Extreme Basicity of Biguanide Drugs in Aqueous Solutions: Ion Transfer Voltammetry and DFT Calculations

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F16%3A43902556" target="_blank" >RIV/60461373:22310/16:43902556 - isvavai.cz</a>

Alternative codes found

RIV/61388955:_____/16:00463225

Result on the web

<a href="http://pubs.acs.org/doi/pdfplus/10.1021/acs.jpca.6b04786" target="_blank" >http://pubs.acs.org/doi/pdfplus/10.1021/acs.jpca.6b04786</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1021/acs.jpca.6b04786" target="_blank" >10.1021/acs.jpca.6b04786</a>

Result language

angličtina

Original language name

Extreme Basicity of Biguanide Drugs in Aqueous Solutions: Ion Transfer Voltammetry and DFT Calculations

Original language description

Ion transfer voltammetry is used to estimate the acid dissociation constants K-a1 and K-a2 of the mono- and diprotonated forms of the biguanide drugs metformin (MF), phenformin (PF), and 1-phenylbiguanide (PB) in an aqueous solution. Measurements gave the pK(a1), values for MFH+, PFH+, and PBH+ characterizing the basicity of MF, PF, and PB, which are significantly higher than those reported in the literature. As a result, the monoprotonated forms of these biguanides should prevail in a considerably broader range of pH 1-15 (MFH+, PFH+) and 2-13 (PBH+). DFT calculations with solvent correction were performed for possible tautomeric forms of neutral, monoprotonated, and diprotonated species. Extreme basicity of all drugs is confirmed by DFT calculations of plc, for the most stable tautomers of the neutral and protonated forms with explicit water molecules in the first solvation sphere included.

Czech name

—

Czech description

—

Type

J_x - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

CEP classification

CA - Inorganic chemistry

OECD FORD branch

—

Project

<a href="/en/project/GA15-03139S" target="_blank" >GA15-03139S: New Electrophoretic Approaches in Studies of Obesity and Diabetes</a><br>

Continuities

S - Specificky vyzkum na vysokych skolach

Publication year

2016

Confidentiality

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

Name of the periodical

Journal of Physical Chemistry A

ISSN

1089-5639

e-ISSN

—

Volume of the periodical

120

Issue of the periodical within the volume

37

Country of publishing house

US - UNITED STATES

Number of pages

7

Pages from-to

7344-7350

UT code for WoS article

000384034300013

EID of the result in the Scopus database

2-s2.0-84988708744