIZE NO_(3)^(–)/NH_(4)^(+)ratio lateral root elongation N assimilation indole-3-acetic acid
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Amperometric Determination of lndole-3-acetic Acid Based on Platinum Nanowires and Carbon Nanotubes 被引量:3
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作者 Ruo Zhong WANG Lang Tao XIAO +3 位作者 Ming Hui YANG Jun Hui DING Feng Li QU Guo Li-SHEN 《Chinese Chemical Letters》 SCIE CAS CSCD 2006年第12期1585-1588,共4页
Platinum nanowire (PtNW) can be grown by electrodeposition in polycarbonate membrane, with the average diameter of the nanowires about 250 nm. The PtNW and multiwalled carbon nanotubes (CNT) are then dispersed int... Platinum nanowire (PtNW) can be grown by electrodeposition in polycarbonate membrane, with the average diameter of the nanowires about 250 nm. The PtNW and multiwalled carbon nanotubes (CNT) are then dispersed into chitosan (CHIT) solution. The resulting PtNW-CNT-CHIT material brings new capabilities for electrochemical devices by using the synergistic action of the electrocatalytic activity of PtNW and CNT. By dropping the PtNW-CNT-CHIT film onto the glassy carbon (GO) electrode surface, and after evaporation an amperometric sensor for the determination of indole-3-acetic acid (IAA) was developed. The oxidation current of IAA increased significantly at the PtNW-CNT-CHIT film coated GC electrode, in contrast to that at the CNT-CHIT modified GC. The linear response of the sensor is from 50 ng/ml to 50 μg/ml with a detection limit of 25 ng/mL. 展开更多
关键词 CHITOSAN platinum nanowire glassy carbon indole-3-acetic acid.
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Rooting of Stem Cuttings with Different Indole 3 Butyric Acid (IBA) Treatments and Development of Micropropagation Protocol for <i>Piper betle</i>L. Node Culture 被引量:1
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作者 Qusay Abdulhamza Muttaleb Thohirah Lee Abdullah +1 位作者 Azmi Abdul Rashid Siti Aishah Hassan 《American Journal of Plant Sciences》 2017年第12期3084-3100,共17页
The present study, conducted during 2016 and 2017 seasons, aimed to investigate the effect of IBA on rooting of Piper betle L. stem cuttings (softwood and semi-hardwood). The experiment was undertaken in misting house... The present study, conducted during 2016 and 2017 seasons, aimed to investigate the effect of IBA on rooting of Piper betle L. stem cuttings (softwood and semi-hardwood). The experiment was undertaken in misting house field 2 UPM using the sand media to determine the adventitious roots initiation and development using the histological method. The cuttings were treated with different IBA concentrations (0, 500, 1000, 1500 and 2000 mg/L). The nodes explants were used in the development of a protocol for in vitro propagation of P. betle L., with different concentrations of Clorox with different times of immersion (20% Clorox 10 minutes, 30% Clorox 10 minutes, 20% Clorox 20 minutes, and 30% 20 minutes). In multiplication of the plantlets, Murashige and Skoog (MS) medium with different concentrations of BAP (0, 0.5, 1.0, 2.0 mg/L) were used to investigate the rooting of the explants. The results indicated that the types of the cuttings were different in the rooting capacity and the length of the roots. Moreover, it was found that in comparison with the control treatment, by a rise in the concentrations of the IBA, there was a significant upsurge in the rooting percentage, the root diameter, and the number of the roots. The results indicated that the types of cutting with 1000, 1500 and 2000 mg/L IBA perform better in the root percentage (100%) in the semi hardwood cuttings. The best results, however, were 2000 mg/L IBA in the semi hardwood cuttings, with the number of the roots to be 35.05, and the fresh weight of the roots to be 3.94 g, the dry weight of the roots to be 0.33 g, the length of the roots to be 391.88 cm, the roots diameter to be 1.21 mm, the surface area of the roots to be 121.83 cm2, and the root volume to be 2.99 cm3. Nonetheless, the optimal concentration of Clorox with the time immersion was 20% with the 20-minute immersion time, which produced a shoot induction percentage of 30% dead explants and a mean number of 70.00 shoots per explant and the optimal concentration of benzylaminopurine (BAP) at 1.0 mg/L. It is of note that a shoot induction percentage of 22.29% and a mean number of 4.1% number of auxiliary bud per treatment. P. betle shoots in MS medium without PGR MS (0.0) yielded a good rooting. 展开更多
