TY - JOUR
T1 - Characterization of Sesquiterpene Dimers from the Flowers of Inula japonica and the Structural Revisions of Related Compounds
AU - Niu, Zheng
AU - Chen, Chun Yan
AU - Zhou, Yan
AU - Liu, Guan Ke
AU - Zhang, Bing Yang
AU - Oppong, Mahmood Brobbey
AU - Zhang, De Qin
AU - Yao, Tie
AU - Qiu, Feng
N1 - Publisher Copyright:
© 2024 American Chemical Society and American Society of Pharmacognosy.
PY - 2024/7/26
Y1 - 2024/7/26
N2 - 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 IC50 values of 4.07-10.00 μM.
AB - 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 IC50 values of 4.07-10.00 μM.
UR - http://www.scopus.com/inward/record.url?scp=85198330941&partnerID=8YFLogxK
U2 - 10.1021/acs.jnatprod.4c00269
DO - 10.1021/acs.jnatprod.4c00269
M3 - Article
AN - SCOPUS:85198330941
SN - 0163-3864
VL - 87
SP - 1754
EP - 1762
JO - Journal of Natural Products
JF - Journal of Natural Products
IS - 7
ER -