Related Experiment Video
Updated: Aug 16, 2026

Structure-Guided Design and Development of Novel Cyclophilin A Inhibitors and Ganoderiol-F Derivatives: An In-Silico Approach
Published on: June 23, 2026
Entry into C1 Hydroxylated Discorhabdins
Alina J Cook1, Brandon C Derstine1, Cameron B Loughney1
1Department of Chemistry, Stanford University, Stanford, California94305, United States.
Abstract:
The discorhabdins are a unique class of marine natural products that have emerged as promising hypoxia-inducible factor 1 inhibitors. Despite the most potent discorhabdin possessing C1 hydroxylation, there remain no syntheses that install this functionality. Herein we report the facile and stereoselective installation of this distinctive alcohol, and the synthesis of 14-bromo-1-hydroxydiscorhabdin V. This represents the first example of C1 alcohol installation on the discorhabdin framework, enabling newfound access to hydroxylated discorhabdins and analogs.
Related Concept Videos
Preparation of Diols and Pinacol Rearrangement
The reaction begins with transferring a proton from the acid catalyst to one of the hydroxyl groups, producing an oxonium ion.
Receptor-mediated Endocytosis
Regioselectivity and Stereochemistry of Acid-Catalyzed Hydration
Woodward–Hoffmann Selection Rules and Microscopic Reversibility