New di-spirocyclic labdane diterpenoids from the aerial parts of Leonurus japonicus

Xinxin Cao; Xinxin Wang; Yu Zhang; Defeng Xu; Xiuqing Song; Jinhai Yu; Jie Bao; Junsheng Zhang; Hua Zhang

doi:10.1016/S1875-5364(23)60446-7

New di-spirocyclic labdane diterpenoids from the aerial parts of Leonurus japonicus

Chin J Nat Med. 2023 Jul;21(7):551-560. doi: 10.1016/S1875-5364(23)60446-7.

Authors

Xinxin Cao¹, Xinxin Wang¹, Yu Zhang¹, Defeng Xu¹, Xiuqing Song¹, Jinhai Yu¹, Jie Bao¹, Junsheng Zhang², Hua Zhang³

Affiliations

¹ School of Biological Science and Technology, University of Jinan, Jinan 250022, China.
² School of Biological Science and Technology, University of Jinan, Jinan 250022, China. Electronic address: bio_zhangjs@ujn.edu.cn.
³ School of Biological Science and Technology, University of Jinan, Jinan 250022, China. Electronic address: bio_zhangh@ujn.edu.cn.

PMID: 37517822
DOI: 10.1016/S1875-5364(23)60446-7

Abstract

Phytochemical investigation on the ethanol extract of a well-known medicinal herb Leonurus japonicus, led to the separation of 18 labdane type diterpenoids (1-18). Through comprehensive spectroscopic analyses and quantum chemical calculations, these compounds were structurally characterized as six new interesting 5,5,5-di-spirocyclic ones (1-6), two new (7 and 8) and six known (13-18) interesting 6,5,5-di-spirocyclic ones, a new rare 14,15-dinor derivative (9), and three new ones incorporating a γ-lactone unit (10-12). An in vitro neuroprotective assay in RSC96 cells revealed that compounds 7 and 12 exhibited neuroprotective activity in a concentration-dependent way, comparable to the reference drug N-acetylcysteine.

Keywords: Diterpenoid; Labdane; Leonurus japonicus; Neuroprotective activity.

MeSH terms

Diterpenes* / chemistry
Diterpenes* / pharmacology
Leonurus* / chemistry
Magnetic Resonance Spectroscopy
Molecular Structure
Plant Components, Aerial
Plants, Medicinal*

Substances

Diterpenes