DMAP and HMTA manganese(III) meso-tetraphenylporphyrin-based coordination complexes: Syntheses, physicochemical properties, structural and biological activities

Hayfa Mkacher; Fadia Ben Taheur; Nesrine Amiri; Albandary Almahri; Frédérique Loiseau; Florian Molton; Emiliano Martinez Vollbert; Thierry Roisnel; Ilona Turowska-Tyrk; Habib Nasri

doi:10.1016/j.ica.2022.121278

DMAP and HMTA manganese(III) meso-tetraphenylporphyrin-based coordination complexes: Syntheses, physicochemical properties, structural and biological activities

Hayfa Mkacher
, Fadia Ben Taheur
, Nesrine Amiri
, Albandary Almahri
, Frédérique Loiseau
, Florian Molton
, Emiliano Martinez Vollbert
, Thierry Roisnel
, Ilona Turowska-Tyrk
, Habib Nasri

Chemistry

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

6 Scopus citations

Abstract

The reactions of the (triflato)(meso-tetra(para-methoxyphenyl)porphyrinato)manganese(III) ([Mn^III(TMPP)(SO₃CF₃)] complex with an excess of 4-dimethylaminopyridine (DMAP) and hexamethylenetetramine (HMTA) have been examined. These reactions yield crystalline [Mn^III(TMPP)(DMAP)₂](0.1Cl)(0.9SO₃CF₃)^•2CHCl₃ (I) and [Mn^III(TMPP)(HMTA)₂](SO₃CF₃)^•2CH₂Cl₂ (II) complexes, respectively. The hyper d-type electronic spectra of I-II are characteristic for high-spin (S = 2) Mn(III) metalloporphyrins with very redshifted Soret bands. A cyclic voltammetry investigation was carried out on these two Mn(III) coordination compounds. The crystal structures of the solid complexes I-II were determined by X-ray single-crystal diffraction and elucidated by Hirshfeld surface approach. Furthermore, bioactivity of the H₂TMPP free base, the [Mn^III(TMPP)(SO₃CF₃)] starting material and complexes I-II, was assessed by a set of in vitro tests checking for antioxidant, antibacterial and antifungal (against several strains) effects.

Original language	English
Article number	121278
Journal	Inorganica Chimica Acta
Volume	545
DOIs	https://doi.org/10.1016/j.ica.2022.121278
State	Published - 24 Jan 2023

Keywords

Biological activities
Cyclic voltammetry
Manganese(III) porphyrin complexes
UV/Vis spectroscopy
X-ray molecular structure

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10.1016/j.ica.2022.121278

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Mkacher, H., Taheur, F. B., Amiri, N., Almahri, A., Loiseau, F., Molton, F., Vollbert, E. M., Roisnel, T., Turowska-Tyrk, I., & Nasri, H. (2023). DMAP and HMTA manganese(III) meso-tetraphenylporphyrin-based coordination complexes: Syntheses, physicochemical properties, structural and biological activities. Inorganica Chimica Acta, 545, Article 121278. https://doi.org/10.1016/j.ica.2022.121278

@article{97db11af4e994e43bb2d4a8c87a243d9,

title = "DMAP and HMTA manganese(III) meso-tetraphenylporphyrin-based coordination complexes: Syntheses, physicochemical properties, structural and biological activities",

abstract = "The reactions of the (triflato)(meso-tetra(para-methoxyphenyl)porphyrinato)manganese(III) ([MnIII(TMPP)(SO3CF3)] complex with an excess of 4-dimethylaminopyridine (DMAP) and hexamethylenetetramine (HMTA) have been examined. These reactions yield crystalline [MnIII(TMPP)(DMAP)2](0.1Cl)(0.9SO3CF3)•2CHCl3 (I) and [MnIII(TMPP)(HMTA)2](SO3CF3)•2CH2Cl2 (II) complexes, respectively. The hyper d-type electronic spectra of I-II are characteristic for high-spin (S = 2) Mn(III) metalloporphyrins with very redshifted Soret bands. A cyclic voltammetry investigation was carried out on these two Mn(III) coordination compounds. The crystal structures of the solid complexes I-II were determined by X-ray single-crystal diffraction and elucidated by Hirshfeld surface approach. Furthermore, bioactivity of the H2TMPP free base, the [MnIII(TMPP)(SO3CF3)] starting material and complexes I-II, was assessed by a set of in vitro tests checking for antioxidant, antibacterial and antifungal (against several strains) effects.",

keywords = "Biological activities, Cyclic voltammetry, Manganese(III) porphyrin complexes, UV/Vis spectroscopy, X-ray molecular structure",

