Synthesis of Analogues of Cercidin, an Antimicrobial Compound of Cercidiphyllum Japonicum: Glycosylation of Methyl Gallate with Ulosyl Bromides

Researchers synthesized 10 novel analogues of cercidin, an antimicrobial compound from Cercidiphyllum japonicum, known for its medicinal properties, including hair growth promotion. This study marks the first successful creation of the tricyclic pyran-dioxan-benzene ring framework of cercidin, achieved through aromatic O-glycosylation of multivalent hydroxyl phenols on α-bromo-2-keto pyranoses. The structural elucidation of these analogues was confirmed using NMR and mass spectrometry. Although no biological testing was conducted, these analogues hold potential for future development of new cercidin-based antibiotics.