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Aquilanols A and B, Macrocyclic Humulene-Type Sesquiterpenoids from the Agarwood of Aquilaria malaccensis

Authors
Chi Thanh MaEom, TaeyongCho, EunjiWu, BoKim, Tae RyongOh, Ki BongHan, Sang BeomKwon, Sung WonPark, Jeong Hill
Issue Date
Nov-2017
Publisher
AMER CHEMICAL SOC
Citation
JOURNAL OF NATURAL PRODUCTS, v.80, no.11, pp 3043 - 3048
Pages
6
Journal Title
JOURNAL OF NATURAL PRODUCTS
Volume
80
Number
11
Start Page
3043
End Page
3048
URI
https://scholarworks.bwise.kr/cau/handle/2019.sw.cau/3721
DOI
10.1021/acs.jnatprod.7b00462
ISSN
0163-3864
1520-6025
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.
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