Clerodane Diterpenoids from Callicarpa hypoleucophylla and Their Anti-Inflammatory Activity

Abstract

Plants of the genus Callicarpa are known to possess several medicinal effects. The constituents of the Taiwan endemic plant Callicarpa hypoleucophylla have never been studied. Therefore, C. hypoleucophylla was selected for our phytochemical investigation. Two new clerodane-type diterpenoids, named callihypolins A (1) and B (2), along with seven known compounds were isolated from the leaves and twigs of the Lamiaceae plant C. hypoleucophylla and then characterized. The structures of compounds 1 and 2 were elucidated by spectroscopic data analysis, specifically, two-dimension nuclear magnetic resonance (NMR). The anti-inflammatory activity of compounds 1–9 based on the suppression of superoxide anion generation and elastase release was evaluated. Among the isolates, compounds 2–4 showed anti-inflammatory activity (9.52−32.48% inhibition at the concentration 10 μm) by suppressing superoxide anion generation and elastase release. Our findings not only expand the description of the structural diversity of the compounds present in plants of the genus Callicarpa but also highlight the possibility of developing anti-inflammatory agents from Callicarpa endemic species.

Novel Diterpenoids Incorporating Rearranged Labdanes from the Chinese Liverwort Anastrophyllum joergensenii and Their Anti-inflammatory Activity

“…Previous research showed that labdane and clerodane diterpenoids exhibit varying levels of anti-inflammatory activity. − Thus, sufficient novel compounds ( 1–4 , 6–12 , 15–18 , and 21 ) were tested for their anti-inflammatory activities against LPS-induced NO production in RAW264.7 murine macrophages (Table and Figure S224). In addition, these compounds were also tested for their cytotoxic activities against RAW264.7 cells.…”

Anti-Inflammatory and Cytotoxic Activities of Clerodane-Type Diterpenes

“…Hautriwaic acid ( 196 ) from Dodonaea viscosa leaves, used for rheumatism, exhibited anti-inflammatory activity in a mouse ear edema model [ 66 ]. Clerodane compounds 164 – 175 from Callicarpa hypoleucophylla suppress superoxide anion generation and elastase release, inhibiting the function of human neutrophils [ 61 ]. Trans -crotonin inhibits dextran- and histamine-induced oedema [ 2 ].…”

Callintegers A and B, Unusual Tricyclo[4.4.0.09,10]tetradecane Clerodane Diterpenoids from Callicarpa integerrima with Inhibitory Effects on NLRP3 Inflammasome Activation

“…Previous studies reveal that the clerodane diterpenoids exhibited anti-inflammatory activity. ,,, Therefore, the anti-NLRP3 inflammasome effects of compounds 1 and 2 were evaluated . First, mouse macrophage J774A.1 cells were stimulated by nigericin with the treatment of compounds 1 and 2 .…”