Eco-friendly synthesis of pyrimidines and its derivatives: A review on broad spectrum bioactive moiety with huge therapeutic profile

Jubeen, Farhat; Iqbal, Sania Zafar; Shafiq, Nusrat; Khan, Maryam; Parveen, Shahida; Iqbal, Munawar; Nazir, Arif

doi:10.1080/00397911.2017.1408840

Cited by 42 publications

(27 citation statements)

References 31 publications

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“…The chemistry of nitrogen-containing heterocyclic compounds has attracted the attention of the scientific community for over a century. Many compounds of this class are bioactive (Jubeen et al, 2018) and show promising pharmacological properties (Alcaide et al, 2016;Varano et al, 2016). Among these, numerous pyrimidine derivatives have been studied extensively in the context of synthetic organic chemistry and coordination chemistry (Kaim, 2002).…”

Section: Chemical Contextmentioning

confidence: 99%

Crystal structure and Hirshfeld surface analysis of 3,6-bis(pyrimidin-2-yl)-1,4-dihydro-1,2,4,5-tetrazine dihydrate

2020

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In the title compound, C10H8N8·2H2O or H2bmtz·2H2O [bmtz = 3,6-bis(2′-pyrimidyl)-1,2,4,5-tetrazine], the asymmetric unit consists of one-half molecule of H2bmtz and one water molecule, the whole H2bmtz molecule being generated by a crystallographic twofold rotation axis passing through the middle point of the 1,4-dihydro-1,2,4,5-tetrazine moiety. In the crystal, N—H...O, N—H...N, O—H...O hydrogen bonds and aromatic π–π stacking interactions link the components into a three-dimensional supramolecular network. Hirshfeld surface analysis was used to further investigate the intermolecular interactions in the crystal structure.

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Section: Chemical Contextmentioning

confidence: 99%

Crystal structure and Hirshfeld surface analysis of 3,6-bis(pyrimidin-2-yl)-1,4-dihydro-1,2,4,5-tetrazine dihydrate

2020

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“…Several derivatives of pyrimidine have been employed in the synthesis of compounds with notable antimicrobial activity [ 45 ]. Therefore, the sulfenic acid/thiol condensation was used to prepare a small collection of mono-, di-, and tri-pyrimidine-derived disulfides [ 46 ] to be subjected to a biological screening against various pathogens.…”

Section: Pyrimidine-derived Disulfidesmentioning

confidence: 99%

Transient Sulfenic Acids in the Synthesis of Biologically Relevant Products

et al. 2018

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Sulfenic acids as small molecules are too unstable to be isolated and their transient nature offers the possibility to involve them in concerted processes that lead to the obtainment of functional groups such as sulfoxides, sulfones, and disulfides. All these functions are present in a number of natural and synthetic drugs and can represent structural motives inducing biologically relevant properties. In this small review the generation and reactions of sulfenic acid bearing naturally occurring residues are described. Carbohydrate and aminoacid-derived sulfenic acids have been used in concerted addition with triple bonds to obtain alliin derivatives and thiosugars in enantiomerically pure form. Glycoconjugates with sulfinyl, sulfonyl, and disulfane functional groups and pyridine-derived disulfides have been obtained from bis- and tris-sulfinyl precursors of sulfenic acids. Small families of such compounds have been subjected to preliminary biological tests. Starting from the evidence that the control of molecular architecture and the presence of suitable functional groups can play a significant role on the exhibition of biological properties, apoptotic effects on malignant cells by glycoconjugates and inhibitory activity against the important human pathogen S. aureus by pyrimidine-derived disulfides have been found.

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“…Several derivatives of pyrimidine have been employed in the synthesis of compounds with notable antimicrobial activity [41]. Therefore, the sulfenic acid/thiol condensation was used to prepare a small collection of mono, di, and tri-pyrimidine-derived disulfides [42] to be subjected to a biological screening against various pathogens.…”

Section: Pyrimidine-derived Disulfidesmentioning

confidence: 99%

Transient Sulfenic Acids in the Synthesis of Biologically Relevant Products

Barattucci

Aversa

Mancuso

et al. 2018

Preprint

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Sulfenic acids as small molecules are too unstable to be isolated and their transient nature offers the possibility to involve them in concerted processes that lead to the obtainment of functional groups such as sulfoxides, sulfones and disulfides. All these functions are present in a number of natural and synthetic drugs and can represent structural motives inducing biological relevant properties. In this small review the generation and reactions of sulfenic acid bearing naturally occurring residues are described. Carbohydrate and aminoacid-derived sulfenic acids have been used in concerted addition to triple bonds to obtain alliin derivatives and thiosugars in enantiomerically pure form. Glycoconjugates with sulfinyl, sulfonyl and disulfane functional groups and pyridine-derived disulfides have been obtained from bis and tris-sulfinyl precursors of sulfenic acids. Small families of such compounds have been subjected to preliminary biological tests. Starting from the evidence that the control of molecular architecture and the presence of suitable functional groups can play a significant role on the exhibition of biological properties, apoptotic effects on malignant cells by glycoconjugates and inhibitory activity against the important human pathogen S. aureus by pyrimidine-derived disulfides have been found.

show abstract

Eco-friendly synthesis of pyrimidines and its derivatives: A review on broad spectrum bioactive moiety with huge therapeutic profile

Cited by 42 publications

References 31 publications

Crystal structure and Hirshfeld surface analysis of 3,6-bis(pyrimidin-2-yl)-1,4-dihydro-1,2,4,5-tetrazine dihydrate

Crystal structure and Hirshfeld surface analysis of 3,6-bis(pyrimidin-2-yl)-1,4-dihydro-1,2,4,5-tetrazine dihydrate

Transient Sulfenic Acids in the Synthesis of Biologically Relevant Products

Transient Sulfenic Acids in the Synthesis of Biologically Relevant Products

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