author = "Hayfa Mkacher and Taheur, \{Fadia Ben\} and Nesrine Amiri and Albandary Almahri and Fr{\'e}d{\'e}rique Loiseau and Florian Molton and Vollbert, \{Emiliano Martinez\} and Thierry Roisnel and Ilona Turowska-Tyrk and Habib Nasri",

note = "Publisher Copyright: {\textcopyright} 2022 Elsevier B.V.",

year = "2023",

month = jan,

day = "24",

doi = "10.1016/j.ica.2022.121278",

language = "English",

volume = "545",

journal = "Inorganica Chimica Acta",

issn = "0020-1693",

publisher = "Elsevier B.V.",

}

Mkacher, H, Taheur, FB, Amiri, N, Almahri, A, Loiseau, F, Molton, F, Vollbert, EM, Roisnel, T, Turowska-Tyrk, I & Nasri, H 2023, 'DMAP and HMTA manganese(III) meso-tetraphenylporphyrin-based coordination complexes: Syntheses, physicochemical properties, structural and biological activities', Inorganica Chimica Acta, vol. 545, 121278. https://doi.org/10.1016/j.ica.2022.121278

TY - JOUR

T1 - DMAP and HMTA manganese(III) meso-tetraphenylporphyrin-based coordination complexes

T2 - Syntheses, physicochemical properties, structural and biological activities

AU - Mkacher, Hayfa

AU - Taheur, Fadia Ben

AU - Amiri, Nesrine

AU - Almahri, Albandary

AU - Loiseau, Frédérique

AU - Molton, Florian

AU - Vollbert, Emiliano Martinez

AU - Roisnel, Thierry

AU - Turowska-Tyrk, Ilona

AU - Nasri, Habib

PY - 2023/1/24

Y1 - 2023/1/24

N2 - The reactions of the (triflato)(meso-tetra(para-methoxyphenyl)porphyrinato)manganese(III) ([MnIII(TMPP)(SO3CF3)] complex with an excess of 4-dimethylaminopyridine (DMAP) and hexamethylenetetramine (HMTA) have been examined. These reactions yield crystalline [MnIII(TMPP)(DMAP)2](0.1Cl)(0.9SO3CF3)•2CHCl3 (I) and [MnIII(TMPP)(HMTA)2](SO3CF3)•2CH2Cl2 (II) complexes, respectively. The hyper d-type electronic spectra of I-II are characteristic for high-spin (S = 2) Mn(III) metalloporphyrins with very redshifted Soret bands. A cyclic voltammetry investigation was carried out on these two Mn(III) coordination compounds. The crystal structures of the solid complexes I-II were determined by X-ray single-crystal diffraction and elucidated by Hirshfeld surface approach. Furthermore, bioactivity of the H2TMPP free base, the [MnIII(TMPP)(SO3CF3)] starting material and complexes I-II, was assessed by a set of in vitro tests checking for antioxidant, antibacterial and antifungal (against several strains) effects.

AB - The reactions of the (triflato)(meso-tetra(para-methoxyphenyl)porphyrinato)manganese(III) ([MnIII(TMPP)(SO3CF3)] complex with an excess of 4-dimethylaminopyridine (DMAP) and hexamethylenetetramine (HMTA) have been examined. These reactions yield crystalline [MnIII(TMPP)(DMAP)2](0.1Cl)(0.9SO3CF3)•2CHCl3 (I) and [MnIII(TMPP)(HMTA)2](SO3CF3)•2CH2Cl2 (II) complexes, respectively. The hyper d-type electronic spectra of I-II are characteristic for high-spin (S = 2) Mn(III) metalloporphyrins with very redshifted Soret bands. A cyclic voltammetry investigation was carried out on these two Mn(III) coordination compounds. The crystal structures of the solid complexes I-II were determined by X-ray single-crystal diffraction and elucidated by Hirshfeld surface approach. Furthermore, bioactivity of the H2TMPP free base, the [MnIII(TMPP)(SO3CF3)] starting material and complexes I-II, was assessed by a set of in vitro tests checking for antioxidant, antibacterial and antifungal (against several strains) effects.

KW - Biological activities

KW - Cyclic voltammetry

KW - Manganese(III) porphyrin complexes

KW - UV/Vis spectroscopy

KW - X-ray molecular structure

UR - https://www.scopus.com/pages/publications/85141984327

U2 - 10.1016/j.ica.2022.121278

DO - 10.1016/j.ica.2022.121278

M3 - Article

AN - SCOPUS:85141984327

SN - 0020-1693

VL - 545

JO - Inorganica Chimica Acta

JF - Inorganica Chimica Acta

M1 - 121278

ER -

DMAP and HMTA manganese(III) meso-tetraphenylporphyrin-based coordination complexes: Syntheses, physicochemical properties, structural and biological activities

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Keywords

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