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  1. Article ; Online: Application of the LADA Strategy for the Synthesis of Unnatural Amino Acids through 1,2-Aryl Migration of Allylic Alcohols.

    Miao, Pannan / Zhang, Mengyao / Ni, Zhuojun / Chen, Qi / Sun, Zhankui

    The Journal of organic chemistry

    2024  Volume 89, Issue 3, Page(s) 1543–1551

    Abstract: Unnatural amino acids are versatile building blocks. Herein, we report the application of the LADA strategy for the direct synthesis of unnatural amino acids through 1,2-aryl migration of allylic alcohols. This reaction proceeds under mild conditions, ... ...

    Abstract Unnatural amino acids are versatile building blocks. Herein, we report the application of the LADA strategy for the direct synthesis of unnatural amino acids through 1,2-aryl migration of allylic alcohols. This reaction proceeds under mild conditions, tolerates diverse functionalities, and works smoothly on different thiols.
    Language English
    Publishing date 2024-01-22
    Publishing country United States
    Document type Journal Article
    ZDB-ID 123490-0
    ISSN 1520-6904 ; 0022-3263
    ISSN (online) 1520-6904
    ISSN 0022-3263
    DOI 10.1021/acs.joc.3c02173
    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 ; Online: Three-component radical homo Mannich reaction.

    Shi, Shuai / Qiu, Wenting / Miao, Pannan / Li, Ruining / Lin, Xianfeng / Sun, Zhankui

    Nature communications

    2021  Volume 12, Issue 1, Page(s) 1006

    Abstract: Aliphatic amine, especially tertiary aliphatic amine, is one of the most popular functionalities found in pharmaceutical agents. The Mannich reaction is a classical and widely used transformation for the synthesis of β-amino-carbonyl products. Due to an ... ...

    Abstract Aliphatic amine, especially tertiary aliphatic amine, is one of the most popular functionalities found in pharmaceutical agents. The Mannich reaction is a classical and widely used transformation for the synthesis of β-amino-carbonyl products. Due to an ionic nature of the mechanism, the Mannich reaction can only use non-enolizable aldehydes as substrates, which significantly limits the further applications of this powerful approach. Here we show, by employing a radical process, we are able to utilize enolizable aldehydes as substrates and develop the three-component radical homo Mannich reaction for the streamlined synthesis of γ-amino-carbonyl compounds. The electrophilic radicals are generated from thiols via the desulfurization process facilitated by visible-light, and then add to the electron-rich double bonds of the in-situ formed enamines to provide the products in a single step. The broad scope, mild conditions, high functional group tolerance, and modularity of this metal-free approach for the synthesis of complex tertiary amine scaffolds will likely be of great utility to chemists in both academia and industry.
    Language English
    Publishing date 2021-02-12
    Publishing country England
    Document type Journal Article ; Research Support, Non-U.S. Gov't
    ZDB-ID 2553671-0
    ISSN 2041-1723 ; 2041-1723
    ISSN (online) 2041-1723
    ISSN 2041-1723
    DOI 10.1038/s41467-021-21303-3
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  3. Article ; Online: Decarboxylative oxidation-enabled consecutive C-C bond cleavage.

    Li, Ruining / Dong, Ya / Khan, Shah Nawaz / Zaman, Muhammad Kashif / Zhou, Junliang / Miao, Pannan / Hu, Lifu / Sun, Zhankui

    Nature communications

    2022  Volume 13, Issue 1, Page(s) 7061

    Abstract: The selective cleavage of C-C bonds is of fundamental interest because it provides an alternative approach to traditional chemical synthesis, which is focused primarily on building up molecular complexity. However, current C-C cleavage methods provide ... ...

    Abstract The selective cleavage of C-C bonds is of fundamental interest because it provides an alternative approach to traditional chemical synthesis, which is focused primarily on building up molecular complexity. However, current C-C cleavage methods provide only limited opportunities. For example, selective C(sp
    Language English
    Publishing date 2022-11-18
    Publishing country England
    Document type Journal Article
    ZDB-ID 2553671-0
    ISSN 2041-1723 ; 2041-1723
    ISSN (online) 2041-1723
    ISSN 2041-1723
    DOI 10.1038/s41467-022-34829-x
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  4. Article ; Online: Structure optimization and preliminary bioactivity evaluation of N-hydroxybenzamide-based HDAC inhibitors with Y-shaped cap.

    Yu, Chenggong / He, Feng / Qu, Ying / Zhang, Qiuqiong / Lv, Jiahui / Zhang, Xiangna / Xu, Ana / Miao, Pannan / Wu, Jingde

    Bioorganic & medicinal chemistry

    2018  Volume 26, Issue 8, Page(s) 1859–1868

    Abstract: Histone deacetylase inhibitors (HDACIs) are effective small molecules in the treatment of human cancers. In our continuing efforts to develop novel N-hydroxyterephthalamide-based HDACIs, herein we report the design and development of a new class of N- ... ...

    Abstract Histone deacetylase inhibitors (HDACIs) are effective small molecules in the treatment of human cancers. In our continuing efforts to develop novel N-hydroxyterephthalamide-based HDACIs, herein we report the design and development of a new class of N-hydroxybenzamide-based HDACIs. In this new class of analogs, we inserted an ethylene moiety in the linker and used indole as a part of the Y-shaped cap group. Biological characterization identified compounds 4o, 4p, 4q and 4t to show improved HDAC inhibition, while no isoform selectivity for HDACs was observed. These compounds also exhibited improved anti-proliferative activity against multiple cancer cell lines when compared to their parent compound and positive control SAHA.
    MeSH term(s) Antineoplastic Agents/chemical synthesis ; Antineoplastic Agents/metabolism ; Antineoplastic Agents/pharmacology ; Benzamides/chemistry ; Benzamides/metabolism ; Benzamides/pharmacology ; Binding Sites ; Cell Proliferation/drug effects ; HeLa Cells ; Histone Deacetylase Inhibitors/chemical synthesis ; Histone Deacetylase Inhibitors/metabolism ; Histone Deacetylase Inhibitors/pharmacology ; Histone Deacetylases/chemistry ; Histone Deacetylases/metabolism ; Humans ; Molecular Conformation ; Molecular Docking Simulation ; Protein Isoforms/antagonists & inhibitors ; Protein Isoforms/metabolism ; Structure-Activity Relationship
    Chemical Substances Antineoplastic Agents ; Benzamides ; Histone Deacetylase Inhibitors ; Protein Isoforms ; benzamide (6X80438640) ; Histone Deacetylases (EC 3.5.1.98)
    Language English
    Publishing date 2018-02-18
    Publishing country England
    Document type Journal Article ; Research Support, Non-U.S. Gov't
    ZDB-ID 1161284-8
    ISSN 1464-3391 ; 0968-0896
    ISSN (online) 1464-3391
    ISSN 0968-0896
    DOI 10.1016/j.bmc.2018.02.033
    Database MEDical Literature Analysis and Retrieval System OnLINE

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    In stock of ZB MED Cologne/Königswinter

    Zs.A 3815: 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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