國家衛生研究院 NHRI:Item 3990099045/2729
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    Please use this identifier to cite or link to this item: http://ir.nhri.org.tw/handle/3990099045/2729


    Title: Synthesis of new camptothecin analogues with the E-lactone ring replaced by alpha,beta-cyclohexenone
    Authors: Bacherikov, VA;Tsai, TJ;Chang, JY;Chou, TC;Lee, RZ;Su, TL
    Contributors: National Institute of Cancer Research
    Abstract: The total synthesis of racemic camptothecin analogues 12a and 12b, in which the E-lactone ring has been replaced by an alpha,beta-cyclohexenone ring and the ethyl and hydroxy substituents have been retained, was achieved by first preparing the ABCD fragments 31a and 31b, which were then converted into the tetracyclic triol 36a and 36b by osmium-mediated dihydroxylation. Compounds 36a and 36b were oxidized in one-pot reactions, followed by intramolecular aldol condensation to furnish the desired pentacyclic 12a and 12b, which retained topoisomerase I inhibitory activity and exhibited cytotoxicity to tumor cell growth in culture.
    Keywords: Chemistry, Organic
    Date: 2006-09-25
    Relation: European Journal of Organic Chemistry. 2006 Sep(19):4490-4499.
    Link to: http://dx.doi.org/10.1002/ejoc.200600298
    JIF/Ranking 2023: http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=NHRI&SrcApp=NHRI_IR&KeyISSN=1434-193X&DestApp=IC2JCR
    Cited Times(WOS): https://www.webofscience.com/wos/woscc/full-record/WOS:000241204400024
    Cited Times(Scopus): http://www.scopus.com/inward/record.url?partnerID=HzOxMe3b&scp=33749427015
    Appears in Collections:[Jang-Yang Chang] Periodical Articles

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