New antimicrobial terpenoids and phloroglucinol glucosides from Syzygium szemaoense.
Anti-Bacterial Agents
/ chemistry
Antifungal Agents
/ chemistry
Aspergillus
/ drug effects
Bacillus subtilis
/ drug effects
Candida
/ drug effects
Cryptococcus neoformans
/ drug effects
Escherichia coli
/ drug effects
Glucosides
/ chemistry
Microbial Sensitivity Tests
Phloroglucinol
/ analogs & derivatives
Plant Leaves
/ chemistry
Staphylococcus aureus
/ drug effects
Syzygium
/ chemistry
Terpenes
/ chemistry
Antimicrobial activity
Phloroglucinol
Syzygium szemaoense
Terpenoid
Journal
Bioorganic chemistry
ISSN: 1090-2120
Titre abrégé: Bioorg Chem
Pays: United States
ID NLM: 1303703
Informations de publication
Date de publication:
10 2020
10 2020
Historique:
received:
10
07
2020
revised:
15
08
2020
accepted:
25
08
2020
pubmed:
12
9
2020
medline:
10
3
2021
entrez:
11
9
2020
Statut:
ppublish
Résumé
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.
Identifiants
pubmed: 32916541
pii: S0045-2068(20)31540-6
doi: 10.1016/j.bioorg.2020.104242
pii:
doi:
Substances chimiques
Anti-Bacterial Agents
0
Antifungal Agents
0
Glucosides
0
Terpenes
0
Phloroglucinol
DHD7FFG6YS
Types de publication
Journal Article
Research Support, Non-U.S. Gov't
Langues
eng
Sous-ensembles de citation
IM
Pagination
104242Informations de copyright
Copyright © 2020 Elsevier Inc. All rights reserved.
Déclaration de conflit d'intérêts
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.