The synthesis of thioglucoside and their tetracyclic conjugate based on 6-bromo-1,4-naphthoquinone
- Авторлар: Polonik S.G1, Popov R.S1, Makhankov V.V1, Sabutskii Y.E1
-
Мекемелер:
- G.B. Elyakov Pacific Insitute Bioorganic Chemistry Far East Branch Russian Academy of Sciences
- Шығарылым: Том 59, № 4 (2023)
- Беттер: 444-453
- Бөлім: Articles
- URL: https://modernonco.orscience.ru/0514-7492/article/view/666306
- DOI: https://doi.org/10.31857/S0514749223040031
- EDN: https://elibrary.ru/AQWZMD
- ID: 666306
Дәйексөз келтіру
Аннотация
A bromine-containing naphthoquinone-carbohydrate conjugate was obtained for the first time by intramolecular condensation of 3-acetylthioglucoside of 6-bromo-2-methoxy-1,4-naphthoquinone under sodium methoxide/ methanol treatment. It has been established that the heterocyclization reaction is accompanied by the substitution of the thioglucoside substituent by the methoxyl group and the formation of an isomeric conjugate.
Авторлар туралы
S. Polonik
G.B. Elyakov Pacific Insitute Bioorganic Chemistry Far East Branch Russian Academy of Sciences
Email: sergpol@piboc.dvo.ru
R. Popov
G.B. Elyakov Pacific Insitute Bioorganic Chemistry Far East Branch Russian Academy of Sciences
Email: sergpol@piboc.dvo.ru
V. Makhankov
G.B. Elyakov Pacific Insitute Bioorganic Chemistry Far East Branch Russian Academy of Sciences
Email: sergpol@piboc.dvo.ru
Y. Sabutskii
G.B. Elyakov Pacific Insitute Bioorganic Chemistry Far East Branch Russian Academy of Sciences
Email: sergpol@piboc.dvo.ru
Әдебиет тізімі
- Thomson R.H. Naturally Occurring Quinines IV. London: Chapman & Hall, 1997.
- Aminin D., Polonik S. Chem. Pharm. Bull. 2020, 68, 46-57.
- Sanchez-Calvo J.M., Barbero G.R., Guerrera-Vasquez G., Duran A.G., Macıas M., Rodrıguez-Iglesias M.A., Molinillo J.M.G., Macıas F.A. Med. Chem. Res. 2016, 25, 1274-1285. doi: 10.1007/s00044-016-1550-x
- Sabutski Yu.E., Menchinskaya E.S., Shevchenko L.S., Chingizova E.A., Chingizov A.R., Popov R.S., Denisenko V.A., Mikhailov V.V., Aminin D.L., Polonik S.G. Molecules. 2020, 25, 3577. doi: 10.3390/molecules 25163577
- Мищенко Н.П., Федореев С.А., Багирова В.Л. Хим.-фарм. ж. 2003, 37, 49-53.
- Mishchenko N.P., Fedoreev S.A., Bagirova V.L. Pharm. Chem. J. 2003, 37, 48-52. doi: 10.1023/A:1023659331010
- Dyshlovoy S.A., Pelageev D.N., Hauschild J., Sabutskii Yu.E., Khmelevskaya E.A., Krisp C., Kaune M., Venz S., Borisova K.L., Busenbender T., Denisenko V.A., Schlüter H., Bokemeyer C., Graefen M., Polonik S.G., Anufriev V.P., von Amsberg G. Mar. Drugs. 2020, 18, 251. doi: 10.3390/md18050251
- Wellington K.W. RSC Adv. 2015, 5, 20309. doi: 10.1039/C4RA13547D
- Klotz L., Hou X., Jacob C. Molecules. 2014, 19, 14902-14918. doi: 10.3390/molecules190914902
- Constantino L., Barlocco D. Curr. Med. Chem. 2006, 13, 65-85. doi: 10.2174/092986706775197999
- Su Y., Xie J., Wang Y., Hub X., Lin X. Eur. J. Med. Chem. 2010, 45, 2713-2718. doi: 10.1016/j.ejmech.2010.02.002
- Pelageev D.N., Dyshlovoy S.A., Pokhilo N.D., Denisenko V.A., Borisova K.L., von Amsberg G.K., Bokemeyer C., Fedorov S.N., Honecker F., Anufriev V.Ph. Eur. J. Med. Chem. 2014, 77, 139-144. doi: 10.1016/j.ejmech.2014.03.006
- Lin H.-Y., Han H.-W., Bai L.-F., Qiu H.-Y., Yin D.-Z., Qi J.-L., Wang X.-M., Gu H.-W., Yang Y.-H. RSC. Adv. 2014, 4, 49796-49805. doi: 10.1039/c4ra08810g
- Полоник С.Г., Толкач А.М., Уварова Н.И. Изв. АН. Сер. хим. 1996, 45, 477-479.
- Polonik S.G., Tolkach A.M., Uvarova N.I. Russ. Chem. Bull. 1996, 45, 459-461. doi: 10.1007/BF01433995
- Fedorov S.N., Shubina L.K., Kuzmich A.S., Polonik S.G. Open Glycoscience. 2011, 4, 1-4.
- Ekimova I.V., Plaksina D.V., Pastukhov Y.F., Lapshina K.V., Lazarev V.F., Mikhaylova E.R., Polonik S.G., Pani B., Margulis B.A., Guzhova I.V., Nudler E.N. Exp. Neurol. 2018, 306, 199-208. doi: 10.1016/j.expneurol.2018.04.012
- Pislyagin E., Kozlovskiy S., Menchinskaya E., Chingizova E., Likhatskaya G., Gorpenchenko T., Sabutski Y., Polonik S., Aminin D. Bioorg. Med. Chem. 2021, 31, 115975. doi: 10.1016/j.bmc.2020.115975
- Sabutskii Y.E., Denisenko V.A., Popov R.S., Polonik S.G. Arkivoc. 2017, iii, 302-315. doi: 10.24820/ark.5550190.p010.241
Қосымша файлдар
