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Planta Med 2019; 85(17): 1374-1382
DOI: 10.1055/a-1023-8940
Biological and Pharmacological Activity
Original Papers
Georg Thieme Verlag KG Stuttgart · New York

Alkaloid Enantiomers from Isatis tinctoria with Neuroprotective Effects against H2O2-Induced SH-SY5Y Cell Injury

Yu-Fei Xi
1   School of Traditional Chinese Materia Medica, Key Laboratory of Structure-Based Drug Design and Discovery, Ministry of Education, Shenyang Pharmaceutical University, Shenyang, Peopleʼs Republic of China
,
Li-Li Lou
1   School of Traditional Chinese Materia Medica, Key Laboratory of Structure-Based Drug Design and Discovery, Ministry of Education, Shenyang Pharmaceutical University, Shenyang, Peopleʼs Republic of China
,
Zhi-Yong Xu
1   School of Traditional Chinese Materia Medica, Key Laboratory of Structure-Based Drug Design and Discovery, Ministry of Education, Shenyang Pharmaceutical University, Shenyang, Peopleʼs Republic of China
,
Zi-Lin Hou
1   School of Traditional Chinese Materia Medica, Key Laboratory of Structure-Based Drug Design and Discovery, Ministry of Education, Shenyang Pharmaceutical University, Shenyang, Peopleʼs Republic of China
,
Xiao-Bo Wang
2   Chinese Peopleʼs Liberation Army Logistics Support Force No. 967 Hospital, Dalian, Peopleʼs Republic of China
,
Xiao-Xiao Huang
1   School of Traditional Chinese Materia Medica, Key Laboratory of Structure-Based Drug Design and Discovery, Ministry of Education, Shenyang Pharmaceutical University, Shenyang, Peopleʼs Republic of China
2   Chinese Peopleʼs Liberation Army Logistics Support Force No. 967 Hospital, Dalian, Peopleʼs Republic of China
,
Shao-Jiang Song
1   School of Traditional Chinese Materia Medica, Key Laboratory of Structure-Based Drug Design and Discovery, Ministry of Education, Shenyang Pharmaceutical University, Shenyang, Peopleʼs Republic of China
› Author AffiliationsSupported by: National Natural Science Foundation of China 81973462
Supported by: China Postdoctoral Science Foundation 2016M593031
Supported by: China Postdoctoral Science Foundation 2018T111135
Supported by: Natural Science Foundation of Liaoning Province of China 2019-MS-303
Supported by: Career Development Support Plan for Young, Middle-aged Teachers in Shenyang Pharmaceutical University ZQN2018006
Further Information

Publication History

received 29 August 2019
revised 28 September 2019

accepted 06 October 2019

Publication Date:
04 November 2019 (online)

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Abstract

Six pairs of alkaloid enantiomers including 11 new alkaloids (1a/1b–5a/5b, 6a) were isolated from the leaves of Isatis tinctoria. Their structures were established by extensive spectroscopic analyses. Enantiomers were separated successfully by chiral chromatographic column and the absolute configurations of all isolates were determined by comparison of experimental and calculated electronic circular dichroism spectra. The isolated alkaloids were evaluated for their neuroprotective activities against H2O2-induced cell injury in human neuroblastoma SH-SY5Y cells. The results showed that 5a/5b and 6a/6b exhibited potent neuroprotective activities at 50 µM compared with the H2O2-treated group.

Key words

Isatis tinctoria - Brassicaceae - alkaloids - enantiomers - neuroprotective effects

Supporting Information

    NMR, HRESIMS, UV, ECD spectrum, chiral HPLC chromatograms, and further detailed experimental information are available as Supporting Information.

  • Supporting Information
 

  • References

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