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. 2020 Oct:103:104242.
doi: 10.1016/j.bioorg.2020.104242. Epub 2020 Aug 28.

New antimicrobial terpenoids and phloroglucinol glucosides from Syzygium szemaoense

Wen Xu  1 , Junfeng Tan  1 , Yu Mu  1 , Dan Zheng  1 , Xueshi Huang  2 , Liya Li  3
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New antimicrobial terpenoids and phloroglucinol glucosides from Syzygium szemaoense

Wen Xu et al. Bioorg Chem. 2020 Oct.

Abstract

Six new terpenoids (1-6) and two new phloroglucinol glucosides (7 and 8) were isolated from the extract of Syzygium szemaoense leaves. Among the isolates, compounds 1 and 2 (named syzygiumursanolides A and B) were unusual 28-norursane type triterpenoids with 19(18→17)-abeo spirocyclic skeleton. And syzygiumone B (8) was rare ascorbyl-modified phloroglucinol glucoside. Their structures were elucidated on the basis of comprehensive 1D and 2D NMR, HRESIMS spectroscopic data analysis, as well as experimental and calculated ECD spectra and acid hydrolysis. Antimicrobial bioassay revealed that syzygiumursanolide D (4) displayed the most potent antifungal activities with MIC values ranging from 6.25 to 25 μg/mL against a panel of fungi.

Keywords: Antimicrobial activity; Phloroglucinol; Syzygium szemaoense; Terpenoid.

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Conflict of interest statement

Declaration of Competing Interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.

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