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  1. Article ; Online: A Study of an 8-Aminoquinoline-Directed C(sp

    Pourghasemi Lati, Monireh / Ståhle, Jonas / Meyer, Michael / Verho, Oscar

    The Journal of organic chemistry

    2021  Volume 86, Issue 12, Page(s) 8527–8537

    Abstract: This work outlines a synthetic route that can be used to access chiral cyclobutane keto acids with two stereocenters in five steps from the inexpensive terpene myrtenal. Furthermore, the developed route includes an 8-aminoquinoline-directed C( ... ...

    Abstract This work outlines a synthetic route that can be used to access chiral cyclobutane keto acids with two stereocenters in five steps from the inexpensive terpene myrtenal. Furthermore, the developed route includes an 8-aminoquinoline-directed C(sp
    MeSH term(s) Aminoquinolines ; Bicyclic Monoterpenes ; Catalysis ; Cyclobutanes ; Keto Acids ; Palladium
    Chemical Substances Aminoquinolines ; Bicyclic Monoterpenes ; Cyclobutanes ; Keto Acids ; Palladium (5TWQ1V240M) ; myrtenal (8J97443QRZ) ; 8-aminoquinoline (U34EAV21TG)
    Language English
    Publishing date 2021-05-27
    Publishing country United States
    Document type Journal Article ; Research Support, Non-U.S. Gov't
    ZDB-ID 123490-0
    ISSN 1520-6904 ; 0022-3263
    ISSN (online) 1520-6904
    ISSN 0022-3263
    DOI 10.1021/acs.joc.1c00774
    Database MEDical Literature Analysis and Retrieval System OnLINE

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    In stock of ZB MED Cologne/Königswinter

    Zs.A 4473: Show issues Location:
    Je nach Verfügbarkeit (siehe Angabe bei Bestand)
    bis Jg. 1994: Bestellungen von Artikeln über das Online-Bestellformular
    Jg. 1995 - 2021: Lesesall (2.OG)
    ab Jg. 2022: Lesesaal (EG)

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  2. Article: A Study of an 8-Aminoquinoline-Directed C(sp²)–H Arylation Reaction on the Route to Chiral Cyclobutane Keto Acids from Myrtenal

    Pourghasemi Lati, Monireh / Ståhle, Jonas / Meyer, Michael / Verho, Oscar

    Journal of organic chemistry. 2021 May 27, v. 86, no. 12

    2021  

    Abstract: This work outlines a synthetic route that can be used to access chiral cyclobutane keto acids with two stereocenters in five steps from the inexpensive terpene myrtenal. Furthermore, the developed route includes an 8-aminoquinoline-directed C(sp²)–H ... ...

    Abstract This work outlines a synthetic route that can be used to access chiral cyclobutane keto acids with two stereocenters in five steps from the inexpensive terpene myrtenal. Furthermore, the developed route includes an 8-aminoquinoline-directed C(sp²)–H arylation as one of its key steps, which allows a wide range of aryl and heteroaryl groups to be incorporated into the bicyclic myrtenal scaffold prior to the ozonolysis-based ring-opening step that furnishes the target cyclobutane keto acids. This synthetic route is expected to find many applications connected to the synthesis of natural product-like compounds and small molecule libraries.
    Keywords arylation ; heterocyclic compounds ; organic chemistry
    Language English
    Dates of publication 2021-0527
    Size p. 8527-8537.
    Publishing place American Chemical Society
    Document type Article
    ZDB-ID 123490-0
    ISSN 1520-6904 ; 0022-3263
    ISSN (online) 1520-6904
    ISSN 0022-3263
    DOI 10.1021/acs.joc.1c00774
    Database NAL-Catalogue (AGRICOLA)

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    In stock of ZB MED Bonn / Germany

    Z 4' 49/42: Show issues
    Z 7.1: Show issues

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  3. Article ; Online: Synthesis of Elaborate Benzofuran-2-carboxamide Derivatives through a Combination of 8-Aminoquinoline Directed C-H Arylation and Transamidation Chemistry.

