Isolation, Bioactivity, and Molecular Docking of a Rare Gastrodin Isocitrate and Diverse Parishin Derivatives from Gastrodia elata Blume

Jie Zhou; Jia-Qian Chen; Shilin Gong; Yu-Juan Ban; Li Zhang; Ying Liu; Jian-Lin Wu; Na Li

doi:10.1021/acsomega.4c00436

Isolation, Bioactivity, and Molecular Docking of a Rare Gastrodin Isocitrate and Diverse Parishin Derivatives from Gastrodia elata Blume

ACS Omega. 2024 Mar 14;9(12):14520-14529. doi: 10.1021/acsomega.4c00436. eCollection 2024 Mar 26.

Authors

Jie Zhou¹, Jia-Qian Chen¹, Shilin Gong¹, Yu-Juan Ban¹, Li Zhang¹, Ying Liu², Jian-Lin Wu¹, Na Li¹

Affiliations

¹ State Key Laboratory of Quality Research in Chinese Medicine, Macau Institute for Applied Research in Medicine and Health, Macau University of Science and Technology, Taipa 999078 SAR, China.
² School of Basic Medicinal Sciences and Nursing, Chengdu University, Chengdu 610106, PR China.

Abstract

Gastrodia elata Blume (G. elata) is a well-known medicine food homology plant widely used in treating neurological disorders such as Alzheimer's disease (AD). Here, undiscovered gastrodin derivatives were systematically studied. Seven novel gastrodin derivatives (1-7), including a unique gastrodin isocitrate (1) and six differently substituted parishin derivatives (2-7), were isolated. Structural identification was mainly based on 1D and 2D NMR data, high-resolution ESI-MS data, and HPLC analysis. Notably, the stereochemistry of 1 was further elucidated by ECD calculations. Compounds 1 and 6 showed neuroprotective effects on the H₂O₂-induced PC12 cell injury model. Molecular docking analysis exhibited that 1 and 6 had good affinities with three popular AD-related targets. These findings not only enriched the chemical diversity but also revealed potential active components in G. elata.