Solid and solution NMR studies of the complexation of Ag+ with the trans isomer of captopril: Biological activities of this high blood pressure drug along with its Ag+ complex

Anvarhusein A. Isab; Mohamed I.M. Wazeer

doi:10.1016/j.saa.2005.10.030

Solid and solution NMR studies of the complexation of Ag⁺ with the trans isomer of captopril: Biological activities of this high blood pressure drug along with its Ag⁺ complex

Anvarhusein A. Isab^*, Mohamed I.M. Wazeer

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

11 Scopus citations

Abstract

Complexation of Ag⁺ with captopril, 1-[(2S)-3-mercapto-2-methylpropionyl]-l-proline, has been studied by ¹H and ¹³C-NMR spectroscopy. The equilibrium constants for the trans to cis isomers of captopril bound to Ag⁺ were measured by ¹H NMR spectroscopy. It is observed that the trans isomer of the drug binds more strongly to Ag⁺ between pH 5 and 8, as shown by the broadening of the trans isomer's resonances in ¹³C NMR spectra on complexation. A monodentate complexation of the trans captopril with Ag⁺ via the thiol site is proposed based on the solid-state NMR and IR data. A superior antimicrobial activity is exhibited by the Cap-Ag(I) complex compared to captopril ligand itself against Heterotrotropic Plate Counts (HPC), Pseudomonas aeruginosa and Fecal streptococcus bacteria.

Original language	English
Pages (from-to)	191-195
Number of pages	5
Journal	Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy
Volume	65
Issue number	1
DOIs	https://doi.org/10.1016/j.saa.2005.10.030
State	Published - Sep 2006

Bibliographical note

Funding Information:
This research was supported by the Research Committee of the King Fahd University of Petroleum and Minerals, Dhahran, Saudi Arabia (SABIC 2004-01). We thank the Bristol–Myer Squibb Institute for Medical Research, Princeton, NJ, for their generous gift of captopril.

Keywords

Ag(I)-captopril complex
Antimicrobial Activity
CP MAS of Ag(I)-captopril
Captopril

ASJC Scopus subject areas

Analytical Chemistry
Atomic and Molecular Physics, and Optics
Instrumentation
Spectroscopy

Access to Document

10.1016/j.saa.2005.10.030

Cite this

@article{ae390c5c0d24469584337c1f9be1208a,

title = "Solid and solution NMR studies of the complexation of Ag+ with the trans isomer of captopril: Biological activities of this high blood pressure drug along with its Ag+ complex",

abstract = "Complexation of Ag+ with captopril, 1-[(2S)-3-mercapto-2-methylpropionyl]-l-proline, has been studied by 1H and 13C-NMR spectroscopy. The equilibrium constants for the trans to cis isomers of captopril bound to Ag+ were measured by 1H NMR spectroscopy. It is observed that the trans isomer of the drug binds more strongly to Ag+ between pH 5 and 8, as shown by the broadening of the trans isomer's resonances in 13C NMR spectra on complexation. A monodentate complexation of the trans captopril with Ag+ via the thiol site is proposed based on the solid-state NMR and IR data. A superior antimicrobial activity is exhibited by the Cap-Ag(I) complex compared to captopril ligand itself against Heterotrotropic Plate Counts (HPC), Pseudomonas aeruginosa and Fecal streptococcus bacteria.",

keywords = "Ag(I)-captopril complex, Antimicrobial Activity, CP MAS of Ag(I)-captopril, Captopril",

author = "Isab, \{Anvarhusein A.\} and Wazeer, \{Mohamed I.M.\}",

note = "Funding Information: This research was supported by the Research Committee of the King Fahd University of Petroleum and Minerals, Dhahran, Saudi Arabia (SABIC 2004-01). We thank the Bristol–Myer Squibb Institute for Medical Research, Princeton, NJ, for their generous gift of captopril. ",

year = "2006",

month = sep,

doi = "10.1016/j.saa.2005.10.030",

language = "English",

volume = "65",

pages = "191--195",

journal = "Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy",

issn = "1386-1425",

publisher = "Elsevier B.V.",

number = "1",

}

Solid and solution NMR studies of the complexation of Ag⁺ with the trans isomer of captopril: Biological activities of this high blood pressure drug along with its Ag⁺ complex. / Isab, Anvarhusein A.; Wazeer, Mohamed I.M.
In: Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, Vol. 65, No. 1, 09.2006, p. 191-195.

Research output: Contribution to journal › Article › peer-review

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AU - Isab, Anvarhusein A.

AU - Wazeer, Mohamed I.M.

N1 - Funding Information: This research was supported by the Research Committee of the King Fahd University of Petroleum and Minerals, Dhahran, Saudi Arabia (SABIC 2004-01). We thank the Bristol–Myer Squibb Institute for Medical Research, Princeton, NJ, for their generous gift of captopril.

PY - 2006/9

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N2 - Complexation of Ag+ with captopril, 1-[(2S)-3-mercapto-2-methylpropionyl]-l-proline, has been studied by 1H and 13C-NMR spectroscopy. The equilibrium constants for the trans to cis isomers of captopril bound to Ag+ were measured by 1H NMR spectroscopy. It is observed that the trans isomer of the drug binds more strongly to Ag+ between pH 5 and 8, as shown by the broadening of the trans isomer's resonances in 13C NMR spectra on complexation. A monodentate complexation of the trans captopril with Ag+ via the thiol site is proposed based on the solid-state NMR and IR data. A superior antimicrobial activity is exhibited by the Cap-Ag(I) complex compared to captopril ligand itself against Heterotrotropic Plate Counts (HPC), Pseudomonas aeruginosa and Fecal streptococcus bacteria.

AB - Complexation of Ag+ with captopril, 1-[(2S)-3-mercapto-2-methylpropionyl]-l-proline, has been studied by 1H and 13C-NMR spectroscopy. The equilibrium constants for the trans to cis isomers of captopril bound to Ag+ were measured by 1H NMR spectroscopy. It is observed that the trans isomer of the drug binds more strongly to Ag+ between pH 5 and 8, as shown by the broadening of the trans isomer's resonances in 13C NMR spectra on complexation. A monodentate complexation of the trans captopril with Ag+ via the thiol site is proposed based on the solid-state NMR and IR data. A superior antimicrobial activity is exhibited by the Cap-Ag(I) complex compared to captopril ligand itself against Heterotrotropic Plate Counts (HPC), Pseudomonas aeruginosa and Fecal streptococcus bacteria.

KW - Ag(I)-captopril complex

KW - Antimicrobial Activity

KW - CP MAS of Ag(I)-captopril

KW - Captopril

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