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Megastigmane glycosides from Heterosmilax yunnanensis and their neuroprotective activity.

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Title: Megastigmane glycosides from Heterosmilax yunnanensis and their neuroprotective activity.
Authors: Du, Rong-Rong1 (AUTHOR), Qin, Wen-Jie2 (AUTHOR), Duan, Xiu-Mei2 (AUTHOR), Zhang, Xu1 (AUTHOR), Yang, Ya-Nan1 (AUTHOR), Jiang, Jian-Shuang1 (AUTHOR), Yuan, Xiang1 (AUTHOR) yuanxiang@imm.ac.cn, Zhang, Pei-Cheng1 (AUTHOR) pczhang@imm.ac.cn
Source: Phytochemistry. Jun2025, Vol. 234, pN.PAG-N.PAG. 1p.
Subjects: Computational chemistry, Double bonds, Glycosides, Edaravone, Neuroprotective agents
Abstract: Ten previously undescribed megastigmane glycosides (1 – 5 , 8 – 12) and four known compounds (6 – 7 , 13 – 14) were isolated from the roots of Heterosmilax yunnanensis Gagnep. Their planar structures were determined by NMR, HRESIMS, UV and IR spectroscopic data. The absolute configurations were established through Rh 2 (OCOCF 3) 4 -induced ECD, quantum computational chemistry, experimental ECD and 13C chemical shift. The neuroprotective activity of the compounds was assessed in H 2 O 2 -induced PC12 cell model. Compounds 3 and 6 – 10 exhibited good neuroprotective activity compared to the positive control edaravone. Ten undescribed megastigmane glycosides were isolated from the roots of Heterosmilax yunnanensis Gagnep., which are diverse due to migration or absence of double bonds in side chain. The neuroprotective activities of compounds 6 , 7 , 8 , and 9 were superior to the positive control drug edaravone. [Display omitted] • Ten undescribed megastigmane glycosides were isolated from H. yunnanensis. • These compounds are diverse due to migration or absence of double bonds. • Various methods were applied to confirm the absolute configuration. • Compounds 3 and 6 – 10 exhibit good neuroprotective activity. [ABSTRACT FROM AUTHOR]
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Database: Engineering Source
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Abstract:Ten previously undescribed megastigmane glycosides (1 – 5 , 8 – 12) and four known compounds (6 – 7 , 13 – 14) were isolated from the roots of Heterosmilax yunnanensis Gagnep. Their planar structures were determined by NMR, HRESIMS, UV and IR spectroscopic data. The absolute configurations were established through Rh 2 (OCOCF 3) 4 -induced ECD, quantum computational chemistry, experimental ECD and 13C chemical shift. The neuroprotective activity of the compounds was assessed in H 2 O 2 -induced PC12 cell model. Compounds 3 and 6 – 10 exhibited good neuroprotective activity compared to the positive control edaravone. Ten undescribed megastigmane glycosides were isolated from the roots of Heterosmilax yunnanensis Gagnep., which are diverse due to migration or absence of double bonds in side chain. The neuroprotective activities of compounds 6 , 7 , 8 , and 9 were superior to the positive control drug edaravone. [Display omitted] • Ten undescribed megastigmane glycosides were isolated from H. yunnanensis. • These compounds are diverse due to migration or absence of double bonds. • Various methods were applied to confirm the absolute configuration. • Compounds 3 and 6 – 10 exhibit good neuroprotective activity. [ABSTRACT FROM AUTHOR]
ISSN:00319422
DOI:10.1016/j.phytochem.2025.114432