Cyclooctatetraene: A Bioactive Cubane Paradigm Complement

Autor: Andy Kuo, Xuejie Chen, James J. De Voss, Maree T. Smith, Paul V. Bernhardt, G. Paul Savage, Craig M. Williams, Jed M. Burns, Cody‐Ellen P. Murray, Thomas H. J. Burne, Kara N. Jaeschke, Gimme H. Walter, Jian Ke Tie, John Tsanaktsidis, James S. McCarthy, Cielo Pasay, Tyler Fahrenhorst-Jones, Glen M. Boyle, Da-Yun Jin, Sevan D. Houston, Sussan Ghassabian, Kyna-Anne Conn, Hui Xing
Rok vydání: 2018
Předmět:
Zdroj: Chemistry (Weinheim an der Bergstrasse, Germany). 25(11)
ISSN: 1521-3765
Popis: Cubane was recently validated as a phenyl ring (bio)isostere, but highly strained caged carbocyclic systems lack π character, which is often critical for mediating key biological interactions. This electronic property restriction associated with cubane has been addressed herein with cyclooctatetraene (COT), using known pharmaceutical and agrochemical compounds as templates. COT either out performed or matched cubane in multiple cases suggesting that versatile complementarity exists between the two systems for enhanced bioactive molecule discovery.
Databáze: OpenAIRE