Cyanine-flavonol hybrids as NIR-light activatable carbon monoxide donors in methanol and aqueous solutions

YANG, Qiuyun, Lucie MUCHOVA, Lenka ŠTACKOVÁ, Peter ŠTACKO, Vladimír ŠINDELÁŘ, Libor VÍTEK and Petr KLÁN. Cyanine-flavonol hybrids as NIR-light activatable carbon monoxide donors in methanol and aqueous solutions. Chemical Communications. Cambridge: Royal Society of Chemistry, 2022, vol. 58, No 64, p. 8958-8961. ISSN 1359-7345. Available from: https://dx.doi.org/10.1039/d2cc02648a.

Basic information

• Original name: Cyanine-flavonol hybrids as NIR-light activatable carbon monoxide donors in methanol and aqueous solutions
• Authors: YANG, Qiuyun (156 China, belonging to the institution), Lucie MUCHOVA, Lenka ŠTACKOVÁ (203 Czech Republic, belonging to the institution), Peter ŠTACKO (703 Slovakia, belonging to the institution), Vladimír ŠINDELÁŘ (203 Czech Republic, belonging to the institution), Libor VÍTEK (203 Czech Republic) and Petr KLÁN (203 Czech Republic, guarantor, belonging to the institution).
• Edition: Chemical Communications, Cambridge, Royal Society of Chemistry, 2022, 1359-7345.

Other information

• Original language: English
• Type of outcome: Article in a journal
• Field of Study: 10400 1.4 Chemical sciences
• Country of publisher: United Kingdom of Great Britain and Northern Ireland
• Confidentiality degree: is not subject to a state or trade secret
• WWW: URL
• Impact factor: Impact factor: 4.900
• RIV identification code: RIV/00216224:14310/22:00126767
• Organization unit: Faculty of Science
• Doi: http://dx.doi.org/10.1039/d2cc02648a
• UT WoS: 000827757700001
• Keywords in English: MECHANISMS; MOLECULES; ACID; DYES
• Tags: rivok
• Tags: International impact, Reviewed

Abstract

Here we report on carbon monoxide-photoreleasable compounds (photoCORMs) that combine heptamethine cyanine and flavonol chromophores and are activated upon irradiation with near-infrared light. Excellent CO-release yields and uncaging cross sections in aqueous solutions, enhanced water solubilities thanks to polar substituents or a host-guest approach using cucurbit[7]uril are demonstrated. The hybrids display outstanding biocompatibility and diverse, structure-dependent cell penetrability and internalization.

Links

• EF17_043/0009632, research and development project: Name: CETOCOEN Excellence
• GA21-01799S, research and development project: Name: Flavonoidy jako unikátní třída molekul fotochemicky uvolňujících oxid uhelnatý

Investor: Czech Science Foundation

• LM2018121, research and development project: Name: Výzkumná infrastruktura RECETOX (Acronym: RECETOX RI)

Investor: Ministry of Education, Youth and Sports of the CR, RECETOX RI

• 857560, interní kód MU(CEP code: EF17_043/0009632): Name: CETOCOEN Excellence (Acronym: CETOCOEN Excellence)

Investor: European Union, Spreading excellence and widening participation