Natural Products and Bioprospecting    2021, Vol. 11 Issue (1) : 73-79     DOI: 10.1007/s13659-020-00273-x
ORIGINAL ARTICLES |
Lagerindicine, a New Pyrrole Alkaloid Isolated from the Flowers of Lagerstroemia indica Linnaeus
Yi Chen2,3, Song-Wei Li1, Fang-Zhou Yin1, Min Yang1, Xia-Juan Huan1, Ze-Hong Miao1, Xiao-Ming Wang2,3, Yue-Wei Guo1,4
1 State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zu Chong Zhi Road, Zhangjiang Hi-Tech Park, Shanghai 201203, China;
2 Hunan Academy of Forestry, 658 South Shao shan Road, Changsha 410004, Hunan, China;
3 Changsha Engineering Technology Research Center of Woody Flower, 658 South shao shan Road, Changsha 410004, Hunan, China;
4 College of Materials Science and Engineering, Central South University of Forestry and Technology, 498 South Shao shan Road, Changsha 410004, Hunan, China
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Abstract  A phytochemical investigation of the EtOH extract of the flowers of Lagerstroemia indica L. led to the isolation and characterization of a new pyrrole alkaloid, named lagerindicine (1), along with four known compounds (2-5). Their structures were elucidated by the detailed spectroscopic analysis and comparison with literature data, whereas the structure, in particularly, the absolute configuration (AC) of 1, was firmly determined by total synthesis. All the isolates were evaluated for their cytotoxic effects against human colon cancer cell (HCT-116), and compound 3 exhibited weak cytotoxicity with IC50 value of 28.4 μM.
Keywords Lagerstroemia indica Linnaeus      Pyrrole alkaloid      Total synthesis      Stereochemistry      Cytotoxicity     
Fund:This research work was financially supported by the National Natural Science Foundation of China (NSFC) (Nos. 81991521, 41676073), the National Key Research and Development Program of China (No. 2018YFC0310903), the Drug Innovation Major Project (No. 2018ZX09711-001-001-009), and the SKLDR/ SIMM Project (No. SIMM1903ZZ-04). Changsha Engineering Technology Research Center of Woody flower (kq1907081).
Corresponding Authors: Xiao-Ming Wang, Yue-Wei Guo     E-mail: wxm1964@163.com;ywguo@simm.ac.cn
Issue Date: 11 March 2021
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Yi Chen
Song-Wei Li
Fang-Zhou Yin
Min Yang
Xia-Juan Huan
Ze-Hong Miao
Xiao-Ming Wang
Yue-Wei Guo
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Yi Chen,Song-Wei Li,Fang-Zhou Yin, et al. Lagerindicine, a New Pyrrole Alkaloid Isolated from the Flowers of Lagerstroemia indica Linnaeus[J]. Natural Products and Bioprospecting, 2021, 11(1): 73-79.
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http://npb.kib.ac.cn/EN/10.1007/s13659-020-00273-x     OR     http://npb.kib.ac.cn/EN/Y2021/V11/I1/73
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