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  1. AU="Tse, Man-Kit"
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  3. AU="Hoepken, Bengt"
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  14. AU="Shabsovich, David"
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  1. Artikel ; Online: Multitargeted Platinum(IV) Anticancer Complexes Bearing Pyridinyl Ligands as Axial Leaving Groups.

    Zhou, Qiyuan / Chen, Shu / Xu, Zoufeng / Liu, Gongyuan / Zhang, Shuyuan / Wang, Zhigang / Tse, Man-Kit / Yiu, Shek-Man / Zhu, Guangyu

    Angewandte Chemie (International ed. in English)

    2023  Band 62, Heft 18, Seite(n) e202302156

    Abstract: Although multitargeted ... ...

    Abstract Although multitargeted Pt
    Mesh-Begriff(e) Platinum ; Ligands ; Prodrugs/pharmacology ; Antineoplastic Agents/pharmacology ; Cell Line, Tumor
    Chemische Substanzen Platinum (49DFR088MY) ; Ligands ; Prodrugs ; Antineoplastic Agents
    Sprache Englisch
    Erscheinungsdatum 2023-03-27
    Erscheinungsland Germany
    Dokumenttyp Journal Article ; Research Support, Non-U.S. Gov't
    ZDB-ID 2011836-3
    ISSN 1521-3773 ; 1433-7851
    ISSN (online) 1521-3773
    ISSN 1433-7851
    DOI 10.1002/anie.202302156
    Datenquelle MEDical Literature Analysis and Retrieval System OnLINE

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  2. Artikel ; Online: Push-Pull Heptamethines Near the Cyanine Limit Exhibiting Large Quadratic Electro-Optic Effect.

    Chen, Weilong / Liu, Taili / Zou, Jie / Zhang, Di / Tse, Man Kit / Tsang, Sai-Wing / Luo, Jingdong / Jen, Alex K-Y

    Advanced materials (Deerfield Beach, Fla.)

    2023  Band 36, Heft 17, Seite(n) e2306089

    Abstract: Harnessing the quadratic electro-optic (QEO) of near-infrared polymethine chromophores over broad telecom wavelength bands is a subject of immense potential but remains largely under-investigated. Herein a series of push-pull heptamethines containing the ...

    Abstract Harnessing the quadratic electro-optic (QEO) of near-infrared polymethine chromophores over broad telecom wavelength bands is a subject of immense potential but remains largely under-investigated. Herein a series of push-pull heptamethines containing the tricyanofuran (TCF) acceptors and indoline or benzo[e]indoline donors are reported. These dipolar chromophores can attain a highly delocalized "cyanine-like" electronic ground state in solvents spanning a wide range of polarities, in some cases even closer to the ideal polymethine state than symmetrical cyanines. A transmission-mode electromodulation spectroscopy is used to study the electric-field-induced changes in optical absorption and refraction of polymer films doped with heptamethine chromophores, and large and thermally stable QEO effect with high efficiency-loss figure-of-merits that compare favorably to those from dipolar polyenes in poled or unpoled polymers and III-V semiconductors is obtained. The study opens a path for developing organic materials based on cyanine-like merocyanines for complementary metal oxide semiconductor -compatible, fast, efficient, and low-loss electro-optic modulation.
    Sprache Englisch
    Erscheinungsdatum 2023-12-02
    Erscheinungsland Germany
    Dokumenttyp Journal Article
    ZDB-ID 1474949-X
    ISSN 1521-4095 ; 0935-9648
    ISSN (online) 1521-4095
    ISSN 0935-9648
    DOI 10.1002/adma.202306089
    Datenquelle MEDical Literature Analysis and Retrieval System OnLINE

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  3. Artikel ; Online: Cyclization, Decyclization, and Metallacyclization of Pyridine-Substituted Homopropargylic Alcohols on Ruthenium(II) and Osmium(II) Centers.

    Shek, Hau-Lam / Yeung, Chi-Fung / Chung, Lai-Hon / Tse, Man-Kit / Yiu, Shek-Man / Wong, Chun-Yuen

    Chemistry (Weinheim an der Bergstrasse, Germany)

    2023  Band 29, Heft 43, Seite(n) e202301292

    Abstract: Systematic investigations on the reactions between cis-[M(dppm) ...

