(Iso)Quinoline–Artemisinin Hybrids Prepared through Click Chemistry: Highly Potent Agents against Viruses

Capci Karagöz A, Lorion MM, Mai C, Hahn F, Hodek J, Wangen C, Weber J, Marschall M, Ackermann L, Tsogoeva S (2020)

Publication Type: Journal article

Publication year: 2020

Journal

DOI: 10.1002/chem.202001803

Abstract

Viral infections cause life-threatening diseases in millions of people worldwide every year and there is an urgent need for new, effective antiviral drugs. Hybridization of two chemically diverse compounds into a new bioactive effector product is a successful concept to improve the properties of a hybrid drug relative to the parent compounds. In this study, (iso)quinoline–artemisinin hybrids, obtained through copper-catalyzed azide–alkyne cycloaddition or metal-free click reactions (in organic solvents or in the presence of water), were analyzed in vitro, for the first time, for their inhibitory activity against human cytomegalovirus (HCMV), relative to their parent compounds and the reference drug ganciclovir. EC50 (HCMV) values were obtained in a range 0.22–1.20 μm, which indicated highly potent antiviral properties in the absence of cytotoxic effects on normal cells (CC50>100 μm). The most active hybrid, 1 (EC50=0.22 μm), is 25 times more potent than its parent compound artesunic acid (EC50=5.41 μm) and 12 times more efficient than the standard drug ganciclovir (EC50=2.6 μm). Interestingly, hybrid 1 also shows inhibitory activity against hepatitis B virus in vitro (EC50 (HBeAg)=2.57 μm).

Authors with CRIS profile

Involved external institutions

Georg-August-Universität Göttingen Germany (DE) Institute of Organic Chemistry and Biochemistry of the CAS Czech Republic (CZ)

How to cite

APA:

Capci Karagöz, A., Lorion, M.M., Mai, C., Hahn, F., Hodek, J., Wangen, C.,... Tsogoeva, S. (2020). (Iso)Quinoline–Artemisinin Hybrids Prepared through Click Chemistry: Highly Potent Agents against Viruses. Chemistry - A European Journal. https://doi.org/10.1002/chem.202001803

MLA:

Capci Karagöz, Aysun, et al. "(Iso)Quinoline–Artemisinin Hybrids Prepared through Click Chemistry: Highly Potent Agents against Viruses." Chemistry - A European Journal (2020).

BibTeX: Download