    Oschmann, Michael / Johansson Holm, Linus / Pourghasemi-Lati, Monireh / Verho, Oscar

    Molecules (Basel, Switzerland)

    2020  Volume 25, Issue 2

    Abstract: Herein, we present a short and highly modular synthetic route that involves 8-aminoquinoline directed C-H arylation and transamidation chemistry, and which enables access to a wide range of elaborate benzofuran-2-carboxamides. For the directed C-H ... ...

    Abstract Herein, we present a short and highly modular synthetic route that involves 8-aminoquinoline directed C-H arylation and transamidation chemistry, and which enables access to a wide range of elaborate benzofuran-2-carboxamides. For the directed C-H arylation reactions, Pd catalysis was used to install a wide range of aryl and heteroaryl substituents at the C3 position of the benzofuran scaffold in high efficiency. Directing group cleavage and further diversification of the C3-arylated benzofuran products were then achieved in a single synthetic operation through the utilization of a one-pot, two-step transamidation procedure, which proceeded via the intermediate
    MeSH term(s) Amides/chemistry ; Aminoquinolines/chemistry ; Benzene Derivatives/chemistry ; Benzofurans/chemistry ; Catalysis ; Molecular Structure
    Chemical Substances Amides ; Aminoquinolines ; Benzene Derivatives ; Benzofurans ; benzofuran (LK6946W774) ; 8-aminoquinoline (U34EAV21TG)
    Language English
    Publishing date 2020-01-15
    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/molecules25020361
    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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  4. Article ; Online: A Two-Step Procedure for the Overall Transamidation of 8-Aminoquinoline Amides Proceeding via the Intermediate N-Acyl-Boc-Carbamates.

    Verho, Oscar / Pourghasemi Lati, Monireh / Oschmann, Michael

    The Journal of organic chemistry

    2018  Volume 83, Issue 8, Page(s) 4464–4476

    Abstract: Herein a two-step strategy for achieving overall transamidation of 8-aminoquinoline amides has been explored. In this protocol, the 8-aminoquinoline amides were first treated with ... ...

    Abstract Herein a two-step strategy for achieving overall transamidation of 8-aminoquinoline amides has been explored. In this protocol, the 8-aminoquinoline amides were first treated with Boc
    Language English
    Publishing date 2018--20
    Publishing country United States
    Document type Journal Article ; Research Support, Non-U.S. Gov't
    ZDB-ID 123490-0
    ISSN 1520-6904 ; 0022-3263
    ISSN (online) 1520-6904
    ISSN 0022-3263
    DOI 10.1021/acs.joc.8b00174
    Database MEDical Literature Analysis and Retrieval System OnLINE

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    In stock of ZB MED Cologne/Königswinter

    Zs.A 4473: Show issues Location:
    Je nach Verfügbarkeit (siehe Angabe bei Bestand)
    bis Jg. 1994: Bestellungen von Artikeln über das Online-Bestellformular
    Jg. 1995 - 2021: Lesesall (2.OG)
    ab Jg. 2022: Lesesaal (EG)

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  5. Article: Base-catalysed ¹⁸F-labelling of trifluoromethyl ketones. Application to the synthesis of ¹⁸F-labelled neutrophil elastase inhibitors

    Meyer, Denise N. / Cortés González, Miguel A. / Jiang, Xingguo / Johansson-Holm, Linus / Pourghasemi Lati, Monireh / Elgland, Mathias / Nordeman, Patrik / Antoni, Gunnar / Szabó, Kálmán J.

    Chemical communications. 2021 Aug. 25, v. 57, no. 68

    2021  

    Abstract: A new method for the fluorine-18 labelling of trifluoromethyl ketones has been developed. This method is based on the conversion of a–COCF₃ functional group to a difluoro enol silyl ether followed by halogenation and fluorine-18 labelling. The utility of ...

