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Article

Zizaane-Type Sesquiterpenoids and Their Rearranged Derivatives from Agarwood of an Aquilaria Plant

by
Jing-Zhe Yuan
1,2,
Yi-Ling Yang
2,
Wei Li
2,
Li Yang
2,
Hao-Fu Dai
2,
Attila Mándi
3,
Cai-Hong Cai
2,
Hui-Qin Chen
2,
Wen-Hua Dong
2,
Tibor Kurtán
3,
Wen-Li Mei
2,* and
Hao Wang
2,*
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
3
Department of Organic Chemistry, University of Debrecen, P.O. Box 400, H-4002 Debrecen, Hungary
*
Authors to whom correspondence should be addressed.
Molecules 2022, 27(1), 198; https://doi.org/10.3390/molecules27010198
Submission received: 3 December 2021 / Revised: 24 December 2021 / Accepted: 28 December 2021 / Published: 29 December 2021
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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 agarwood; Aquilaria sp.; sesquiterpenoid; zizaane; TDDFT-ECD; anti-inflammatory effect
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MDPI and ACS Style

Yuan, J.-Z.; Yang, Y.-L.; Li, W.; Yang, L.; Dai, H.-F.; Mándi, A.; Cai, C.-H.; Chen, H.-Q.; Dong, W.-H.; Kurtán, T.; et al. Zizaane-Type Sesquiterpenoids and Their Rearranged Derivatives from Agarwood of an Aquilaria Plant. Molecules 2022, 27, 198. https://doi.org/10.3390/molecules27010198

AMA Style

Yuan J-Z, Yang Y-L, Li W, Yang L, Dai H-F, Mándi A, Cai C-H, Chen H-Q, Dong W-H, Kurtán T, et al. Zizaane-Type Sesquiterpenoids and Their Rearranged Derivatives from Agarwood of an Aquilaria Plant. Molecules. 2022; 27(1):198. https://doi.org/10.3390/molecules27010198

Chicago/Turabian Style

Yuan, Jing-Zhe, Yi-Ling Yang, Wei Li, Li Yang, Hao-Fu Dai, Attila Mándi, Cai-Hong Cai, Hui-Qin Chen, Wen-Hua Dong, Tibor Kurtán, and et al. 2022. "Zizaane-Type Sesquiterpenoids and Their Rearranged Derivatives from Agarwood of an Aquilaria Plant" Molecules 27, no. 1: 198. https://doi.org/10.3390/molecules27010198

APA Style

Yuan, J.-Z., Yang, Y.-L., Li, W., Yang, L., Dai, H.-F., Mándi, A., Cai, C.-H., Chen, H.-Q., Dong, W.-H., Kurtán, T., Mei, W.-L., & Wang, H. (2022). Zizaane-Type Sesquiterpenoids and Their Rearranged Derivatives from Agarwood of an Aquilaria Plant. Molecules, 27(1), 198. https://doi.org/10.3390/molecules27010198

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