关键词 PIPER betle ROOTING Stem Cutting indole-3-Butyric Acid MICROPROPAGATION
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Multiple therapeutic and preventive effects of 3,3'-diindolylmethane on cancers including prostate cancer and high grade prostatic intraepithelial neoplasia 被引量:1
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作者 William Weiben Zhang Zhenqing Feng Steven A Narad 《The Journal of Biomedical Research》 CAS 2014年第5期339-348,共10页
Cruciferous vegetables belong to the plant family that has flowers with four equal-sized petals in the pattern of a crucifer cross.These vegetables are an abundant source of dietary phytochemicals,including glucosinol... Cruciferous vegetables belong to the plant family that has flowers with four equal-sized petals in the pattern of a crucifer cross.These vegetables are an abundant source of dietary phytochemicals,including glucosinolates and their hydrolysis products such as indole-3-carbinol(I3C) and 3,3'-diindolylmethane(DIM).By 2013,the total number of natural glucosinolates that have been documented is estimated to be 132.Recently,cruciferous vegetable intake has garnered great interest for its multiple health benefits such as anticancer,antiviral infections,human sex hormone regulation,and its therapeutic and preventive effects on prostate cancer and high grade prostatic intraepithelial neoplasia(HGPIN).DIM is a hydrolysis product of glucosinolates and has been used in various trials.This review is to provide an insight into the latest developments of DIM in treating or preventing both prostate cancer and HGPIN. 展开更多
关键词 cruciferous vegetables 3 3'-diindolylmethane(DIM) indole-3-carbinol(I3C) prostate cancer high grade prostatic intraepithelial neoplasia(HGPIN)
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Synthesis and Biological Evaluation of Novel 1, 5-Diarylpyrazole-3- carboxamide Compounds as Inhibitors of ALK5
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作者 Xian Ping DAI Xing Zhou LI +1 位作者 Zhi Bing ZHENG Song LI 《Chinese Chemical Letters》 SCIE CAS CSCD 2006年第5期609-612,共4页
Ten new 1, 5-diarulpyrazole-3-carboxamide compounds were synthesized and their structures were identified by ^1H-NMR and FAB-MS. The primary biological tests showed that compound 4j exhibited some ALK5 inhibitory acti... Ten new 1, 5-diarulpyrazole-3-carboxamide compounds were synthesized and their structures were identified by ^1H-NMR and FAB-MS. The primary biological tests showed that compound 4j exhibited some ALK5 inhibitory activity at concentration of 1μmol/L. 展开更多
关键词 1 5-Diarylpyrazole-3-carboxamide synthesis INHIBITORS ALK5.
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Synthesis, Reactions and Antimicrobial Activity of Some New 3-Substituted Indole Derivatives
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作者 Asmaa S. Salman Naema A. Mahmoud +2 位作者 Anhar Abdel-Aziem Mona A. Mohamed Doaa M. Elsisi 《International Journal of Organic Chemistry》 2015年第2期81-99,共19页
Reaction of indole-3-carboxaldehydes 4 with hydrazine derivatives and different substituted acid hydrazides afforded the corresponding hydrazine derivatives 5a-c and acid hydrazide derivatives 7-11 respectively. Conde... Reaction of indole-3-carboxaldehydes 4 with hydrazine derivatives and different substituted acid hydrazides afforded the corresponding hydrazine derivatives 5a-c and acid hydrazide derivatives 7-11 respectively. Condensation of indole-3-carboxaldehydes 4 with phenacyl bromide and thiourea gives 1,3-thiazol-2-amine derivative 18. On the other hand, reaction 4 with 3-acetylchromene-2-one afforded chalcone derivative 19. Compound 4 undergoing Knoevenagel condensation with cyanoacetamide, ethyl cyanoacetate, benzimidazol-2-ylacetonitrile, rhodanine-3-acetic acid, 2,3-dihydropyrimidin-4-one derivative and 2,4-dihydropyrazol-3-one afforded the compounds 20a,b, 22, 23, 27 and 28 respectively. The structure of the newly synthesized compounds has been confirmed by elemental analysis and spectra data. The antimicrobial activities of the some newly synthesized compounds were measured and showed that most of them have high 展开更多
关键词 indole-3-Carboxaldehyde Acid HYDRAZIDE 1 3-Thiazole PYRIMIDINE ANTIMICROBIAL
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