Details

Autor(en) / Beteiligte

• Pu, De-Bing
• Zhang, Xing-Jie
• Bi, De-Wen
• Gao, Jun-Bo
• Yang, Yan
• Li, Xiao-Li
• Lin, Jing
• Li, Xiao-Nian
• Zhang, Rui-Han
• Xiao, Wei-Lie

Titel

Callicarpins, Two Classes of Rearranged ent-Clerodane Diterpenoids from Callicarpa Plants Blocking NLRP3 Inflammasome-Induced Pyroptosis

Ist Teil von

• Journal of natural products (Washington, D.C.), 2020-07, Vol.83 (7), p.2191-2199

Ort / Verlag

American Chemical Society and American Society of Pharmacognosy

Erscheinungsjahr

2020

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• Callicarpins A–D (1–4), possessing an unprecedented A-homoent-clerodane scaffold with a bicyclo[5.4.0]­undecane ring system, and callicarpins E–G (5–7), with 5/6-fused ent-clerodane diterpenoid skeletons, were isolated from Callicarpaarborea and C. integerrim. Their structures were elucidated by comprehensive spectroscopic data, X-ray crystal diffraction, chemical derivatization, and electronic circular dichroism (ECD) data. Putative biosynthetic pathways for these callicarpins are proposed. Compounds 2, 3b, and 6–8 showed potent inhibitory effects against the NLRP3 inflammasome with IC50 values from 1.4 to 5.3 μM, and 2 significantly blocked NLRP3 inflammasome-induced pyroptosis by inhibiting Casp-1 activation and IL-1β secretion in J774A.1 cells.