Studying on Extraction of Betulin from the White Birch and Synthesis of Betulinic Acid
Betulin and betulinic acid are natural product with antitumor and anti-HIV-1 activity. Betulin can be got by chemical extraction from a lot of plants. Betulinic acid can be synthesized from betulin. In order to get high biological activity compounds with
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Studying on Extraction of Betulin from the White Birch and Synthesis of Betulinic Acid Tong-Cun Zhang, Weiwei Xu, Nan Wang, Xuegang Luo, Jing Wang and Xiangzheng Hu
Abstract Betulin and betulinic acid are natural product with antitumor and antiHIV-1 activity. Betulin can be got by chemical extraction from a lot of plants. Betulinic acid can be synthesized from betulin. In order to get high biological activity compounds with antitumor and anti-HIV-1 activity from the bark of the white birch, the extraction and purification method of betulin was studied; the optimized extraction and purification condition was obtained. The two-step synthetic routes of betulinic acid from betulin were discussed. Betulinic acid was synthesized by oxidizing betulin with Jones reagent, followed by selective reduction with NaBH4. IR, HPLC–MS, H1-NMR were used to identify the structure of betulin and betulinic acid. Keywords Betulin
Extraction Betulinic acid Synthesis
164.1 Introduction Cancer and AIDS have been the most important diseases leading to death nowadays. But most of the commonly used medicines of anti-HIV or anticancer are proved to have many limitations in clinical application, especially toxic side effect and drug-resistance. Therefore, the development of medicine with perfect anticancer and anti-HIV effect is needed.
T.-C. Zhang W. Xu N. Wang X. Luo J. Wang X. Hu (&) College of Biological Engineering, Tianjin University of Science and Technology, Tianjin 300457, People’s Republic of China e-mail: [email protected] X. Hu College of Science, Tianjin University of Science and Technology, Tianjin 300457, People’s Republic of China
T.-C. Zhang et al. (eds.), Proceedings of the 2012 International Conference on Applied Biotechnology (ICAB 2012), Lecture Notes in Electrical Engineering 251, DOI: 10.1007/978-3-642-37925-3_164, Ó Springer-Verlag Berlin Heidelberg 2014
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Betulin exists in various plant resources, especially in the white birch bark. Betulin is a kind of bioactive substance with diverse biological activities, such as anti-inflammatory, antitumor, anti-HIV [1], which can be widely applied in food, cosmetic, and pharmaceutical fields. Betulin, as an important intermediate of medicine, can be obtained by extraction with organic solvent from the white birch bark [2]. Betulinic acid has antitumor, anti-HIV-1 and anti-inflammatory activities [3, 4], especially has an excellent effect on melanoma. As a potential precursor medicine of antitumor or anti-HIV, it has drawn the attention of researchers and investors. Betulin and betulinic acid have become a hotspot because of their excellent biological properties and good selectivity, low toxicity, and less side effects [5–8].
164.2 Materials and Methods 164.2.1 Materials, Reagents, Instruments The white birch bark was collected in summer, Heilongjiang Province (2008–2009), in China. The birch bark was shattered to 60 meshes and immediately dried at 60 °C and stored in a dry and dark place. Methanol, acetonitrile, ethanol, methan
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