Synthesis and anti-inflammatory activities of 1-O-acetylbritannilactone analogues

Publication date: March 2017 Source:Phytochemistry Letters, Volume 19 Author(s): Xiao-Peng Wei, Yu-Fen Chen, Hong Zhu, Xiao-Ran Wu, Yang Yu, De-Xin Kong, Hong-Quan Duan, Mei-Hua Jin, Nan Qin Natural product 1-O-acetylbritannilactone (ABL) is a major sesquiterpene in Inula Britannica and Inula Japonica. To investigate the chemistry properties of ABL, 12 analogues were synthesized. Compound 1, a new 6-deoxybrintanilactone with a methylene at C-14 position, was characterized by 1D, 2D NMR and HR-MS spectrum. The studies of anti-inflammatory activities showed that compounds 1 and 4 exhibited significant inhibitory effects on the nitric oxide production and inducible nitric oxide synthase (iNOS) expressions. The preparation of compounds 1 and 2 from ABL was also studied. We also speculated a proposed mechanism for the formation of 1, 2 and 3. Graphical abstract

Source: Phytochemistry Letters - February 14, 2017 Category: Chemistry Source Type: research