Neutral and charged forms of inubosin B in aqueous solutions at different pH and on the surface of Ag nanoparticles

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F22%3A00549600" target="_blank" >RIV/61388963:_____/22:00549600 - isvavai.cz</a>

Výsledek na webu

<a href="https://doi.org/10.1016/j.molstruc.2021.131828" target="_blank" >https://doi.org/10.1016/j.molstruc.2021.131828</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1016/j.molstruc.2021.131828" target="_blank" >10.1016/j.molstruc.2021.131828</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Neutral and charged forms of inubosin B in aqueous solutions at different pH and on the surface of Ag nanoparticles

Popis výsledku v původním jazyce

One of the strategies to combat neurodegenerative diseases such as Alzheimer's and Parkinson's diseases, or to heal brain injuries is based on the regeneration of neurons. Inubosin B is acridine alkaloid with neuroregenerative potential. The understanding of its physico-chemical properties and structure in solution can be useful for drug formulations. We have determined pKa,1 5.30 and pKa,2 9.45 constants for inubosin B. The presence of both acidic and basic sites in the molecule of inubosin B does not lead to formation of zwitterion. In neutral form, inubosin B exists as “a free base”, which is lipophilic and easily extractable to chloroform and n-octanol. Moreover, by comparison of experimental and calculated UV–vis and NMR spectra, we have proven the existence of inubosin B in “free base” form and revealed the conformers of inubosin B in water. Inubosin B was adsorbed on silver surface providing the strongest surface enhanced Raman (SERS) spectrum in neutral pH. Based on relative intensity conservation and density functional theory (DFT) calculation, we propose that inubosin B is adsorbed on the silver surface in free base form.

Název v anglickém jazyce

Neutral and charged forms of inubosin B in aqueous solutions at different pH and on the surface of Ag nanoparticles

Popis výsledku anglicky

One of the strategies to combat neurodegenerative diseases such as Alzheimer's and Parkinson's diseases, or to heal brain injuries is based on the regeneration of neurons. Inubosin B is acridine alkaloid with neuroregenerative potential. The understanding of its physico-chemical properties and structure in solution can be useful for drug formulations. We have determined pKa,1 5.30 and pKa,2 9.45 constants for inubosin B. The presence of both acidic and basic sites in the molecule of inubosin B does not lead to formation of zwitterion. In neutral form, inubosin B exists as “a free base”, which is lipophilic and easily extractable to chloroform and n-octanol. Moreover, by comparison of experimental and calculated UV–vis and NMR spectra, we have proven the existence of inubosin B in “free base” form and revealed the conformers of inubosin B in water. Inubosin B was adsorbed on silver surface providing the strongest surface enhanced Raman (SERS) spectrum in neutral pH. Based on relative intensity conservation and density functional theory (DFT) calculation, we propose that inubosin B is adsorbed on the silver surface in free base form.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10403 - Physical chemistry

Projekt

Výsledek vznikl pri realizaci vícero projektů. Více informací v záložce Projekty.

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2022

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

Journal of Molecular Structure

ISSN

0022-2860

e-ISSN

1872-8014

Svazek periodika

1250

Číslo periodika v rámci svazku

2

Stát vydavatele periodika

NL - Nizozemsko

Počet stran výsledku

9

Strana od-do

131828

Kód UT WoS článku

000788003600002

EID výsledku v databázi Scopus

2-s2.0-85119197782