Neuroprotective methylsuccinic acid and enoic acid derivatives from the fungus Xylaria longipes

Jing Li; Yu-Fen Tan; Si-Qian Zhou; Shao Liu; Wen-Xuan Wang; Yue-Ping Jiang; Hong-Ping Long; Ji-Kai Liu

doi:10.1016/j.phytochem.2023.113652

Neuroprotective methylsuccinic acid and enoic acid derivatives from the fungus Xylaria longipes

Phytochemistry. 2023 Jun:210:113652. doi: 10.1016/j.phytochem.2023.113652. Epub 2023 Mar 24.

Authors

Jing Li¹, Yu-Fen Tan¹, Si-Qian Zhou², Shao Liu¹, Wen-Xuan Wang³, Yue-Ping Jiang⁴, Hong-Ping Long⁵, Ji-Kai Liu⁶

Affiliations

¹ Department of Pharmacy, Xiangya Hospital, Central South University, Changsha, Hunan, 410008, PR China; National Clinical Research Center for Geriatric Disorders, Xiangya Hospital, Central South University, Changsha, 410008, PR China.
² The First Hospital of Hunan University of Chinese Medicine, Changsha, Hunan, 410007, PR China.
³ Xiangya School of Pharmaceutical Sciences, Central South University, Changsha, 410013, PR China.
⁴ Department of Pharmacy, Xiangya Hospital, Central South University, Changsha, Hunan, 410008, PR China; National Clinical Research Center for Geriatric Disorders, Xiangya Hospital, Central South University, Changsha, 410008, PR China. Electronic address: [email protected].
⁵ The First Hospital of Hunan University of Chinese Medicine, Changsha, Hunan, 410007, PR China. Electronic address: [email protected].
⁶ School of Pharmaceutical Sciences, South-Central Minzu University, Wuhan, 430074, PR China. Electronic address: [email protected].

PMID: 36967032
DOI: 10.1016/j.phytochem.2023.113652

Abstract

Three undescribed methylsuccinic acid derivatives, xylaril acids A-C, and two undescribed enoic acid derivatives, xylaril acids D-E, were isolated from the fungus Xylaria longipes. The structures of the undescribed compounds were deduced by spectroscopic means, including HRESIMS and 1D/2D NMR spectroscopy, as well as ECD calculations. The absolute configuration of xylaril acids A was further determined by single-crystal X-ray diffraction experiments. All the isolated compounds displayed neuroprotective activities against oxygen-glucose deprivation/reperfusion injury in PC12 cells by enhancing cell viability and inhibiting cell apoptosis.

Keywords: Enoic acids; Methylsuccinic acids; Neuroprotective activities; Xylaria nigripes; Xylariaceae.

MeSH terms

Animals
Ascomycota*
Magnetic Resonance Spectroscopy
Molecular Structure
Rats
Xylariales* / chemistry

Substances

methylsuccinic acid

Supplementary concepts

Xylaria longipes