Year: 2024
Type: article
Abstract: Accelerated SuFEx Click Chemistry (ASCC) is a powerful method for coupling aryl and alkyl alcohols with SuFEx-compatible functional groups. With its hallmark favorable kinetics and exceptional product yields, ASCC streamlines the synthetic workflow, simplifies the purification process, and is ideally suited for discovering functional molecules. We showcase the versatility and practicality of the ASCC reaction as a tool for the late-stage derivatization of bioactive molecules and in the array synthesis of sulfonate-linked, high-potency, microtubule targeting agents (MTAs) that exhibit nanomolar anticancer activity against multidrug-resistant cancer cell lines. These findings underscore ASCC's promise as a robust platform for drug discovery.
Source: Chemical Science
DOI: 10.1039/d3sc05729a
Authors: Joshua A. Homer, Rebecca A. Koelln, Andrew S. Barrow, Timothy L. Gialelis, Zlata Boiarska, Nikita S. Steinohrt, Erinna F. Lee, Wen-Hsuan Yang, Robert M. Johnson, Taemoon Chung, Amber N. Habowski, Dharmendra S. Vishwakarma, Debmalya Bhunia, Charlotte Avanzi, Adam D. Moorhouse, Mary Jackson, David A. Tuveson, Scott K. Lyons, Michael J. Lukey, W. Douglas Fairlie, Shozeb M. Haider, Michel O. Steinmetz, Andrea E. Prota, John E. Moses
Institutions: Cold Spring Harbor Laboratory, Cancer Center at Cold Spring Harbor Laboratory, La Trobe University, University of Milan, Paul Scherrer Institute, Olivia Newton-John Cancer Research Institute, Colorado State University, UCL School of Pharmacy, University College London, University of Basel
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: diamond
Funders: National Science Foundation, U.S. Department of Defense, American Cancer Society, New York Community Trust, F. M. Kirby Foundation, Lustgarten Foundation, University of Minnesota, Victorian Cancer Agency, Starr Foundation, Marshfield Clinic Research Foundation, METAvivor, Cold Spring Harbor Laboratory, James N. Kirby Foundation, Swim Across America, Northwell Health, European Commission, La Trobe University, Schweizerischer Nationalfonds zur Förderung der Wissenschaftlichen Forschung, National Institutes of Health, Horizon 2020 Framework Programme, Australian Research Council, National Cancer Institute, National Institute of General Medical Sciences, Congressionally Directed Medical Research Programs
Awards: G1140426539, G1276317268, G1413661105, Developing next generation click chemistry, G2001806450, G2188020438, G2628320362, Advancing therapeutic potential of WEE kinase inhibition in pancreatic cancer, G3080864901, G3345895242, G3844315944, G4373432326, G4583793661, G4937468798, G5230563463, Tuning Tubulin Dynamics and Interactions to Face Neurotoxicity: a Multidisciplinary Approach for Training and Research, G5753238768, G6281504974, G666505512, G7628805400, G7922089724, G7984235579, G8289926022, Strategies to Target Metabolic Addictions in Brain Metastatic Breast Cancer, Structure-activity relationship of microtubule regulators, G8512683158, G8690818240, G8858395165, G9000087247, G9000279778
OpenAlex ID: W4392369686