Supramolecular Encapsulation and Bioactivity Modulation of a Halonium Ion by Cucurbit[n]uril (n=7, 8)

Hang Yin (1) , Qiaoxian Huang (1) , Wenwen Zhao (1) , David Bardelang (2) , Didier Siri (2) , Xiuping Chen (1) , Simon M. Y. Lee (3) , Ruibing Wang (1)

1 Institute of Chinese Medical Sciences - State Key Laboratory of Quality Research in Chinese Medicine Taipa, Macau SAR,
2 ICR - Institut de Chimie Radicalaire
3 State Key Laboratory of Quality Research in Chinese Medicine, Institute of Chinese Medical Sciences, University of Macau, Taipa, Macau, China

This is the first time that cucurbit[7]uril and cucurbit[8]uril have been demonstrated to serve as synthetic receptors for a halonium guest species, diphenyleneiodonium, modulating its bioactivities and alleviating its cardiotoxicity, which further expands the onium family of guest molecules for the cucurbit[n]uril family and provides new insights for halonium-cucurbit[n]uril host-guest chemistry and its potential applications in pharmaceutical chemistry.

Domains: Chemical Sciences

Hang Yin, Qiaoxian Huang, Wenwen Zhao, David Bardelang, Didier Siri, et al.. Supramolecular Encapsulation and Bioactivity Modulation of a Halonium Ion by Cucurbit[n]uril (n=7, 8). Journal of Organic Chemistry, 2018, 83 (8), pp.4882--4887. ⟨10.1021/acs.joc.8b00543⟩. ⟨hal-02091914⟩