Synthesis and Cytotoxicity of О- and N-Acyl Derivatives of Azepanobetulin
- Авторлар: Lopatina T.V.1, Medvedeva N.I.1, Baikova I.P.1, Iskhakov A.S.1,2, Kazakova O.B.1
-
Мекемелер:
- Ufa Institute of Chemistry, Ufa Federal Research Center, Russian Academy of Sciences
- Bashkir State University
- Шығарылым: Том 45, № 4 (2019)
- Беттер: 292-301
- Бөлім: Article
- URL: https://journals.rcsi.science/1068-1620/article/view/229210
- DOI: https://doi.org/10.1134/S106816201904006X
- ID: 229210
Дәйексөз келтіру
Аннотация
A five-stage synthesis of azepanobetulin from betulin with a total yield of 47% has been carried out. The acylation of azepanobetulin with anhydrides or acid chlorides (acetic, phthalic, nicotinic) and tosylation resulted in the synthesis of О- and N-derivatives of azepanobetulin. Azepanobetulin, its 28-tosylate, 3а-N,28-О-dinicotinoate, and 3-N,28-О-diacetate showed antitumor activity toward a large panel of cancer cells, whereas mono-С28-acylates were ineffective. In contrast to azepanobetulin, its azepanone analog did not possess cytotoxicity. Leukemia and colon tumor cells were most sensitive to azepanobetulin and its bisacylates. Azepanobetulin was highly effective toward the melanoma cell line. 28-О-para-Tosylazepanobetulin exhibited antitumor activity toward nine cancer types and produced a cytocidal effect toward 31 cell lines.
Негізгі сөздер
Авторлар туралы
T. Lopatina
Ufa Institute of Chemistry, Ufa Federal Research Center, Russian Academy of Sciences
Email: obf@anrb.ru
Ресей, Ufa, 450054
N. Medvedeva
Ufa Institute of Chemistry, Ufa Federal Research Center, Russian Academy of Sciences
Email: obf@anrb.ru
Ресей, Ufa, 450054
I. Baikova
Ufa Institute of Chemistry, Ufa Federal Research Center, Russian Academy of Sciences
Email: obf@anrb.ru
Ресей, Ufa, 450054
A. Iskhakov
Ufa Institute of Chemistry, Ufa Federal Research Center, Russian Academy of Sciences; Bashkir State University
Email: obf@anrb.ru
Ресей, Ufa, 450054; Ufa, 450076
O. Kazakova
Ufa Institute of Chemistry, Ufa Federal Research Center, Russian Academy of Sciences
Хат алмасуға жауапты Автор.
Email: obf@anrb.ru
Ресей, Ufa, 450054
Қосымша файлдар
