Unified syntheses of gramniphenols F and G, cicerfuran, morunigrol C and its derivative

作者：Damodar Kongara; Kim Jin Kyung; Jun Jong Gab^*

来源：Tetrahedron Letters, 2016, 57(10): 1183-1186.

DOI：10.1016/j.tetlet.2016.02.006

• Gramniphenols F & G
• Cicerfuran
• Morunigrol C
• Suzuki coupling
• anti-Inflammatory

The first syntheses of natural benzofurans, gramniphenols F and G, morunigrol C and its 3',5'-di-O-methyl analogue along with the synthesis of cicerfuran are achieved by a unified synthetic sequence using 7-hydroxycoumarin, 5-bromoresorcinol, 2,4-dihydroxybenzaldehyde, and sesamol as building blocks. Ramirez gem-dibromoolefination, Miyaura borylation, Suzuki coupling have been successfully exploited in the synthesis. Additionally, their anti-inflammatory effects were also investigated in lipopolysaccharide (LPS)-induced RAW-264.7 macrophages. The compounds exhibited significant inhibition of iNOS mediated nitric oxide (NO) production with no cytotoxicity at 10 mu M concentration and IC50 values are found in the range from 9.1 to 25.2 mu M.

• 出版日期2016-3-9