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Zizaane-Type Sesquiterpenoids and Their Rearranged Derivatives from Agarwood of an Aquilaria Plant
Authors:Jing-Zhe Yuan  Yi-Ling Yang  Wei Li  Li Yang  Hao-Fu Dai  Attila Mndi  Cai-Hong Cai  Hui-Qin Chen  Wen-Hua Dong  Tibor Kurtn  Wen-Li Mei  Hao Wang
Institution:1.School of Life Sciences, Hainan University, Haikou 570228, China;2.Hainan Engineering Research Center of Agarwood, Institute of Tropical Bioscience and Biotechnology, Chinese Academy of Tropical Agricultural Sciences, Haikou 571101, China; (Y.-L.Y.); (W.L.); (L.Y.); (H.-F.D.); (C.-H.C.); (H.-Q.C.); (W.-H.D.);3.Department of Organic Chemistry, University of Debrecen, P.O. Box 400, H-4002 Debrecen, Hungary; (A.M.); (T.K.)
Abstract:Nine new sesquiterpenoids (1–9) were isolated from ethyl ether extract of agarwood originated from Aquilaria sp., including three novel sesquiterpenoids (1–3) derived from zizaane, together with six zizaane-type sesquiterpenoids (4–9). All structures were unambiguously elucidated based on 1D and 2D NMR spectra as well as by HRESIMS data. The absolute configuration of sesquiterpenoids was determined by comparison of the experimental and computed ECD spectra. In vitro anti-inflammatory assessment showed that compound 9 exhibited inhibition of NO production in LPS-stimulated RAW264.7 cells with an IC50 value of 62.22 ± 1.27 μM.
Keywords:agarwood  Aquilaria sp    sesquiterpenoid  zizaane  TDDFT-ECD  anti-inflammatory effect
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