Total Synthesis of Leontopodioside A

Leontopodioside A, isolated from the whole plants of Leontopodium leontopodioides, possesses significant alpha-glucosidase inhibitory activity. In this work, we studied the total synthesis of leontopodioside A by two strategies for the first time. The optimized strategy involved nine linear steps and has an overall yield of 16.1%. The key feature of the strategy is that glycosylation of chalcone acceptor first followed by the cyclization to construct the flavone scaffold, which has general applicability for the synthesis of flavonoid glycosides. (C) 2020 Elsevier Ltd. All rights reserved.