1. Aquilanols A and B, Macrocyclic Humulene-Type Sesquiterpenoids from the Agarwood of Aquilaria malaccensis.
- Author
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Ma CT, Eom T, Cho E, Wu B, Kim TR, Oh KB, Han SB, Kwon SW, and Park JH
- Subjects
- Algorithms, Cholinesterase Inhibitors chemistry, Chromatography, High Pressure Liquid, Crystallography, X-Ray, Enterococcus faecalis drug effects, Escherichia coli drug effects, Klebsiella pneumoniae drug effects, Laos, Microbial Sensitivity Tests, Molecular Conformation, Molecular Structure, Monocyclic Sesquiterpenes, Nuclear Magnetic Resonance, Biomolecular, Salmonella enterica drug effects, Sesquiterpenes chemistry, Sesquiterpenes metabolism, Staphylococcus aureus drug effects, Stereoisomerism, Cholinesterase Inhibitors isolation & purification, Sesquiterpenes isolation & purification, Thymelaeaceae chemistry, Wood chemistry
- Abstract
Four new and five known sesquiterpenoids were isolated from the agarwood of Aquilaria malaccensis. Aquilanols A and B (1 and 2) have an unprecedented macrocyclic humulene structure with a bicyclic 7/10 ring system. Compound 2 was obtained as a scalemic mixture that was resolved by HPLC analysis using a chiral column. Their structures were deduced based on spectroscopic data analysis, and the absolute configurations were unambiguously determined by X-ray crystallographic data and ECD spectroscopic analysis. A putative biosynthetic pathway of these sesquiterpenoids is proposed.
- Published
- 2017
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