Flavonol dimers from callus cultures of Dysosma versipellis and their in vitro neuraminidase inhibitory activities.
A chemical investigation of callus cultures of Dysosma versipellis led to the isolation of five new flavonol dimers, dysoverines A-E (1-5), together with 12 known compounds (6-17). The structures of new compounds were determined by the extensive spectroscopic data analyses. The biosynthetic pathway of the new compounds was proposed to involve O-methylation, prenylation, and Diels-Alder cycloaddition, which successively occurred in cultured plant cells. Compounds 1-17 exhibited in vitro neuraminidase inhibitory activities with the IC50 values of 31.0-93.9μM.
State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Peking Union Medical College, Chinese Academy of Medical Sciences, 1 Xian Nong Tan Street, Beijing 100050, PR China.
Ridao
R
Chen
State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Peking Union Medical College, Chinese Academy of Medical Sciences, 1 Xian Nong Tan Street, Beijing 100050, PR China; Institute of Pharmacy, Heilongjiang University of Chinese Medicine, Harbin 150040, PR China.
Ruigang
R
Duan
State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Peking Union Medical College, Chinese Academy of Medical Sciences, 1 Xian Nong Tan Street, Beijing 100050, PR China.
Yannan
Y
Wei
State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Peking Union Medical College, Chinese Academy of Medical Sciences, 1 Xian Nong Tan Street, Beijing 100050, PR China. Electronic address: ycjh@imm.ac.cn.
Jianhua
J
Zou
State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Peking Union Medical College, Chinese Academy of Medical Sciences, 1 Xian Nong Tan Street, Beijing 100050, PR China.
Junwei
J
Li
Key Enterprise Laboratory for Large-Scale Medicinal Plant Cell Culture, Tianjin Acelbio Co., Ltd., Tianjin 300457, PR China.
Xiaoyue
X
Liu
Key Enterprise Laboratory for Large-Scale Medicinal Plant Cell Culture, Tianjin Acelbio Co., Ltd., Tianjin 300457, PR China.
Haiyan
H
Wang
State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Peking Union Medical College, Chinese Academy of Medical Sciences, 1 Xian Nong Tan Street, Beijing 100050, PR China.
Ying
Y
Guo
Institute of Pharmacy, Heilongjiang University of Chinese Medicine, Harbin 150040, PR China.
Qiuhong
Q
Li
State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Peking Union Medical College, Chinese Academy of Medical Sciences, 1 Xian Nong Tan Street, Beijing 100050, PR China. Electronic address: jgdai@imm.ac.cn.
Jungui
J
Dai
D028141:Berberidaceae / Q000737:chemistry*; D044948:Flavonols / Q000737:chemistry* / Q000302:isolation & purification; D053118:Influenza A Virus, H1N1 Subtype / Q000201:enzymology; D015394:Molecular Structure; D009439:Neuraminidase / Q000037:antagonists & inhibitors*
D044948:Flavonols; D009439:Neuraminidase
Callus culture; Dysosma versipellis; Flavonol dimer; Neuraminidase inhibitory activity