RRC ID 74897
Author Miyamoto Y, Iwasaki A, Fujimura H, Kudo C, Kurisawa N, Ohno O, Suenaga K.
Title Total Synthesis of Caldorazole, a Potent Mitochondrial Respiratory Chain Inhibitor without Chiral Centers.
Journal J Org Chem
Abstract Caldorazole (1) is a novel polyketide that was isolated from a marine cyanobacterium in 2022. It is a unique natural product that exhibits potent inhibitory activity against mitochondrial respiratory chain complex I despite having no chiral centers. To establish a method for obtaining caldorazole without relying on biological resources and for constructing a useful synthetic route for studies of its structure-activity relationship, we achieved the first total synthesis of caldorazole using a convergent synthetic route.
Volume 88(5)
Pages 3208-3216
Published 2023-3-3
DOI 10.1021/acs.joc.2c03007
PMID 36800251
MeSH Cyanobacteria* Electron Transport Polyketides* / pharmacology Stereoisomerism Structure-Activity Relationship
IF 4.335
Resource
Human and Animal Cells HeLa