TY - JOUR
T1 - Chemical constituents and their anti-neuroinflammatory activities from the bark of Taiwan incense cedar, Calocedrus formosana
AU - Wu, Ho Cheng
AU - Chen, Yu Chang
AU - Hsieh, Chin Lin
AU - Hsiao, George
AU - Wang, Shih Wei
AU - Cheng, Ming Jen
AU - Chao, Che Yi
AU - Lee, Tzong Huei
AU - Kuo, Yueh Hsiung
N1 - Funding Information:
This work was financially supported by China Medical University grant in Taichung, Taiwan ( CMU110-Z-08 and CMU109-AWARD-02 ) and “Chinese Medicine Research Center, China Medical University, Taichung, Taiwan” from The Featured Areas Research Center Program within the framework of the Higher Education Sprout Project by the Ministry of Education ( MOE ) in Taipei, Taiwan (CMRC-CHM-2-1).
Publisher Copyright:
© 2022
PY - 2022/12
Y1 - 2022/12
N2 - One undescribed C40 terpenoid, calomacroquinoic acid; four undescribed diterpenes, 5α,6α-epoxy-7α-hydroxyferruginol, 15-ethoxysugiol, 7-methoxy-6,7-secoabieta-8,11,13-triene-6,12-diol, and ethyl 7,8-secoabieta-11,14-dioxo-7-ate; two compounds isolated from Nature for the first time, 6β,7α-dihydroxyferruginol and 12-O-methyltaxochinon; and six known compounds were successfully identified from the bark of Taiwan incense cedar Calocedrus formosana. Structures of all isolates were elucidated by physical data (appearance, ultraviolet, infrared, specific rotation, and X-ray) and spectroscopic data (1D and 2D nuclear magnetic resonance, and high-resolution electron ionization mass spectrometry). The biosynthetic pathway of calomacroquinoic acid is also described in the current study. Nitric oxide production in lipopolysaccharide (LPS)-stimulated BV-2 microglia cells was inhibited by 6,7-dehydroferruginol, 7α,11-dihydroxy-12-methoxy-8,11,13-abietriene, and trans-communic acid. Altogether, the bark of C. formosana possessed several potential natural therapeutics against inflammation-related neuronal diseases.
AB - One undescribed C40 terpenoid, calomacroquinoic acid; four undescribed diterpenes, 5α,6α-epoxy-7α-hydroxyferruginol, 15-ethoxysugiol, 7-methoxy-6,7-secoabieta-8,11,13-triene-6,12-diol, and ethyl 7,8-secoabieta-11,14-dioxo-7-ate; two compounds isolated from Nature for the first time, 6β,7α-dihydroxyferruginol and 12-O-methyltaxochinon; and six known compounds were successfully identified from the bark of Taiwan incense cedar Calocedrus formosana. Structures of all isolates were elucidated by physical data (appearance, ultraviolet, infrared, specific rotation, and X-ray) and spectroscopic data (1D and 2D nuclear magnetic resonance, and high-resolution electron ionization mass spectrometry). The biosynthetic pathway of calomacroquinoic acid is also described in the current study. Nitric oxide production in lipopolysaccharide (LPS)-stimulated BV-2 microglia cells was inhibited by 6,7-dehydroferruginol, 7α,11-dihydroxy-12-methoxy-8,11,13-abietriene, and trans-communic acid. Altogether, the bark of C. formosana possessed several potential natural therapeutics against inflammation-related neuronal diseases.
KW - Anti-inflammatory activity
KW - BV-2 microglial cells
KW - Calocedrus formosana
KW - Cupressaceae
KW - Diterpenes
KW - Taiwan incense cedar
KW - Tetraterpene
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U2 - 10.1016/j.phytochem.2022.113347
DO - 10.1016/j.phytochem.2022.113347
M3 - Article
AN - SCOPUS:85138541739
SN - 0031-9422
VL - 204
JO - Phytochemistry
JF - Phytochemistry
M1 - 113347
ER -