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    Синтез и цитотоксичность новых производных 20-оксо-29-нор-лупанов | Научный журнал "Доклады Башкирского университета"

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    Синтез и цитотоксичность новых производных 20-оксо-29-нор-лупанов

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    Доклады Башкирского университета. 2019. Том 4. № 6. С. 613-617.

    Авторы

    Галимова З. И.
    Башкирский государственный университет
    Россия, Республика Башкортостан, 450076 г. Уфа, улица Заки Валиди, 32
    Тимербаева Л. З.
    Башкирский государственный университет
    Россия, Республика Башкортостан, 450076 г. Уфа, улица Заки Валиди, 32
    Федорова А. А.
    Башкирский государственный университет
    Россия, Республика Башкортостан, 450076 г. Уфа, улица Заки Валиди, 32
    Зилеева З. Р.
    Институт биохимии и генетики РАН
    Россия, Республика Башкортостан, 450054 г. Уфа, проспект Октября, 71
    Иванова Т. В.
    Институт биохимии и генетики РАН
    Россия, Республика Башкортостан, 450054 г. Уфа, проспект Октября, 71
    Хуснутдинова Э. Ф.
    Институт химии РАН
    Россия, Республика Башкортостан, 450054 г. Уфа, проспект Октября, 71

    Абстракт

    Осуществлен синтез новых производных платановой кислоты полученных модификацией С2, С3 и С30-положений тритерпенового остова. Изучение цитотоксичности выявило потенциальную противоопухолевую активность для С2-моно- и С2,С30-дипиридиниледенопроизводных метилплатаноата.

    Ключевые слова

    • тритерпеноиды
    • платановая кислота
    • противоопухолевая активность

    Литература

    1. Kim J. Y., Koo H. M., Kim D. S. H. L. Development of C-20 modified betulinic acid derivatives as antitumor agents. // Bioorg. Med. Chem. Lett. 2001. No. 11. P. 2405-2408.
    2. Sarek J., Biedermann D., Hajduch M. Triterpenoids derivatives for cancer treatment and preparation thereof. // Patent CZ 301158, filing date 01.09.2008.
    3. Mai T. T., Nguyen N. T. N. A new lupanetriterpene from Tetracerascandens L., xanthine oxidase inhibitor. // Nat. Prod. Res. 2013. No. 27. P. 61-67.
    4. Kazakova O. B., YamansarovE. Yu., Kukovinets O. S., Medvedeva N. I., Kazakov D. V., Kornilov O. K., SuponitskiiK. Yu. Anomalous ozonolysis product of 3β,28-di-O-acetyl-29-norlupan-20-one-O-methyloxime. // Chem. Nat. Comp. 2011. No. 47. P. 738-740.
    5. Kazakova O. B., Khusnutdinova E. F., Kukovinets O. S., Zvereva T. I., Tolstikov G. A. Effective synthesis of 2,3-seco-2,3-dicarboxyplatanic acid. // Chem. Nat. Comp. 2010. No. 46. P. 393-396.
    6. Flekhter O. B., Giniyatullina G. V., Galin F. Z., BaschenkoN. Zh., Makara N. S., Zarudii F. S., Boreko E. I., Savinova O. V., Pavlova N. I., Starikova Z. A., Tolstikov G. A. Synthesis and pharmacological activity of 20-keto-29-norlupane derivatives. Chem. Nat. Comp. 2005. No. 41. P. 706-709.
    7. Хуснутдинова Э. Ф., Петрова, А. В., Казакова, О. Б., Бармашов А. Е. Синтез и цитотоксичность С3- и С-28-модифицированных тритерпеновых кислот. // Биоорган. химия. 2019. Т. 45. №6. C. 658-663.
    8. Khusnutdinova E. F., Petrova A. V., Ha Nguyen Thi Thu, Anh Le ThiTu, Tra Nguyen Thanh, Cham Ba Thi, Babkov D. A., Kazakova O. B. Structural modifications of 2,3-indolobetulinic acid: design and synthesis of highly potent α-glucosidase inhibitors. // Bioorg. Chem. 2019. Vol. 88. No. 102957.

    Финансирование

    • Работа выполнена по теме Госзадания № AAAA-A17-117011910023-2.

    Synthesis and сytotoxicity of new derivatives of 20-oxo-29-nor-lupanes

    Authors

    Galimova Z. I.
    Bashkir State University
    32 Zaki Validi Street, 450076 Ufa, Republic of Bashkortostan, Russia
    Timerbaeva L. Z.
    Bashkir State University
    32 Zaki Validi Street, 450076 Ufa, Republic of Bashkortostan, Russia
    Fedorova A. A.
    Bashkir State University
    32 Zaki Validi Street, 450076 Ufa, Republic of Bashkortostan, Russia
    Zileeva Z. R.
    Institute of Biochemistry and Genetics, Ufa Federal Research Centre of the Russian Academy of Sciences
    71 Oktyabrya Avenue, 450054, Ufa, Republic of Bashkortostan, Russia
    Ivanova T. V.
    Institute of Biochemistry and Genetics, Ufa Federal Research Centre of the Russian Academy of Sciences
    71 Oktyabrya Avenue, 450054, Ufa, Republic of Bashkortostan, Russia
    Khusnutdinova E. F.
    Ufa Institute of Chemistry, Ufa Federal Research Centre of the Russian Academy of Science
    71 Oktyabrya Avenue, 450054 Ufa, Republic of Bashkortostan, Russia

    Abstract

    The new platanic acid derivatives modified at the C2, C3 and C30-positions of triterpene core were synthesized for the first time. The study of cytotoxicity against cancer cell lines showed higher potency of C2-mono- and C2,C30-dipiridinylidenoerivatives of methyl platanoate.

    Keywords

    • triterpenoids
    • platanic acid
    • anticancer activity
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