    Abstract Systematic investigations on the reactions between cis-[M(dppm)
    Sprache Englisch
    Erscheinungsdatum 2023-06-27
    Erscheinungsland Germany
    Dokumenttyp Journal Article
    ZDB-ID 1478547-X
    ISSN 1521-3765 ; 0947-6539
    ISSN (online) 1521-3765
    ISSN 0947-6539
    DOI 10.1002/chem.202301292
    Datenquelle MEDical Literature Analysis and Retrieval System OnLINE

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  4. Artikel ; Online: Multitargeted Platinum(IV) Anticancer Complexes Bearing Pyridinyl Ligands as Axial Leaving Groups

    Zhou, Qiyuan / Chen, Shu / Xu, Zoufeng / Liu, Gongyuan / Zhang, Shuyuan / Wang, Zhigang / Tse, Man‐Kit / Yiu, Shek‐Man / Zhu, Guangyu

    Angewandte Chemie International Edition 2023 Apr. 24, v. 62, no. 18, p. e202302156

    2023  

    Abstract: Although multitargeted Ptᴵⱽ anticancer prodrugs have shown significant activities in reducing drug resistance, the types of bioactive ligands and drugs that can be conjugated to the Pt center remain limited to O‐donors. Herein, we report the synthesis of ...

    Abstract Although multitargeted Ptᴵⱽ anticancer prodrugs have shown significant activities in reducing drug resistance, the types of bioactive ligands and drugs that can be conjugated to the Pt center remain limited to O‐donors. Herein, we report the synthesis of Ptᴵⱽ complexes bearing axial pyridines via ligand exchange reactions. Unexpectedly, the axial pyridines are quickly released after reduction, indicating their potential to be utilized as axial leaving groups. We further expand our synthetic approach to obtaining two multitargeted Ptᴵⱽ prodrugs containing bioactive pyridinyl ligands: a PARP inhibitor and an EGFR tyrosine kinase inhibitor; these conjugates exhibit great potential for overcoming drug resistance, and the latter conjugate inhibits the growth of Pt‐resistant tumor in vivo. This research adds to the array of synthetic methods for accessing Ptᴵⱽ prodrugs and significantly increases the types of bioactive axial ligands that can be conjugated to a Ptᴵⱽ center.
    Schlagwörter drug resistance ; ligands ; neoplasms ; platinum ; pyridines ; tyrosine
    Sprache Englisch
    Erscheinungsverlauf 2023-0424
    Umfang p. e202302156
    Erscheinungsort Wiley & Sons, Ltd.
    Dokumenttyp Artikel ; Online
    Anmerkung JOURNAL ARTICLE
    ZDB-ID 2011836-3
    ISSN 1521-3773 ; 1433-7851
    ISSN (online) 1521-3773
    ISSN 1433-7851
    DOI 10.1002/anie.202302156
    Datenquelle NAL Katalog (AGRICOLA)

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  5. Artikel ; Online: Optimization of axial ligands to promote the photoactivation of BODIPY-conjugated platinum(IV) anticancer prodrugs.

    Yao, Houzong / Gunawan, Yuliana F / Liu, Gongyuan / Tse, Man-Kit / Zhu, Guangyu

    Dalton transactions (Cambridge, England : 2003)

    2021  Band 50, Heft 39, Seite(n) 13737–13747

    Abstract: Carboplatin-based platinum(IV) prodrugs containing axial carboxylates are relatively resistant to reduction to release active platinum(II) species and kill cancer cells. To facilitate the activation process, a boron dipyrromethene (BODIPY) ligand has ... ...

    Abstract Carboplatin-based platinum(IV) prodrugs containing axial carboxylates are relatively resistant to reduction to release active platinum(II) species and kill cancer cells. To facilitate the activation process, a boron dipyrromethene (BODIPY) ligand has been utilized as a photoabsorber at the axial position to photoactivate carboplatin-based platinum(IV) complexes. However, the influence of the axial ligands on the photoactivation rate of the platinum center and the subsequent biological activity are still unknown. In this study, we report the design and synthesis of a series of carboplatin-based photoactivable platinum(IV) prodrugs containing BODIPY axial ligands with different lengths. The resulting BODIPY-conjugated platinum(IV) prodrugs OH2C-OH8C bearing hydroxido ligands at the opposite axial position are slightly less stable in the dark than the corresponding prodrugs AC2C-AC8C containing acetato ligands. The prodrugs OH3C-OH8C can be photoactivated under irradiation in eight minutes, and the photoactivation rate is further improved in prodrugs AC3C-AC8C where only twenty seconds are needed. Moreover, the prodrug AC3C, in which the linker between the BODIPY photoabsorber and the platinum center has an appropriate length, is photoactivated the quickest among the acetylated prodrugs AC2C-AC8C. The high cellular accumulation may contribute more to the moderate photocytotoxicity of these prodrugs. Our research highlights the way to promote the photoactivation of BODIPY-conjugated platinum(IV) anticancer prodrugs by optimization of axial ligands and may contribute to the future rational design of photoactivable platinum-based complexes.
    Mesh-Begriff(e) Prodrugs
    Chemische Substanzen Prodrugs
    Sprache Englisch
    Erscheinungsdatum 2021-10-12
    Erscheinungsland England
    Dokumenttyp 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/d1dt02362d
    Datenquelle MEDical Literature Analysis and Retrieval System OnLINE

