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pyrrolidine dithiocarbamate and saxagliptin ameliorate ulcerative colitis in rats

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Asian Pacific Journal of Tropical Biomedicine 2019年第9期9卷 373-380页

作者： Berween Mahmoud Elmahmoudy Mai A.Abd El Fattah Mohamed F.Elyamany Laila A.Rashed Pharmacology and Toxicology Department Faculty of PharmacyCairo UniversityCairoEgypt Biochemistry and Molecular Biology Department Faculty of MedicineCairo UniversityEgypt

Objective: To evaluate the antioxidant, immunomodulatory and anti-inflammatory activities of pyrrolidine dithiocarbamate and saxagliptin in rats with thioacetamide-induced ulcerative colitis. Methods: Animals were orally administered with a vehicle, sulfasalazine(500 mg/kg), pyrrolidine dithiocarbamate(100 mg/kg), and saxagliptin(10 mg/kg) for two weeks. Ulcerative colitis was induced by a single intrarectal instillation of thioacetamide on day 8. Colon samples were collected to assess mitogen-activated protein kinase(MAPK), phosphorylated extracellular signal-regulated kinase(ERK), c AMP response element-binding protein(CREB), interleukin-12(IL-12), caspase-3, β-defensin, inducible nitric oxide synthase(i NOS) and glucagon like peptide-1(GLP-1). Moreover, histopathological examination was performed. Results: Rats treated with thioacetamide caused increases in colonic MAPK, phosphorylated ERK, CREB, caspase-3, IL-12, β-defensin, i NOS, as well as decreases in body weight and GLP-1. In addition, distortion of colonic structure was found by histopathological examination. pyrrolidine dithiocarbamate and saxagliptin mitigated colitis severity by improving body weight decrease and GLP-1, and reducing colonic MAPK, phosphorylated ERK, CREB, caspase-3, IL-12, β-defensin and i NOS. Conclusions: pyrrolidine dithiocarbamate and saxagliptin are efficient against thioacetamide induced colitis through improving inflammatory and oxidative changes.

关键词： Ulcerative colitis Inflammatory mediators Oxidative stress pyrrolidine dithiocarbamate Saxagliptin Thioacetamide

A new class of chiral pyrrolidine ligands for homogeneous catalytic enantioselective cyclopropanation of styrene

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Chinese Journal of Chemistry 2000年第3期18卷 407-410页

作者：施敏蒋建康 Laboratory of Organometallic Chemistry Shanghai Institute of Organic Chemistry Chinese Academy of Sciences Shanghai 200032 China

A new class of chiral pyrrolidine ligands have been successfully synthesized and their chiral induction abilities have been examined in the homogeneous catalytic enantioselective cyclopropanation of styrene. 15–30% e... 详细信息

关键词： Chiral ligand pyrrolidine enantioselective cyclopropanation catalyst

Syntheses, Structures and Antitumor Activities of Tri(o-bromobenzyl)tin Diethyldithiocarbamate and Tri(m-fluorobenzyl)tin pyrrolidine Dithiocarbamate

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Chinese Journal of Structural Chemistry 2020年第3期39卷 459-466,377页

作者： SHU Shan ZHANG Fu-Xing TANG Rui-Hai YAN Shi-Yu ZHU Xiao-Ming SHENG Liang-Bing KUANG Dai-Zhi FENG Yong-Lan YU Jiang-Xi JIANG Wu-Jiu Department of Chemistry and Material Science Hengyang Normal UniversityKey Laboratory of Functional Metal-organic Complexes of Hunan ProvinceKey Laboratory of Functional Organometallic Materials of Colleges of Hunan ProvinceHengyangHuman 421008china

