Bitterless guaifenesin prodrugs—design, synthesis, characterization, in vitro kinetics, and bitterness studies

Chemical Biology and Drug Design

Volumn 93, Issue 3, 2019, Pages 262-271

  Thawabteh, Amin ^a   Lelario, Filomena ^a   Scrano, Laura ^a   Bufo, Sabino A ^a   Nowak, Stefanie ^b   Behrens, Maik ^b,c   Di Pizio, Antonella ^c,d   Niv, Masha Y ^d   Karaman, Rafik ^a,e  

^a UNIVERSITY OF BASILICATA   (Italy)

^b GERMAN INSTITUTE OF HUMAN NUTRITION   (Germany)

^c DEUTSCHE FORSCHUNGSANSTALT FÜR LEBENSMITTELCHEMIE   (Germany)

^d HEBREW UNIVERSITY OF JERUSALEM   (Israel)

^e AL QUDS UNIVERSITY   (Palestine)

Author keywords

acid catalyzed ester hydrolysis; bitter taste; DFT calculations; guaifenesin; molecular modeling; prodrugs

Indexed keywords

ELECTROPHILE; GLUTARIC ACID; GUAIFENESIN; GUAIFENESIN DIMALEATE; GUAIFENESIN DIMALEATE ESTER; GUAIFENESIN DIMETHYL SUCCINATE; GUAIFENESIN DISUCCINATE; GUAIFENESIN GLUTARATE; GUAIFENESIN MALEATE; MALEIC ACID; NUCLEOPHILE; PRODRUG; SUCCINIC ACID; SUCCINIC ACID DIMETHYL ESTER; TASTE RECEPTOR TYPE 2 MEMBER 14; UNCLASSIFIED DRUG; G PROTEIN COUPLED RECEPTOR; TASTE RECEPTORS, TYPE 2;

ARTICLE; BITTER TASTE; CHEMICAL REACTION KINETICS; CHEMICAL STRUCTURE; DENSITY FUNCTIONAL THEORY; DRUG ANALYSIS; DRUG DESIGN; DRUG HALF LIFE; DRUG SYNTHESIS; FLUOROMETRY; FOURIER TRANSFORM ION CYCLOTRON RESONANCE MASS SPECTROMETRY; GENE; GENE ACTIVATION; GEOMETRY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HYDROLYSIS; INFRARED SPECTROSCOPY; ION TRAP MASS SPECTROMETRY; LIQUID CHROMATOGRAPHY-MASS SPECTROMETRY; MOLECULAR MODEL; NUCLEAR MAGNETIC RESONANCE IMAGING; RATE CONSTANT; TASTE BUD; THIN LAYER CHROMATOGRAPHY; CHEMISTRY; DRUG EFFECT; HALF LIFE TIME; HEK293 CELL LINE; HUMAN; KINETICS; METABOLISM; SYNTHESIS; TASTE;

DENSITY FUNCTIONAL THEORY; DRUG DESIGN; GUAIFENESIN; HALF-LIFE; HEK293 CELLS; HUMANS; HYDROLYSIS; KINETICS; PRODRUGS; RECEPTORS, G-PROTEIN-COUPLED; TASTE;

EID: 85055572967     PISSN: 17470277     EISSN: 17470285     Source Type: Journal    
DOI: 10.1111/cbdd.13409     Document Type: Article

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