Тип публикации: статья из журнала
Год издания: 2024
Идентификатор DOI: 10.1134/S1068162024070252
Ключевые слова: allobetulin, birch outer bark, extraction, isomerization, <i>in vivo</i> experiments, <i>in vitro</i> experiments, antioxidant activity
Аннотация: Objective: Birch bark contains extractives of lupane series, that have pharmacological activity and are of interest for obtaining new medicines. The predominant component of the birch outer bark extracts is pentacyclic triterpene alcohol, betulin. Allobetulin (19,28-epoxyoleanan-3-ol), a pentacyclic oleanane-type triterpenoid, is an isomer of betulin. Allobetulin and its derivatives are nontoxic compounds having antiviral, antimicrobial, and antitumor activities. Methods: The composition of the allobetulin sample after recrystallization from isopropanol was confirmed by elemental analysis, and its structure, by IR and 1H NMR spectroscopy. The antioxidant properties of allobetulin were tested<i> in vivo</i> and <i>in vitro</i>. Results and Discussion: In the present study, a new one-step method was developed for producing allobetulin directly from birch outer bark by combining the stages of betulin extraction with ethanol and isomerization into allobetulin in the presence of an orthophosphoric acid catalyst. The effect of the duration of the birch outer bark treatment with ethanol and of the H3PO4 content on the allobetulin yield was evaluated. The highest yield of crude allobetulin, 35% of the weight of absolutely dry bark (a.d.b.), was achieved at a process duration of 8 h in the presence of 5% H3PO4 and also at a process duration of 15 h in the presence of 3% H3PO4. Conclusions: The yield of recrystallized allobetulin was ~22% of the weight of a.d.b.
Журнал: Russian Journal of Bioorganic Chemistry
Выпуск журнала: Т. 50, № 7
Номера страниц: 2866-2873
ISSN журнала: 10681620
Место издания: Москва
Издатель: Pleiades Publishing, Ltd. (Плеадес Паблишинг, Лтд)