Hydrogen sulphide-triggered theranostic prodrugs based on the dynamic chemistry of tetrazines

Marcelle D. Perretti; Yaiza Pérez-Pérez; Kevin Soler-Carracedo; Endika Martín-Encinas; Concepción Alonso; Jimena Scoccia; Romen Carrillo

doi:10.1039/D2CC01170K

Hydrogen sulphide-triggered theranostic prodrugs based on the dynamic chemistry of tetrazines†

Marcelle D. Perretti,‡^ab Yaiza Pérez-Pérez,‡^a Kevin Soler-Carracedo,^c Endika Martín-Encinas,^d Concepción Alonso,

*^d Jimena Scoccia

*^b and Romen Carrillo

*^ab

Author affiliations

* Corresponding authors

^a Instituto de Productos Naturales y Agrobiología (IPNA-CSIC), Avenida Astrofísico Francisco Sánchez 3, La Laguna, Spain
E-mail: rcarrillo@ipna.csic.es

^b Instituto Universitario de Bio-Orgánica “Antonio González”, Universidad de La Laguna, Avenida Astrofísico Francisco Sánchez 2, P.O. Box 456, La Laguna, Spain
E-mail: jscoccia@ull.es

^c Departamento de Física, Universidad de La Laguna, Apdo. 456, San Cristóbal de La Laguna, Santa Cruz de Tenerife, Spain

^d Department of Organic Chemistry I, Faculty of Pharmacy and Lascaray Research Center, University of Basque Country (UPV/EHU), 01006 Vitoria-Gasteiz, Spain
E-mail: concepcion.alonso@ehu.eus

Abstract

Dynamic nucleophilic aromatic substitution of tetrazines (S_NTz) has been employed to build theranostic prodrugs that are activated by hydrogen sulfide. H₂S is typically found in high concentrations in some kinds of cancer cells and it is able to trigger the disassembly of tetrazine prodrugs. In such a way, a dual release of drugs and/or fluorescent compounds can be selectively triggered.

This article is part of the themed collection: 2022 Pioneering Investigators

Supplementary files

Article information

DOI: https://doi.org/10.1039/D2CC01170K
Article type: Communication
Submitted: 25 Feb 2022
Accepted: 08 Apr 2022
First published: 08 Apr 2022
This article is Open Access

Download Citation

Chem. Commun., 2022,58, 5518-5521

Permissions

Request permissions

Hydrogen sulphide-triggered theranostic prodrugs based on the dynamic chemistry of tetrazines

M. D. Perretti, Y. Pérez-Pérez, K. Soler-Carracedo, E. Martín-Encinas, C. Alonso, J. Scoccia and R. Carrillo, Chem. Commun., 2022, 58, 5518 DOI: 10.1039/D2CC01170K

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

Chemical Communications

Hydrogen sulphide-triggered theranostic prodrugs based on the dynamic chemistry of tetrazines†

Abstract

Supplementary files

Article information

Download Citation

Permissions

Hydrogen sulphide-triggered theranostic prodrugs based on the dynamic chemistry of tetrazines

Social activity

Search articles by author

Spotlight

Advertisements