Department of Chemistry, University of California-Berkeley, 826 Latimer Hall, Berkeley, California 94720, United States.
J Am Chem Soc. 2022 Sep 14;144(36):16332-16337. doi: 10.1021/jacs.2c08200. Epub 2022 Aug 31.
From both structural and functional perspectives, the large family of daphnane diterpene orthoesters (DDOs) represent a truly remarkable class of natural products. As potent lead compounds for the treatment of pain, neurodegeneration, HIV/AIDS, and cancer, their medicinal potential continues to be heavily investigated, yet synthetic routes to DDO natural products remain rare. Herein we report a distinct approach to this class of complex diterpenes, highlighted by a 15-step total synthesis of the flagship DDO, resiniferatoxin.
从结构和功能的角度来看，大型的瑞香烷二萜原酸酯（DDO）家族代表了一类真正非凡的天然产物。作为治疗疼痛、神经退行性疾病、HIV/AIDS 和癌症的有效先导化合物，它们的药用潜力仍在深入研究中，但 DDO 天然产物的合成途径仍然很少。在此，我们报告了一种独特的方法来合成这类复杂的二萜，其中包括标志性的 DDO，瑞香毒素的 15 步全合成。
