Four anti-inflammatory aromadendrane sesquiterpenoid fucosides and other constituents from Pittosporum glabratum var. neriifolium

Sha, Bai-Tong; Huang, Rong; Zhang, Qiang-Guo; Guan, Sheng-Nan; Ding, Jiaqi; Liu, Xinzheng; Zhang, Xiuyun

doi:10.1016/j.phytol.2023.03.008

Cited by 5 publications

(1 citation statement)

References 23 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Although eudesmane sesquiterpenoids have been discovered in many medicinal plants with cytotoxic, 38,39 antioxidative, 38 progesterone receptor inhibitory, 40 and other biological activities, their highly esterified glycosides representing a class of structurally distinctive metabolites have been reported mainly from the genus Pittosporum. These studies and our previous findings of sesquiterpenoid glycoside esters from P. qinlingense, 35,41,42 stimulated our curiosity to explore further bioactive sesquiterpenoid glycosides from the genus Pittosporum.…”

Section: Introductionmentioning

confidence: 72%

Pitsubcosides A–L, highly esterified eudesmane sesquiterpenoid glycosides with antibacterial activity from Pittosporum subulisepalum and their mechanism

Guan

Xia

Huang

et al. 2023

Pest Management Science

Self Cite

View full text Add to dashboard Cite

BACKGROUNDPlants from the genus Pittosporum are traditionally used as antibacterial, antifungal and antiviral agents. A bioassay evaluation of the extract of Pittosporum subulisepalum revealed antibacterial activity. This study focused on the discovery of the antibacterial metabolism in P. subulisepalum, as well as the modes of action of its active components.RESULTSA chemical investigation of an ethyl acetate (EtOAc) extract of the aerial parts of P. subulisepalum led to the isolation of 12 previously undescribed eudesmane sesquiterpenoid glycoside esters (ESGEs), pitsubcosides A–L (1–12). Their structures were elucidated by extensive spectroscopic analysis, including one‐ and two‐dimensional NMR, high‐resolution electrospray ionization mass spectrometry, electronic circular dichroism spectra and single‐crystal X‐ray crystallography analysis or by comparing with authentic samples. The new ESGEs were characterized by their highly esterified glycoside moieties. Among them, compounds 1–3, 5 and 8 showed a moderate inhibitory effect against Staphylococcus aureus, methicillin‐resistant S. aureus (MRSA), Bacillus cereus, Bacillus subtilis, Pseudomonas syringae pv. actinidiae (Psa) and Erwinia carotovora with minimum inhibitory concentrations (MICs) ranging from 3.13 to 100 μm. Among them, compounds 3 and 5 showed remarkable antibacterial activity against S. aureus and Psa with MIC values of 6.25 and 3.13 μm, respectively. Live bacterial mass and the biofilms of S. aureus and Psa were quantified using methyl tetrazolium and crystal violet assays. Fluorescence microscopy and scanning electron microscopy experiments revealed an antibacterial mechanism of cell membrane architectural disruption.CONCLUSIONThe results suggest that ESGEs possess great potential for the development of antibacterial agents to control plant pathogens. © 2023 Society of Chemical Industry.

show abstract