Tri(o-bromobenzyl)tin diethyldithiocarbamate(1) and tri(m-fluorobenzyl)tin pyrrolidine dithiocarbamate(2) have been synthesized and characterized by elemental analysis, IR spectroscopy, NMR(~1 H, ^(13)C and ^(119)Sn), thermogravimetric analysis and single-crystal X-ray diffraction. The two complexes crystallize in the triclinic system space group P1. For complex 1, a = 0.9770(1), b = 1.1011(1), c = 1.4583(1) nm, α = 78.431(1)°, β = 86.307(1)°, γ = 69.712(1)°, V = 1.4417(2) nm^3, Z = 2, Dc = 1.790 g/cm^3, m(Mo Kα) = 52.04 cm–1, F(000) = 756, R = 0.0434 and wR = 0.0593. For complex 2, a = 0.7055(1), b = 1.3349(3), c = 1.3782(3) nm, α = 89.216(2)°, β = 82.044(2)°, γ = 84.637(2)°, V = 1.2799(5) nm^3, Z = 2, Dc = 1.537 g/cm^3, m(Mo Kα) = 11.98 cm^(–1), F(000) = 596, R = 0.0313 and wR = 0.0333. The two complexes represent mononuclear structures with five-coordinated [SnC3S2] cores forming a distorted trigonal bipyramid. The quantum chemical calculations of 1 and 2 have been investigated. The antitumor activity shows that 1 and 2 have higher activities than cisplatinum against Colo205, HepG2, MCF-7, Hela and H460 cell line in vitro.

关键词： tri(o-bromobenzyl)tin diethyldithiocarbamate tri(m-fluorobenzyl)tin pyrrolidine dithiocarbamate crystal structure quantum chemistry in vitro antitumor activity

Diastereoselective Synthesis of Chiral pyrrolidine and Piperidine Ring Systems

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Chinese Journal of Chemistry 2004年第7期22卷 727-731页

作者：邵志会彭芳芝朱保昆涂永强张洪彬 State Key Laboratory of Applied Organic Chemistry Lanzhou University Lanzhou Gansu 730000 China School of Pharmacy Yunnan University Kunming Yunnan 650091 China School of Pharmacy Yunnan University Kunming Yunnan 650091 China State Key Laboratory of Applied Organic Chemistry Lanzhou University Lanzhou Gansu 730000 China

A diastereoselective method for the synthesis of chiral pyrrolidine and piperidine ring containing compounds was described. The protocol of bromination followed by aminocyclization furnishes an easily handled while highly efficient procedure for the intramolecular amidation of an isolated double bond. High diastereomeric excess was observed in this synthetic procedure.

关键词： diastereoselective pyrrolidine piperidine aminocyclization

pyrrolidine Dithiocarbamate (PDTC) Attenuates Luteolin-Induced Apoptosis in Human Leukemia HL-60 Cells

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Journal of Cancer Therapy 2012年第6期3卷 1125-1131页

作者： Ming-Fen Lee Cheng-Ta Li Ming-Dian Chen An-Chin Cheng Department of Nutrition and Health Science Fooyin University Kaohsiung Chinese Taipei Department of Nutrition and Health Sciences Chang Jung Christian University Tainan Chinese Taipei

Studies have indicated that flavonoid luteolin is a potential inhibitor of tumor cell proliferation and may function as an anticarcinogenic agent. pyrrolidine dithiocarbamate (PDTC), a synthetic compound, may exhibit biphasic effects on apoptosis depending on the experimental context. Previously, we found that luteolin induced the activation of the proapoptotic proteins, such as Bad, Bid, and Bax, in HL-60 human leukemia cells. We also explored the modulatory effects and molecular mechanisms of PDTC on the cytotoxicity of luteolin in HL-60 cells;PDTC could interfere with luteolin’s ability to cleave poly(ADP-ribose)-polymerase (PARP) and DNA fragmentation of factor-45 (DFF-45). In the current study, we further investigated the effect of PDTC on the luteolin-induced death-receptor pathway and the cleavage of the Bcl-2 family members. We found that the combination of luteolin and PDTC increased the survival of the HL-60 cells such that PDTC inhibited both extrinsic and intrinsic pathways in luteolin-induced apoptosis.

关键词： Apoptosis pyrrolidine Dithiocarbamate HL-60 Cells Luteolin Death-Receptor Pathway Bcl-2 Family

Selective synthesis of tetrahydroimidazo[1,2-a]pyridine and pyrrolidine derivatives via One-pot two-step reaction

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Selective synthesis of tetrahydroimidazo[1,2-a]pyridine and ...

