机构：[1]Guangxi Colleges and Universities Key Laboratory of Biomedical Sensing and Intelligent Instrument, School of Life and Environmental Sciences, Guilin University of Electronic Technology, Guilin 541004, People's Republic of China[2]State Key Laboratory of Bioreactor Engineering, East China University of Science and Technology, Shanghai 200237, People's Republic of China[3]The Second Affiliated Hospital of Guangzhou University of Chinese Medicine, Guangdong Provincial Academy of Chinese Medical Sciences, Guangzhou 510006, People's Republic of China广东省中医院[4]Department of Medicinal Chemistry, University of Mississippi, University, MS 38677-1848, United States[5]Guangzhou University of Chinese Medicine, Guangzhou 510006, People's Republic of China
Microbial transformation of artemisinin (1) by Cunninghamella elegans was investigated. Four isolated products were identified as 6 beta-hydroxyartemisinin (2), 7 alpha-hydroxyartemisinin (3), 7 beta-hydroxyartemisinin (4), and 613,7 alpha-dihydroxyartemisinin (5). The structures were elucidated by spectroscopic and X-ray crystallographic analysis. Product 5 is a novel compound and being reported here for the first time. It features two hydroxyl groups in its structure, and this is the first report on dihydroxylation of the artemisinin skeleton. Quantitative structure-activity relationship and molecular modeling studies indicate the modification of artemisinin skeleton will increase antimalarial activity and water solubility. The chemical syntheses of artemisinin derivatives at C6 or C7 position are impossible due to the lack of functional groups. 6 beta,7 alpha-Dihydroxyartemisinin is hydroxylated at both 6 beta- and 7 alpha-positions of artemisinin skeleton at the same time. Therefore, this new compound would be a good scaffold for further structural modification in the search for more potent antimalarial drugs.
基金：
National Natural Science
Foundation of China (No. 81202398), Guangdong Provincial Science
and Technology Project (Nos 2014A020221035, 2015A020211025,
2015B020211013, and 2016A030313646), the Specific Research Fund for TCM Science and Technology of Guangdong Provincial Hospital of
Chinese Medicine (Nos. YN2014ZHR209 and YN2015MS03), Open
Funding Project of the State Key Laboratory of Bioreactor Engineering
(No. 2015OPEN16), and supported by Guangxi Colleges and
Universities Key Laboratory of Biomedical Sensing and Intelligent
Instrument (No. LD16119X). This work was also supported by the CDC
Cooperative agreement number U01 CI000211.
第一作者机构：[1]Guangxi Colleges and Universities Key Laboratory of Biomedical Sensing and Intelligent Instrument, School of Life and Environmental Sciences, Guilin University of Electronic Technology, Guilin 541004, People's Republic of China[2]State Key Laboratory of Bioreactor Engineering, East China University of Science and Technology, Shanghai 200237, People's Republic of China
共同第一作者：
通讯作者：
通讯机构：[3]The Second Affiliated Hospital of Guangzhou University of Chinese Medicine, Guangdong Provincial Academy of Chinese Medical Sciences, Guangzhou 510006, People's Republic of China[4]Department of Medicinal Chemistry, University of Mississippi, University, MS 38677-1848, United States[*1]The Second Affiliated Hospital of Guangzhou University of Chinese Medicine, Guangdong Provincial Academy of Chinese Medical Sciences, Guangzhou 510006, People's Republic of China.
推荐引用方式(GB/T 7714)：
Zhan Yulian,Wu Yunshan,Xu Fangfang,et al.A novel dihydroxylated derivative of artemisinin from microbial transformation[J].FITOTERAPIA.2017,120:93-97.doi:10.1016/j.fitote.2017.05.015.
APA：
Zhan, Yulian,Wu, Yunshan,Xu, Fangfang,Bai, Yunpeng,Guan, Yezhi...&Liu, Bo.(2017).A novel dihydroxylated derivative of artemisinin from microbial transformation.FITOTERAPIA,120,
MLA：
Zhan, Yulian,et al."A novel dihydroxylated derivative of artemisinin from microbial transformation".FITOTERAPIA 120.(2017):93-97
