Alkaloid Enantiomers from the Roots of Isatis indigotica
1
School of Pharmacy, Shanghai University of Traditional Chinese Medicine, Shanghai 201203, China
2
Institute of TCM International Standardization of Shanghai University of Traditional Chinese Medicine, Shanghai 201203, China
3
Shanghai Institute of Materia Medica, Chinese Academy of Science, Shanghai 201203, China
*
Authors to whom correspondence should be addressed.
Molecules 2019, 24(17), 3140; https://doi.org/10.3390/molecules24173140
Received: 20 July 2019
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Revised: 16 August 2019
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Accepted: 28 August 2019
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Published: 29 August 2019
(This article belongs to the Section Natural Products Chemistry)
Five pairs of alkaloid enantiomers (1a/1b–5a/5b) were obtained from Isatis indigotica (I. indigotica) roots. Among them, 1a/1b, 2a/2b and 3a/3b were determined as three pairs of new alkaloid enantiomers. Their structures were elucidated by physicochemical properties and spectroscopic methods. The absolute configurations were deduced by comparison of their experimental circular dichroism (CD) and calculated electronic circular dichroism (ECD) spectra, as well as by single-crystal X-ray crystallography using anomalous scattering of Cu Kα radiation. Alkaloids 1a and 1b possess an unpresented carbon skeleton and their putative biosynthetic pathways are discussed. Moreover, all of the alkaloids were tested for their nitric oxide (NO) inhibitory effects in RAW 264.7 cells, and 4a and 4b showed inhibitory effects with IC50 values of 76.97 μM and 65.88 μM, respectively.
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MDPI and ACS Style
Zhang, D.; Shi, Y.; Xu, R.; Du, K.; Guo, F.; Chen, K.; Li, Y.; Wang, R. Alkaloid Enantiomers from the Roots of Isatis indigotica. Molecules 2019, 24, 3140. https://doi.org/10.3390/molecules24173140
AMA Style
Zhang D, Shi Y, Xu R, Du K, Guo F, Chen K, Li Y, Wang R. Alkaloid Enantiomers from the Roots of Isatis indigotica. Molecules. 2019; 24(17):3140. https://doi.org/10.3390/molecules24173140
Chicago/Turabian StyleZhang, Dongdong, Yanhong Shi, Rui Xu, Kang Du, Fujiang Guo, Kaixian Chen, Yiming Li, and Rui Wang. 2019. "Alkaloid Enantiomers from the Roots of Isatis indigotica" Molecules 24, no. 17: 3140. https://doi.org/10.3390/molecules24173140
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