    Abstract A new method for the fluorine-18 labelling of trifluoromethyl ketones has been developed. This method is based on the conversion of a–COCF₃ functional group to a difluoro enol silyl ether followed by halogenation and fluorine-18 labelling. The utility of this new method was demonstrated by the synthesis of fluorine-18 labelled neutrophil elastase inhibitors, which are potentially useful for detection of inflammatory disorders.
    Keywords elastase ; enols ; neutrophils
    Language English
    Dates of publication 2021-0825
    Size p. 8476-8479.
    Publishing place The Royal Society of Chemistry
    Document type Article
    ZDB-ID 1472881-3
    ISSN 1364-548X ; 1359-7345 ; 0009-241X
    ISSN (online) 1364-548X
    ISSN 1359-7345 ; 0009-241X
    DOI 10.1039/d1cc03624f
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  6. Article ; Online: Identification of unique and potent inhibitors of SARS-CoV-2 main protease from DNA-encoded chemical libraries

    Akaberi, Dario / Pourghasemi Lati, Monireh / Krambrich, Janina / Berger, Julia / Strandback, Emilia / Turunen, Pauliina / Gullberg, Hjalmar / Moche, Martin / Chinthakindi, Praveen Kumar / Nyman, Tomas / Sandstrom, Anja / Jarhult, Josef D / Sandberg, Kristian / Lundkvist, Ake / Verho, Oscar / Lennerstrand, Johan

    bioRxiv

    Abstract: In vitro screening of large libraries of compounds with automated High-throughput screening is expensive, time consuming and requires dedicated infrastructures. Conversely, the screening of DNA-encoded chemical libraries can be rapidly performed with ... ...

    Abstract In vitro screening of large libraries of compounds with automated High-throughput screening is expensive, time consuming and requires dedicated infrastructures. Conversely, the screening of DNA-encoded chemical libraries can be rapidly performed with basic equipment available in most laboratories. In this study we identified novel inhibitors of SARS-CoV-2 main protease (Mpro) through the affinity screening of the commercially available ″DELopen″ library, containing 4.2 billion compounds. The identified inhibitors were peptidomimetics compounds containing a C-terminal electrophilic group able to covalently bind to Mpro reactive Cys145 (confirmed by x-ray crystallography). Compound SLL11 had IC50 = 30nM and was found to be well optimized, proving that the rapid exploration of large chemical spaces, enabled by DECL technology, allows the direct identification of potent inhibitors avoiding several rounds of iterative medicinal chemistry. Compound MP6, a close analogue of SLL11, showed antiviral activity against SARS-CoV-2 in the low micromolar range when tested in Caco-2 and Calu-3 (EC<sub>50</sub> = 2.3 μM) cell lines. As peptidomimetics compounds can suffer from low cell permeability and metabolic stability, the cyclization of the compounds as well as the substitution of selected residues with D-enantiomers will be explored in the future to improve the antiviral activity of these novel compounds.
    Keywords covid19
    Language English
    Publishing date 2024-03-18
    Publisher Cold Spring Harbor Laboratory
    Document type Article ; Online
    DOI 10.1101/2024.03.16.585341
    Database COVID19

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  7. Article ; Online: Base-catalysed

    Meyer, Denise N / Cortés González, Miguel A / Jiang, Xingguo / Johansson-Holm, Linus / Pourghasemi Lati, Monireh / Elgland, Mathias / Nordeman, Patrik / Antoni, Gunnar / Szabó, Kálmán J

    Chemical communications (Cambridge, England)

    2021  Volume 57, Issue 68, Page(s) 8476–8479

    Abstract: A new method for the fluorine-18 labelling of trifluoromethyl ketones has been developed. This method is based on the conversion of a- ... ...

    Abstract A new method for the fluorine-18 labelling of trifluoromethyl ketones has been developed. This method is based on the conversion of a-COCF
    MeSH term(s) Fluorine Radioisotopes/chemistry ; Ketones/chemistry ; Molecular Structure ; Proteinase Inhibitory Proteins, Secretory/chemical synthesis ; Proteinase Inhibitory Proteins, Secretory/chemistry
    Chemical Substances Fluorine Radioisotopes ; Ketones ; Proteinase Inhibitory Proteins, Secretory ; Fluorine-18 (GZ5I74KB8G)
    Language English
    Publishing date 2021-08-04
    Publishing country England
    Document type Journal Article
    ZDB-ID 1472881-3
    ISSN 1364-548X ; 1359-7345 ; 0009-241X
    ISSN (online) 1364-548X
    ISSN 1359-7345 ; 0009-241X
    DOI 10.1039/d1cc03624f
    Database MEDical Literature Analysis and Retrieval System OnLINE

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