Panisuffrutin A, a highly degraded seco-triterpene derivative from Paeonia suffruticosa var. papaveracea (Andr.) Kerner

• Published in: Tetrahedron letters Vol. 60; no. 28; pp. 1838 - 1840
• Main Authors: Liang, Yu, Wang, Wen-Xuan, Wu, Xing, Wang, Meng, Pu, Chao-Jun, Li, Zheng-Hui, Feng, Tao, He, Juan, Liu, Ji-Kai
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier Ltd 11.07.2019; Elsevier
• Subjects: Chemistry; Chemistry, Organic; Cytotoxicity; Paeonia suffruticosa var. papaveracea (Andr.) Kerner; Panisuffrutin A; Physical Sciences; Science & Technology; Structural elucidation; Structural elucidation; Cytotoxicity; Paeonia suffruticosa var. papaveracea (Andr.) Kerner; Panisuffrutin A; GLYCOSIDES; Kerner; RESVERATROL TRIMERS; MONOTERPENE; Paeonia suffruticosa var. papaveracea (Andr.); CONSTITUENTS
• ISSN: 0040-4039; 1873-3581
• DOI: 10.1016/j.tetlet.2019.06.009

A highly degraded seco-triterpene derivative, panisuffrutin A (1), from Paeonia suffruticosa var. papaveracea (Andr.) Kerner. [Display omitted] •A highly degraded seco-triterpene derivative (1) has been isolated from Paeonia suffruticosa var. papaveracea (Andr.) Kerner.•The structure with absolute configuration was determined by NMR methods and ECD calculations.•Compound 1 showed certain cytotoxicity to human Hela cancer cell line. Panisuffrutin A (1), a highly degraded seco-triterpene derivative, together with the known palbinone, has been isolated from the whole plant Paeonia suffruticosa var. papaveracea (Andr.) Kerner. The structure with absolute configuration of 1 was determined via comprehensive NMR and MS analyses, as well as NMR and ECD calculations. A plausible biosynthetic pathway for 1 was proposed. Compound 1 showed weak cytotoxicity against Hela cancer cell line with an IC50 value of 26.2 μM, while palbinone exhibited a moderate inhibition on NO production with an IC50 of 18.3 μM.