Carpelipines C and D, Two Anti‐Inflammatory Germacranolides from the Flowers of Carpesium lipskyi Winkl. (Asteraceae)

Abstract

Two new germacranolides, carpelipine C (1) and carpelipine D (2), together with four known ones (3–6), were isolated from Carpesium lipskyi Winkl. flowers, a folk Tibetan herbal medicine with antipyretic‐analgesic and anti‐inflammatory effects. The chemical structures of new structure were illuminated by diversified spectroscopic and X‐ray crystallographic analyses. Compounds 1 and 3 dramatically suppressed the synthesis of NO and decreased pre‐inflammatory protein expression of iNOS and COX‐2 in LPS‐induced RAW264.7 cells. Furthermore, it was revealed that NF‐κB/MAPK signaling pathway were involved in the anti‐inflammatory process of 1 and 3, and their effects on reducing oxidative stress by activating Nrf2/HO‐1 pathway were also measured. This article indicated that the traditional use of C. lipskyi to treat inflammatory diseases has a certain rationality.

Lipskynoids A–G, New Acyclic Diterpenes from the Flowers ofCarpesium lipskyi

“…The previous phytochemical studies on C. lipskyi disclosed the existence of a series of terpenoids including sesquiterpenes and aromatic monoterpenes [12–15] . Recently, our group reported the germacranolides, and demonstrated their anti‐inflammatory process which support the traditional use for the treatment of inflammatory diseases of this species [16] . In order to discover more biological constituents, a continued phytochemical investigation on the flowers of C. lipskyi led to the isolation of seven new acyclic diterpenes, namely lipskynoids A–G ( 1 – 7 ), as shown in Figure 1.…”

“…The activity of different compounds on RAW264.7 cells was detected by 3‐(4,5‐dimethylthiazol‐2‐yl)‐2,5‐diphenyltetrazolium bromide (MTT) method as described in the literature [16] . The inhibitory effect of the compound on LPS‐induced NO production in RAW264.7 cells was detected at the concentration of the compound with cell activity greater than 90 % by Griess kit.…”

New Compounds from Terrestrial Plants: A Perspective View

“…Dihydro-β-agarofuran-type sesquiterpenoids were identified from the stems of Celastrus Germacrenolide-type compounds were found in Carpesium lipskyi Winkl. (Asteraceae) [71], Polydora serratuloides (DC.) H. Rob (Asteraceae) [72], Asteriscus graveolens (Forsk) Less.…”

“…Germacrenolide-type compounds were found in Carpesium lipskyi Winkl. (Asteraceae) [71], Polydora serratuloides (DC.) H. Rob (Asteraceae) [72], Asteriscus graveolens (Forsk) Less.…”

New Compounds from Plants: A Perspective View

“…Germacrenolide-type was found in Carpesium lipskyi Winkl. (Asteraceae) [71], Polydora serratuloides (DC.) H. Rob (Asteraceae) [72], Asteriscus graveolens (Forsk) Less.…”