7-Acylamino-3H-1,2-benzoxathiepine 2,2-dioxides as new isoform-selective carbonic anhydrase IX and XII inhibitors

Aleksandrs Pustenko, Alessio Nocentini, Anastasija Balašova, Mikhail Krasavin, Raivis Žalubovskis, Claudiu T. Supuran

    Результат исследований: Научные публикации в периодических изданияхстатья

    2 Цитирования (Scopus)

    Аннотация

    A series of 3H-1,2-benzoxathiepine 2,2-dioxides incorporating 7-acylamino moieties were obtained by an original procedure starting from 5-nitrosalicylaldehyde, which was treated with propenylsulfonyl chloride followed by Wittig reaction of the bis-olefin intermediate. The new derivatives, belonging to the homosulfocoumarin chemotype, were assayed as inhibitors of the zinc metalloenzyme carbonic anhydrase (CA, EC 4.2.1.1). Four pharmacologically relevant human (h) isoforms were investigated, the cytosolic hCA I and II and the transmembrane, tumour-associated hCA IX and XII. No relevant inhibition of hCA I and II was observed, whereas some of the new derivatives were effective, low nanomolar hCA IX/XII inhibitors, making them of interest for investigations in situations in which the activity of these isoforms is overexpressed, such as hypoxic tumours, arthritis or cerebral ischaemia.

    Язык оригиналаАнглийский
    Страницы (с-по)650-656
    Число страниц7
    ЖурналJournal of Enzyme Inhibition and Medicinal Chemistry
    Том35
    Номер выпуска1
    Ранняя дата в режиме онлайн21 фев 2020
    DOI
    СостояниеЭлектронная публикация перед печатью - 21 фев 2020

    Предметные области Scopus

    • Фармакология
    • Поиск новых лекарств

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