Tuning Excited-State Proton Transfer in 3-Hydroxyflavones by Inclusion into β-Cyclodextrins

Abstract

By combining fluorescence titration with molecular docking, we discovered that dodecyl fatty acid-modified 3HF-C₁₁COOH interacts strongly with β-cyclodextrin (β-CD). However, its insertion mode differs from that of unsubstituted 3HF. The β-CD-encapsulated 3HF-C₁₁COOH adopts an unfavourable conformation for excited-state intramolecular proton transfer (ESIPT), as the intramolecular hydrogen bonding is partially disrupted.

Keywords (in English)

flavonol

Author (co-authors)

First name	Last name	E-mail	ORCID ID	Academic status, position	Institution address	Author contribution(s)	Institutional affiliation
Arsenii	Snizhko	arsenii.snizhko@karazin.ua	0009-0003-2758-7972	PhD student	4 Svobody Sq., Kharkiv 61022, Ukraine	Investigation Writing – Original Draft Preparation	V. N. Karazin Kharkiv National University
Liudmyla	Chepeleva	ludmilachepeleva@karazin.ua	0000-0003-3188-3179	Senior Researcher Associate	4 Svobody Sq., Kharkiv 61022, Ukraine	Formal Analysis Investigation Methodology	V. N. Karazin Kharkiv National University
Eugene	Gladkov	eugenegladkov@gmail.com	0000-0003-3271-5062	Ph.D., Senior Research Associate	4 Svobody Sq., Kharkiv 61022, Ukraine	Investigation Writing – Original Draft Preparation	V. N. Karazin Kharkiv National University
Alexander	Kyrychenko	kyrychen@gmail.com	0000-0002-6223-0990	Dr.Sci., Head of the Department of Physical-Organic Chemistry	4 Svobody Sq., Kharkiv 61022, Ukraine	Conceptualization Supervision Visualization Writing – Review & Editing	V. N. Karazin Kharkiv National University

Manuscript file

tuning-excited-state-proton-transfer-3-hydroxyflavones-inclusion-b-cyclodextrins.docx738.41 KB