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  6. Artikel: Luminescent monomeric and dimeric Ru(ii) acyclic carbene complexes as selective sensors for NH

    Han, Jingqi / Cheng, Shun-Cheung / Yiu, Shek-Man / Tse, Man-Kit / Ko, Chi-Chiu

    Chemical science

    2021  Band 12, Heft 42, Seite(n) 14103–14110

    Abstract: A new class of luminescent bis(bipyridyl) Ru(ii) pyridyl acyclic carbene complexes with environmentally-sensitive dimerization equilibrium have been developed. Owing to the involvement of the orbitals of the diaminocarbene ligand in the emissive excited ... ...

    Abstract A new class of luminescent bis(bipyridyl) Ru(ii) pyridyl acyclic carbene complexes with environmentally-sensitive dimerization equilibrium have been developed. Owing to the involvement of the orbitals of the diaminocarbene ligand in the emissive excited state, the phosphorescence properties of these complexes are strongly affected by H-bonding interactions with various H-bonding donor/acceptor molecules. With the remarkable differences in the emission properties of the monomer, dimer, and H-bonded amine adducts together with the change of the dimerization equilibrium, these complexes can be used as luminescent gas sensors for humidity, ammonia, and amine vapors. With the responses to amines and humidity and the corresponding change in the luminescence properties, a proof-of-principle for binary optical data storage with a reversible concealment process has been described.
    Sprache Englisch
    Erscheinungsdatum 2021-10-05
    Erscheinungsland England
    Dokumenttyp Journal Article
    ZDB-ID 2559110-1
    ISSN 2041-6539 ; 2041-6520
    ISSN (online) 2041-6539
    ISSN 2041-6520
    DOI 10.1039/d1sc04074j
    Datenquelle MEDical Literature Analysis and Retrieval System OnLINE

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  7. Artikel ; Online: The influence of different carbonate ligands on the hydrolytic stability and reduction of platinum(IV) prodrugs.

    Chen, Shu / Ng, Ka-Yan / Zhou, Qiyuan / Yao, Houzong / Deng, Zhiqin / Tse, Man-Kit / Zhu, Guangyu

    Dalton transactions (Cambridge, England : 2003)

    2022  Band 51, Heft 3, Seite(n) 885–897

    Abstract: Pt(IV) complexes bearing axial carbonate linkages have drawn much attention recently. A synthetic method behind this allows the hydroxyl group of bioactive ligands to be attached to the available hydroxyl group of Pt(IV) complexes, and the rapid release ... ...

    Abstract Pt(IV) complexes bearing axial carbonate linkages have drawn much attention recently. A synthetic method behind this allows the hydroxyl group of bioactive ligands to be attached to the available hydroxyl group of Pt(IV) complexes, and the rapid release of free drugs is achieved after the reduction of carbonate-linked Pt(IV) complexes. Further understanding on the properties of Pt(IV) carbonates such as hydrolytic stability and reduction profiles, however, is hindered by limited research. Herein, six mono-carbonated Pt(IV) complexes in which the carbonate axial ligands possess various electron-withdrawing powers were synthesized, and the corresponding mono-carboxylated analogues were also prepared as references to highlight the different properties. The influence of the coordination environment towards the hydrolysis and reduction rate of Pt(IV) carbonates and carboxylates was explored. The mono-carbonated Pt(IV) complexes are both less stable and reduced faster than the corresponding mono-carboxylated ones. Moreover, the hydrolysis and reduction profiles are dependent not only on the electron-withdrawing ability of the carbonates but also on the nature of the opposite axial ligands. Besides, the exploration of the hydrolytic pathway for Pt(IV) carbonates suggests that the process proceeds by an attack of OH
    Mesh-Begriff(e) Carbonates ; Cell Line, Tumor ; Cell Survival/drug effects ; Humans ; Hydrolysis ; Platinum/chemistry ; Platinum/pharmacology ; Prodrugs
    Chemische Substanzen Carbonates ; Prodrugs ; Platinum (49DFR088MY)
    Sprache Englisch
    Erscheinungsdatum 2022-01-17
    Erscheinungsland England
    Dokumenttyp 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/d1dt03959h
    Datenquelle MEDical Literature Analysis and Retrieval System OnLINE

