3 years ago

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

Aquilanols A and B, Macrocyclic Humulene-Type Sesquiterpenoids from the Agarwood of Aquilaria malaccensis
Ki Bong Oh, Chi Thanh Ma, Sung Won Kwon, Sang Beom Han, Eunji Cho, Taeyong Eom, Tae Ryong Kim, Jeong Hill Park, Bo Wu
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.

Publisher URL: http://dx.doi.org/10.1021/acs.jnatprod.7b00462

DOI: 10.1021/acs.jnatprod.7b00462

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