Institute for Organic and Biomolecular Chemistry, Georg-August-Universität Göttingen, Göttingen, Germany.
Nat Commun. 2021 Aug 5;12(1):4736. doi: 10.1038/s41467-021-25005-8.
Chromones represent a privileged scaffold in medicinal chemistry and are an omnipresent structural motif in natural products. Chemically encoded non-natural peptidomimetics feature improved stability towards enzymatic degradation, cell permeability and binding affinity, translating into a considerable impact on pharmaceutical industry. Herein, a strategy for the sustainable assembly of chromones via electro-formyl C-H activation is presented. The rational design of the rhodaelectro-catalysis is guided by detailed mechanistic insights and provides versatile access to tyrosine-based fluorogenic peptidomimetics.
色酮是药物化学中一种重要的结构骨架，广泛存在于天然产物中。化学编码的非天然类肽模拟物具有更好的稳定性、对酶的降解、细胞通透性和结合亲和力，这对制药行业产生了重大影响。本文提出了一种通过电甲酰基 C-H 活化来可持续构建色酮的策略。罗达电化学催化的合理设计由详细的机理见解指导，为酪氨酸衍生的荧光肽模拟物提供了广泛的途径。
