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  1. Article ; Online: trans

    Alzahrani, Seraj O / McRobbie, Graeme / Khan, Abid / D'huys, Thomas / Van Loy, Tom / Walker, Ashlie N / Renard, Isaline / Hubin, Timothy J / Schols, Dominique / Burke, Benjamin P / Archibald, Stephen J

    Dalton transactions (Cambridge, England : 2003)

    2024  Volume 53, Issue 12, Page(s) 5616–5623

    Abstract: The chemokine receptor CXCR4 is implicated in multiple diseases including inflammatory disorders, cancer growth and metastasis, and HIV/AIDS. CXCR4 targeting has been evaluated in treating cancer metastasis and therapy resistance. Cyclam derivatives, ... ...

    Abstract The chemokine receptor CXCR4 is implicated in multiple diseases including inflammatory disorders, cancer growth and metastasis, and HIV/AIDS. CXCR4 targeting has been evaluated in treating cancer metastasis and therapy resistance. Cyclam derivatives, most notably AMD3100 (Plerixafor™), are a common motif in small molecule CXCR4 antagonists. However, AMD3100 has not been shown to be effective in cancer treatment as an individual agent. Configurational restriction and transition metal complex formation increases receptor binding affinity and residence time. In the present study, we have synthesized novel
    MeSH term(s) Benzylamines ; Coordination Complexes/pharmacology ; Cyclams ; Heterocyclic Compounds/pharmacology ; Heterocyclic Compounds/chemistry ; Receptors, CXCR4/antagonists & inhibitors
    Chemical Substances Benzylamines ; Coordination Complexes ; cyclam (295-37-4) ; Cyclams ; Heterocyclic Compounds ; plerixafor (S915P5499N) ; Receptors, CXCR4
    Language English
    Publishing date 2024-03-19
    Publishing country England
    Document type Journal Article
    ZDB-ID 1472887-4
    ISSN 1477-9234 ; 1364-5447 ; 0300-9246 ; 1477-9226
    ISSN (online) 1477-9234 ; 1364-5447
    ISSN 0300-9246 ; 1477-9226
    DOI 10.1039/d3dt01729j
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  2. Article ; Online: A Bridge too Far? Comparison of Transition Metal Complexes of Dibenzyltetraazamacrocycles with and without Ethylene Cross-Bridges: X-ray Crystal Structures, Kinetic Stability, and Electronic Properties.

    Walker, Ashlie N / Ayala, Megan A / Mondal, Somrita / Bergagnini, Mackenzie C / Bui, Phuong John D / Chidester, Stephanie N / Doeden, Chad I / Esjornson, Louise / Sweany, Brian R / Garcia, Leslie / Krause, Jeanette A / Oliver, Allen G / Prior, Timothy J / Hubin, Timothy J

    Molecules (Basel, Switzerland)

    2023  Volume 28, Issue 2

    Abstract: Tetraazamacrocycles, cyclic molecules with four nitrogen atoms, have long been known to produce highly stable transition metal complexes. Cross-bridging such molecules with two-carbon chains has been shown to enhance the stability of these complexes even ...

    Abstract Tetraazamacrocycles, cyclic molecules with four nitrogen atoms, have long been known to produce highly stable transition metal complexes. Cross-bridging such molecules with two-carbon chains has been shown to enhance the stability of these complexes even further. This provides enough stability to use the resulting compounds in applications as diverse and demanding as aqueous, green oxidation catalysis all the way to drug molecules injected into humans. Although the stability of these compounds is believed to result from the increased rigidity and topological complexity imparted by the cross-bridge, there is insufficient experimental data to exclude other causes. In this study, standard organic and inorganic synthetic methods were used to produce unbridged dibenzyl tetraazamacrocycle complexes of Co, Ni, Cu, and Zn that are analogues of known cross-bridged tetraazamacrocycles and their transition metal complexes to allow direct comparison of molecules that are identical except for the cross-bridge. The syntheses of the known tetraazamacrocycles and the new transition metal complexes were successful with high yields and purity. Initial chemical characterization of the complexes was conducted by UV-Visible spectroscopy, while cyclic voltammetry showed more marked differences in electronic properties from bridged versions. Direct comparison studies of the unbridged and bridged compounds' kinetic stabilities, as demonstrated by decomposition using high acid concentration and elevated temperature, showed that the cyclen-based complex stability did not benefit from cross-bridging. This is likely due to poor complementarity with the Cu
    MeSH term(s) Humans ; Coordination Complexes/chemistry ; Cyclams ; Molecular Structure ; X-Rays ; Transition Elements/chemistry ; Ethylenes/chemistry ; Crystallography, X-Ray
    Chemical Substances Coordination Complexes ; Cyclams ; Transition Elements ; Ethylenes
    Language English
    Publishing date 2023-01-16
    Publishing country Switzerland
    Document type Journal Article
    ZDB-ID 1413402-0
    ISSN 1420-3049 ; 1431-5165 ; 1420-3049
    ISSN (online) 1420-3049
    ISSN 1431-5165 ; 1420-3049
    DOI 10.3390/molecules28020895
    Database MEDical Literature Analysis and Retrieval System OnLINE

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    In stock of ZB MED Cologne/Königswinter

    Zs.MO 81: Show issues

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  3. Article ; Online: Equatorial Ligand Perturbations Influence the Reactivity of Manganese(IV)-Oxo Complexes.