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  8. Artikel ; Online: Visible light-mediated radical perfluoroalkylation reactions using heterogeneous graphitic carbon nitride

    Xiao, Yelan / Leng, Yecheng / Lu, Xinxin / Cheng, Shun-Cheung / Huang, Hao / Tse, Man-Kit / Liang, Jiechun / Tu, Wenguang / Ko, Chi-Chiu / Zhu, Xi / Wang, Lu / Zhou, Yong / Yao, Yingfang / Zou, Zhigang

    Journal of Catalysis. 2023 Oct., v. 426 p.52-60

    2023  

    Abstract: Photocatalytic radical fluoroalkylation has become an important approach to prepare valuable organofluorine compounds under mild conditions. Compared to the homogenous photocatalytic fluoroalkylation reactions based on the precious metal complexes or ... ...

    Abstract Photocatalytic radical fluoroalkylation has become an important approach to prepare valuable organofluorine compounds under mild conditions. Compared to the homogenous photocatalytic fluoroalkylation reactions based on the precious metal complexes or organic dyes, heterogeneous photocatalysis using metal-free carbon nitride catalyst shows cost-effective, easier separation and excellent recyclability. In this work, we report the visible-light-induced photocatalytic perfluoroalkylation of alkynes with perfluoroalkyl iodides (RfI) using heterogeneous cyano-modified graphitic carbon nitride (g-ᴺCᴺCNx) as the photocatalyst. The mechanism proposed by the experimental and computational studies reveals that the long-lived triplet excited states in photoinduced g-ᴺCᴺCNx are involved in the initial bimolecular electron transfer process, resulting in the effective activation of RfI and the improvement of sequential photocatalytic reactions. Moreover, the stronger interaction between the substate and surface of catalyst g-ᴺCᴺCNx can further improve the photocatalytic activity, comparing to the pristine carbon nitride (g-CNx). Through simple variation of the reaction conditions, the photocatalytic addition or coupling reaction can be achieved effectively and selectively. Importantly, the heterogeneous g-ᴺCᴺCNx photocatalyst can not only show high performance with a wide reaction scope, but also be readily recovered and reused for at least five catalytic cycles with high photocatalytic activity. This work provides a sustainable alternative to the conventional metal-based photocatalysts for organofluorine synthesis.
    Schlagwörter alkynes ; carbon nitride ; cost effectiveness ; electron transfer ; graphene ; perfluorocarbons ; photocatalysis ; photocatalysts ; Heterogeneous photocatalysis ; Perfluoroalkylation ; Graphitic carbon nitride ; Organofluorine compounds
    Sprache Englisch
    Erscheinungsverlauf 2023-10
    Umfang p. 52-60.
    Erscheinungsort Elsevier Inc.
    Dokumenttyp Artikel ; Online
    ZDB-ID 1468993-5
    ISSN 1090-2694 ; 0021-9517
    ISSN (online) 1090-2694
    ISSN 0021-9517
    DOI 10.1016/j.jcat.2023.06.040
    Datenquelle NAL Katalog (AGRICOLA)

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  9. Artikel ; Online: BODI-Pt, a Green-Light-Activatable and Carboplatin-Based Platinum(IV) Anticancer Prodrug with Enhanced Activation and Cytotoxicity.

    Yao, Houzong / Chen, Shu / Deng, Zhiqin / Tse, Man-Kit / Matsuda, Yudai / Zhu, Guangyu

    Inorganic chemistry

    2020  Band 59, Heft 16, Seite(n) 11823–11833

    Abstract: Platinum drugs are widely used in clinics to treat various types of cancer. However, a number of severe side effects induced by the nonspecific binding of platinum drugs to normal tissues limit their clinical use. The conversion of platinum(II) drugs ... ...

