Total Synthesis of Resiniferatoxin
Vasil H. Vasilev, Lukas Spessert, Kuan Yu, Thomas J. Maimone
Abstract
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.
Topics & Concepts
ChemistryResiniferatoxinHuman immunodeficiency virus (HIV)Total synthesisNatural productDiterpeneStereochemistryBiochemistryVirologyReceptorTransient receptor potential channelTRPV1BiologyBioactive Natural Diterpenoids ResearchPlant-based Medicinal ResearchPhytochemistry and Biological Activities