Characterization of Sesquiterpene Dimers from the Flowers of Inula japonica and the Structural Revisions of Related Compounds.

Autor: Niu Z; Tianjin Key Laboratory of Therapeutic Substance of Traditional Chinese Medicine, School of Chinese Materia Medica, Tianjin University of Traditional Chinese Medicine, Tianjin 301617, P.R. China., Chen CY; National Key Laboratory of Chinese Medicine Modernization, State Key Laboratory of Component-Based Chinese Medicine, Tianjin University of Traditional Chinese Medicine, Tianjin 301617, P.R. China., Zhou Y; Tianjin Key Laboratory of Therapeutic Substance of Traditional Chinese Medicine, School of Chinese Materia Medica, Tianjin University of Traditional Chinese Medicine, Tianjin 301617, P.R. China., Liu GK; Tianjin Key Laboratory of Therapeutic Substance of Traditional Chinese Medicine, School of Chinese Materia Medica, Tianjin University of Traditional Chinese Medicine, Tianjin 301617, P.R. China., Zhang BY; Tianjin Key Laboratory of Therapeutic Substance of Traditional Chinese Medicine, School of Chinese Materia Medica, Tianjin University of Traditional Chinese Medicine, Tianjin 301617, P.R. China., Oppong MB; Department of Pharmaceutical Chemistry, School of Pharmacy, College of Health Sciences, University of Ghana, MR36+H7 Accra, Ghana., Zhang DQ; National Key Laboratory of Chinese Medicine Modernization, State Key Laboratory of Component-Based Chinese Medicine, Tianjin University of Traditional Chinese Medicine, Tianjin 301617, P.R. China., Yao T; National Key Laboratory of Chinese Medicine Modernization, State Key Laboratory of Component-Based Chinese Medicine, Tianjin University of Traditional Chinese Medicine, Tianjin 301617, P.R. China., Qiu F; Tianjin Key Laboratory of Therapeutic Substance of Traditional Chinese Medicine, School of Chinese Materia Medica, Tianjin University of Traditional Chinese Medicine, Tianjin 301617, P.R. China.; National Key Laboratory of Chinese Medicine Modernization, State Key Laboratory of Component-Based Chinese Medicine, Tianjin University of Traditional Chinese Medicine, Tianjin 301617, P.R. China.
Jazyk: angličtina
Zdroj: Journal of natural products [J Nat Prod] 2024 Jul 26; Vol. 87 (7), pp. 1754-1762. Date of Electronic Publication: 2024 Jul 09.
DOI: 10.1021/acs.jnatprod.4c00269
Abstrakt: Sesquiterpene dimers are mainly found in the Asteraceae family. However, conflicting reports on the structures of these compounds can be found in the literature. Herein, we describe ten sesquiterpene dimers isolated from the flowers of Inula japonica , including configurational revisions of japonicone H ( 1 - 1 ), japonicone D ( 2 - 1 ), inulanolide A ( 4 - 1 ), japonicone X ( 5 - 1 ), and inulanolide F ( 5 - 2 ) to compounds 1 , 2 , 4 , and 5 , respectively. Five new related metabolites ( 3 and 6 - 9 ) are also described. Application of GIAO NMR/DP4+ analyses and ECD/OR calculations enabled us to revise the absolute configurations of an additional 13 sesquiterpene dimers isolated from plants of the genus Inula . Compounds 1 , 2 , 4 , and 6 exhibited inhibition of nitric oxide production in lipopolysaccharide activated RAW264.7 macrophages with IC 50 values of 4.07-10.00 μM.
Databáze: MEDLINE