    Abstract Platinum drugs are widely used in clinics to treat various types of cancer. However, a number of severe side effects induced by the nonspecific binding of platinum drugs to normal tissues limit their clinical use. The conversion of platinum(II) drugs into more inert platinum(IV) derivatives is a promising strategy to solve this problem. Some platinum(IV) prodrugs, such as carboplatin-based tetracarboxylatoplatinum(IV) prodrugs, are not easily reduced to active platinum(II) species, leading to low cytotoxicity in vitro. In this study, we report the design and synthesis of a carboplatin-based platinum(IV) prodrug functionalized with a boron dipyrromethene (bodipy) ligand at the axial position, and the ligand acts as a photoabsorber to photoactivate the platinum(IV) prodrug. This compound, designated as BODI-Pt, is highly stable in the dark but quickly activated under irradiation to release carboplatin and the axial ligands. A cytotoxic study reveals that BODI-Pt is effective under irradiation, with cytotoxicity 11 times higher than that in the dark and 39 times higher than that of carboplatin in MCF-7 cells. Moreover, BODI-Pt has been proven to kill cancer cells by binding to the genomic DNA, arresting the cell cycle at the G
    Mesh-Begriff(e) Antineoplastic Agents/chemistry ; Antineoplastic Agents/pharmacology ; Boron Compounds/chemistry ; Carboplatin/chemistry ; Carboplatin/pharmacology ; Cell Line, Tumor ; Drug Screening Assays, Antitumor ; Fluorescent Dyes/chemistry ; Humans ; Light ; Prodrugs/chemistry ; Prodrugs/pharmacology
    Chemische Substanzen 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene ; Antineoplastic Agents ; Boron Compounds ; Fluorescent Dyes ; Prodrugs ; Carboplatin (BG3F62OND5)
    Sprache Englisch
    Erscheinungsdatum 2020-08-06
    Erscheinungsland United States
    Dokumenttyp Journal Article
    ZDB-ID 1484438-2
    ISSN 1520-510X ; 0020-1669
    ISSN (online) 1520-510X
    ISSN 0020-1669
    DOI 10.1021/acs.inorgchem.0c01880
    Datenquelle MEDical Literature Analysis and Retrieval System OnLINE

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  10. Artikel ; Online: Stability, Reduction, and Cytotoxicity of Platinum(IV) Anticancer Prodrugs Bearing Carbamate Axial Ligands: Comparison with Their Carboxylate Analogues.

    Chen, Shu / Yao, Houzong / Zhou, Qiyuan / Tse, Man-Kit / Gunawan, Yuliana F / Zhu, Guangyu

    Inorganic chemistry

    2020  Band 59, Heft 16, Seite(n) 11676–11687

    Abstract: Platinum(IV) complexes containing carboxylate and carbamate ligands at the axial position have been reported previously. A better understanding of the similarity and difference between the two types of ligands will provide us with new insights and more ... ...

    Abstract Platinum(IV) complexes containing carboxylate and carbamate ligands at the axial position have been reported previously. A better understanding of the similarity and difference between the two types of ligands will provide us with new insights and more choices to design novel Pt(IV) complexes. In this study, we systematically investigated and compared the properties of Pt(IV) complexes bearing the two types of ligands. Ten pairs of unsymmetric Pt(IV) complexes bearing axial carbamate or carboxylate ligands were synthesized and characterized. The stability of these Pt(IV) complexes in a PBS buffer with or without a reducing agent was investigated, and most of these complexes exhibited good stability. Besides, most Pt(IV) prodrugs with carbamate axial ligands were reduced faster than the corresponding ones with carboxylate ligands. Furthermore, the aqueous solubilities and lipophilicities of these Pt(IV) complexes were tested. All the carbamate complexes showed better aqueous solubility and decreased lipophilicity as compared to those of the corresponding carboxylate complexes, due to the increased polarity of carbamate ligands. Biological properties of these complexes were also evaluated. Many carbamate complexes showed cytotoxicity similar to that of the carboxylate complexes, which may derive from the lower cellular accumulation but faster reduction of the former. Our research highlights the differences between the Pt(IV) prodrugs containing carbamate and carboxylate axial ligands and may contribute to the future rational design of Pt-based anticancer prodrugs.
    Mesh-Begriff(e) Antineoplastic Agents/chemistry ; Antineoplastic Agents/pharmacology ; Carbamates/chemistry ; Carboxylic Acids/chemistry ; Drug Stability ; Ligands ; Oxidation-Reduction ; Prodrugs/chemistry ; Prodrugs/pharmacology
    Chemische Substanzen Antineoplastic Agents ; Carbamates ; Carboxylic Acids ; Ligands ; Prodrugs
    Sprache Englisch
    Erscheinungsdatum 2020-08-03
    Erscheinungsland United States
    Dokumenttyp Comparative Study ; Journal Article
    ZDB-ID 1484438-2
    ISSN 1520-510X ; 0020-1669
    ISSN (online) 1520-510X
    ISSN 0020-1669
    DOI 10.1021/acs.inorgchem.0c01541
    Datenquelle MEDical Literature Analysis and Retrieval System OnLINE

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