Synthesis, Characterization, Optical and Electrochemical Properties of Fulleropyrrolidines Containing Trifluoromethyl Group

中国化学会第十四届全国有机合成化学学术研讨会

作者： Yu Zhang Jing Sun Guo-Liang Shen Chao-Guo Yan College of Chemistry ＆ Chemical Engineering Yangzhou University

The addition reaction of primary amine to electron-deficient alkynes such as dialkyl but-2-ynedioates and alkyl propiolates quickly afforded reactive β-enamino esters in nearly quantitative yields, which could react further with various dipolarophiles to give diverse carbocyclic and heterocyclic compounds. In these years, the potential applications of β-enamino esters in organic synthesis have been attracted much attentions, and many elegant domino reactions based on the in situ generated β-enamino esters have been successfully *** order to explore the potential applications of β-enamino esters and with the aim of expanding our previous studies on the developing efficient synthetic procedures for nitrogen-containing heterocycles, herein, we wish to report the interesting results of the one-pot two-step reactions of α-amino acid alkyl esters, dimethyl but-2-ynedioates, aromatic aldehydes and malononitrile（ethyl cyanoacetate, cyanoacetamide） for the selective synthesis of tetrahydroimidazo[1,2-a]pyridine and polysubstituted pyrrolidine derivatives. The reaction conditions are mild, the raw materials are easy to use, the substrate has a wide range of expansion, simple operation, high yield, high diastereoselectivity.

关键词： α-amino acid alkyl ester but-2-ynedioate β-enamino ester imidazo[1,2-a]pyridine pyrrolidine

来源： cnki会议评论

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Chinese Journal of Chemistry 2012年第5期30卷 1097-1101页

作者：李祥子余锐方舒魏先文 College of Chemistry and Materials Science Key Laboratory of Functional Molecular Solidsthe Ministry of EducationAnhui Laboratory of Molecule-based MaterialsAnhui Normal UniversityWuhuAnhui 241000China Department of Chemistry Wannan Medical CollegeWuhuAnhui 241002China

Four novel [60]fullerene pyrrolidines containing trifluoromethyl （--CF3） group have been synthesized via 1,3-dipolar cycloaddition reaction, which have been characterized by UV-Vis spectroscopy, fourier transform in- frared spectroscopy, matrix-assisted laser desorption ionization-time of flight mass spectroscopy, and IH, 13C, 19F nuclear magnetic resonance spectrometer （IH NMR, 13C NMR, 19F NMR）. Their optical and electrochemical prop- erties have been studied, and the results show that those fulleropyrrolidines containing --CF3 group have good fluo- rescence and electrochemical properties. Compared with C60, they have negative shifts in varying degrees for half-wave potentials, and may have potential applications for photovoltaic conversion materials since their lowest unoccupied molecular orbital （LUMO） levels are close to that of [6,6]-phenyl-C6：butyric acid methyl ester.

关键词： fullerenes trifluoromethyl group pyrrolidine fluorescence electrochemistry

Improved Electrochemical Synthesis of Nitro-substituted 1-Aryl-2-pyrrolidinecarbonitriles

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Chinese Chemical Letters 2006年第6期17卷 736-738页

作者： Wei LIU Yuan MA Ying Wu YIN Yu Fen ZHAO The Key Laboratory for Bioorganic Phosphorus Chemistry ＆ Chemical Biology Ministry of Education Department of Chemistry Tsinghua University Beijing 100084 Department of Chemistry Tsinghua UniversityBeijing 100084 Beijing TH-UNIS Insight Co.Ltd. Beijing 100084

In this paper, we described an improved electrochemical method for synthesis of some 1-aryl-2-pyrrolidinecarbonitrile derivatives bearing an electron-withdrawing group （NO2）. The electrochemical synthesis of titile ... 详细信息

关键词： Anodic cyanation nitrile pyrrolidine electrochemistry.

N-Unsubstituted and N-Arylated Fulleropyrrolidines： New Useful Building Blocks for C60 Functionalization

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Chinese Journal of Chemistry 2006年第9期24卷 1175-1179页

作者：童晨骅吴宗铨侯军利黎占亭 Shanghai Institute of Organic Chemistry Chinese Academy of Sciences Shanghai 200032. China

Two series of stable and soluble fulleropyrrolidines have been prepared from the reactions of C60, glycine or its N-arylated derivatives and aliphatic aldehydes or ketones in refluxing toluene or chlorobenzene. The new C60 derivatives represent new useful building blocks for further preparation of more funcionalized C60 derivatives.

关键词： fullerene addition reaction pyrrolidine functionalization