Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 81, Issue 15, Pages 6273-6280Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.6b00804
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Funding
- Natural Science Foundation of Guangdong Province [S2013020012864]
- National Natural Science Foundation [81273390, 81473116]
- Program of the Pearl River Young Talents of Science and Technology in Guangzhou, China [2013J2200051]
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Six unusual matrine-type alkaloid dimers, flavesines A-F (1-6, respectively), together with three proposed biosynthetic intermediates (7-9) were isolated from the roots of Sophora flavescens. Compounds 1-5 were the first natural matrine-type alkaloid dimers, and compound 6 represented an unprecedented dimerization pattern constructed by matrine and (-)-cytisine. Their structures were elucidated by NMR, MS, single-crystal X-ray diffraction, and a chemical method. The hypothetical biogenetic pathways of 1-6 were also proposed. Compounds 1-9 exhibited inhibitory activities against hepatitis B virus.
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