    Massie, Allyssa A / Denler, Melissa C / Cardoso, Luísa Thiara / Walker, Ashlie N / Hossain, M Kamal / Day, Victor W / Nordlander, Ebbe / Jackson, Timothy A

    Angewandte Chemie (International ed. in English)

    2017  Volume 56, Issue 15, Page(s) 4178–4182

    Abstract: Manganese(IV)-oxo complexes are often invoked as intermediates in Mn-catalyzed C-H bond activation reactions. While many synthetic ... ...

    Abstract Manganese(IV)-oxo complexes are often invoked as intermediates in Mn-catalyzed C-H bond activation reactions. While many synthetic Mn
    MeSH term(s) Catalysis ; Coordination Complexes/chemistry ; Density Functional Theory ; Ligands ; Manganese/chemistry ; Molecular Conformation ; Oxidation-Reduction ; Oxygen/chemistry
    Chemical Substances Coordination Complexes ; Ligands ; Manganese (42Z2K6ZL8P) ; Oxygen (S88TT14065)
    Language English
    Publishing date 2017-03-16
    Publishing country Germany
    Document type Journal Article ; Research Support, N.I.H., Extramural ; Research Support, U.S. Gov't, Non-P.H.S.
    ZDB-ID 2011836-3
    ISSN 1521-3773 ; 1433-7851
    ISSN (online) 1521-3773
    ISSN 1433-7851
    DOI 10.1002/anie.201612309
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  4. Article: Tetraazamacrocyclic derivatives and their metal complexes as antileishmanial leads.

    Hubin, Timothy J / Walker, Ashlie N / Davilla, Dustin J / Freeman, TaRynn N Carder / Epley, Brittany M / Hasley, Travis R / Amoyaw, Prince N A / Jain, Surendra / Archibald, Stephen J / Prior, Timothy J / Krause, Jeanette A / Oliver, Allen G / Tekwani, Babu L / Khan, M Omar F

    Polyhedron

    2019  Volume 163, Page(s) 42–53

    Abstract: A total of 44 bis-aryl-monocyclic polyamines, monoaryl-monocyclic polyamines and their transition metal complexes were prepared, chemically characterized, and screened in vitro against ... ...

    Abstract A total of 44 bis-aryl-monocyclic polyamines, monoaryl-monocyclic polyamines and their transition metal complexes were prepared, chemically characterized, and screened in vitro against the
    Language English
    Publishing date 2019-02-23
    Publishing country England
    Document type Journal Article
    ZDB-ID 2000326-2
    ISSN 0277-5387
    ISSN 0277-5387
    DOI 10.1016/j.poly.2019.02.027
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  5. Article: Tetraazamacrocyclic derivatives and their metal complexes as antileishmanial leads

    Hubin, Timothy J. / Walker, Ashlie N. / Davilla, Dustin J. / Carder Freeman, TaRynn N. / Epley, Brittany M. / Hasley, Travis R. / Amoyaw, Prince N.A. / Jain, Surendra / Archibald, Stephen J. / Prior, Timothy J. / Krause, Jeanette A. / Oliver, Allen G. / Tekwani, Babu L. / Khan, M. Omar F.

    Polyhedron. 2019 May 01, v. 163

    2019  

    Abstract: A total of 44 bis-aryl-monocyclic polyamines, monoaryl-monocyclic polyamines and their transition metal complexes were prepared, chemically characterized, and screened in vitro against the Leishmania donovani promastigotes, axenic amastigotes and ... ...

    Abstract A total of 44 bis-aryl-monocyclic polyamines, monoaryl-monocyclic polyamines and their transition metal complexes were prepared, chemically characterized, and screened in vitro against the Leishmania donovani promastigotes, axenic amastigotes and intracellular amastigotes in THP1 cells. The IC(50) and/or IC(90) values showed that 10 compounds were similarly active at about 2-fold less potent than known drug pentamidine against promastigotes. The most potent compound had an IC(50) of 2.82 µM (compared to 2.93 µM for pentamidine). Nine compounds were 1.1–13.6-fold more potent than pentamidine against axenic amastigotes, the most potent one being about 2-fold less potent than amphotericin B. Fourteen compounds were about 2–10 fold more potent than pentamidine, the most potent one is about 2-fold less potent than amphotericin B against intracellular amastigotes in THP1 cells. The 2 most promising compounds (FeL7Cl(2) and MnL7Cl(2)), with strong activity against both promastigotes and amastigotes and no observable toxicity against the THP1 cells are the Fe(2+)- and Mn(2+)-complexes of a dibenzyl cyclen derivative. Only 2 of the 44 compounds showed observable cytotoxicity against THP1 cells. Tetraazamacrocyclic monocyclic polyamines represent a new class of antileishmanial lead structures that warrant follow up studies.
    Keywords Leishmania donovani ; amastigotes ; amphotericin B ; cytotoxicity ; polyamines ; promastigotes
    Language English
    Dates of publication 2019-0501
    Size p. 42-53.
    Publishing place Elsevier BV
    Document type Article
    ZDB-ID 2000326-2
    ISSN 0277-5387
    ISSN 0277-5387
    DOI 10.1016/j.poly.2019.02.027
    Database NAL-Catalogue (AGRICOLA)

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