PMID- 38456379
OWN - NLM
STAT- Publisher
LR  - 20240308
IS  - 1522-2683 (Electronic)
IS  - 0173-0835 (Linking)
DP  - 2024 Mar 8
TI  - Enantioselective analysis of the pesticide imazamox after in vitro permeability 
      study in Caco-2 cells.
LID - 10.1002/elps.202300193 [doi]
AB  - Imazamox (IMX), a chiral herbicide used in cereals and oilseed crops to control 
      weeds, is commonly sold as a racemic mixture. Its enantiomers, being chiral 
      compounds, may exhibit unique properties when exposed to chiral environments. 
      While IMX enantiomers have been reported to degrade differently in soil and be 
      toxic to some species, their effects on human systems remain poorly understood. 
      This study utilized Caco-2 (human colon adenocarcinoma cell line) cells to assess 
      the in vitro permeability of a racemic mixture of IMX and its isolated 
      enantiomers. Additionally, the study aimed to evaluate whether the metabolite 
      imazamox-O-desmethyl (IMX-D) forms during the permeability process. An 
      enantioselective chromatographic method was developed, fully validated, and the 
      apparent permeability values were obtained. The apparent permeability of rac-IMX, 
      (+)-IMX, and (-)-IMX was determined to be 4.15 x 10(-5) , 5.78 x 10(-5) , and 
      7.33 x 10(-5 ) cm s(-1) , respectively. These findings suggest that IMX exhibits 
      high intestinal permeability, with an enantioselective absorption for (-)-IMX as 
      compared to (+)-IMX. Finally, the permeability study in Caco-2 cells revealed 
      that the metabolite IMX-D was not generated.
CI  - (c) 2024 Wiley-VCH GmbH.
FAU - Serpellone, Carolina Oliveira
AU  - Serpellone CO
AD  - Departamento de Quimica, Faculdade de Filosofia, Ciencias e Letras de Ribeirao 
      Preto, Universidade de Sao Paulo, Ribeirao Preto, Brazil.
FAU - Barbetta, Maike Felipe Santos
AU  - Barbetta MFS
AD  - Departamento de Quimica, Faculdade de Filosofia, Ciencias e Letras de Ribeirao 
      Preto, Universidade de Sao Paulo, Ribeirao Preto, Brazil.
FAU - Perovani, Icaro Salgado
AU  - Perovani IS
AD  - Departamento de Quimica, Faculdade de Filosofia, Ciencias e Letras de Ribeirao 
      Preto, Universidade de Sao Paulo, Ribeirao Preto, Brazil.
FAU - Ballestero, Giulia
AU  - Ballestero G
AD  - Laboratory of Research, Development and Innovation, ELEVE Science, Ribeirao 
      Preto, Sao Paulo, Brazil.
FAU - de Albuquerque, Nayara Cristina Perez
AU  - de Albuquerque NCP
AD  - Laboratory of Research, Development and Innovation, ELEVE Science, Ribeirao 
      Preto, Sao Paulo, Brazil.
FAU - de Oliveira, Anderson Rodrigo Moraes
AU  - de Oliveira ARM
AUID- ORCID: 0000-0002-5305-8957
AD  - Departamento de Quimica, Faculdade de Filosofia, Ciencias e Letras de Ribeirao 
      Preto, Universidade de Sao Paulo, Ribeirao Preto, Brazil.
AD  - National Institute for Alternative Technologies of Detection, Toxicological 
      Evaluation and Removal of Micropollutants and Radioactives (INCT-DATREM), Unesp, 
      Institute of Chemistry, Araraquara, Sao Paulo, Brazil.
LA  - eng
GR  - 001/Coordenacao de Aperfeicoamento de Pessoal de Nivel Superior/
GR  - 2014/50945-4/Fundacao de Amparo a Pesquisa do Estado de Sao Paulo/
GR  - 2021/10098-4/Fundacao de Amparo a Pesquisa do Estado de Sao Paulo/
GR  - 306186/2021-7/Conselho Nacional de Desenvolvimento Cientifico e Tecnologico/
GR  - INCT-DATREM/Conselho Nacional de Desenvolvimento Cientifico e Tecnologico/
GR  - 465571/2014-0/Conselho Nacional de Desenvolvimento Cientifico e Tecnologico/
PT  - Journal Article
DEP - 20240308
PL  - Germany
TA  - Electrophoresis
JT  - Electrophoresis
JID - 8204476
SB  - IM
OTO - NOTNLM
OT  - Caco-2 cells
OT  - chiral HPLC
OT  - imazamox
OT  - permeability
OT  - pesticide
EDAT- 2024/03/08 06:43
MHDA- 2024/03/08 06:43
CRDT- 2024/03/08 05:53
PHST- 2024/02/19 00:00 [revised]
PHST- 2023/08/31 00:00 [received]
PHST- 2024/02/22 00:00 [accepted]
PHST- 2024/03/08 06:43 [medline]
PHST- 2024/03/08 06:43 [pubmed]
PHST- 2024/03/08 05:53 [entrez]
AID - 10.1002/elps.202300193 [doi]
PST - aheadofprint
SO  - Electrophoresis. 2024 Mar 8. doi: 10.1002/elps.202300193.