Syntheses of Epoxyguaiane Sesquiterpenes (-)-Englerin A, (-)-Oxyphyllol, (+)-Orientalol E, and (+)-Orientalol F: A Synthetic Biology Approach.

Shu-Bin Mou, Wen Xiao, Hua-Qi Wang, Su-Jing Wang, Zheng Xiang

Organic letters 2020 Mar 06

filter terms:

A combined approach toward syntheses of epoxyguaiane sesquiterpenes is presented. By use of a fungus sesquiterpene cyclase, guaian-6,10(14)-diene was produced through metabolic engineering of the isoprenoid pathway in E. coli. (-)-Englerin A, (-)-oxyphyllol, (+)-orientatol E, and (+)-orientalol F have been synthesized in two to six steps. This strategy provided rapid access to the epoxyguaiane core structure and would facilitate syntheses of (-)-englerin A and its analogues for evaluation of their therapeutic potentials in drug discovery.

Citation

Shu-Bin Mou, Wen Xiao, Hua-Qi Wang, Su-Jing Wang, Zheng Xiang. Syntheses of Epoxyguaiane Sesquiterpenes (-)-Englerin A, (-)-Oxyphyllol, (+)-Orientalol E, and (+)-Orientalol F: A Synthetic Biology Approach. Organic letters. 2020 Mar 06;22(5):1976-1979