Abstract
With the aim of synthesizing new heterocyclic compounds and exploring biological potency, new series of chalcones, that is, 3-(2-hydroxy-5-(aryl-diazenyl)phenyl)-1-(aryl)prop-2-en-1-one and their pyrimidine derivatives, that is, 4-(2-hydroxy-5-(aryl-diazenyl)phenyl)-6-(aryl)pyrimidin-2-ols were synthesized using different aromatic amines and salicylaldehyde as starting moieties. The structures of newly synthesized compounds were confirmed using different spectroscopic techniques such as IR, 1H-NMR, 13C-NMR, and mass spectral analysis, and elemental analysis. The newly synthesized pyrimidines derivatives were screened for their in vitro antibacterial and antifungal activities. It was observed that some of the newly synthesized compounds had shown promising activity against several bacterial and fungal stains. Anti-bacterial activity and anti-fungal activity studies revealed that pyrimidine derivatives consisting of nitro group in their molecular structure possess better activity than their corresponding chalcones.
Highlights
Chalcones (1,3-diaryl-2-propen-1-ones), one of the major classes of natural products belonging to the flavonoid family, have been recently the subjects of great interest for their interesting pharmacological activities [1, 2]
Typical procedure of synthesis of chalcones (2a–2e, 3a–3e) in the present work involves the reaction of equimolar quantities of various substituted azo-aldehydes with either 4-nitroacetophenone or p-acetophenone in ethanolic alkaline medium
The newly synthesized compounds were characterized on the basis of their spectroscopic data (1H-NMR, 13C-NMR, IR, and Mass) and elemental analysis
Summary
Chalcones (1,3-diaryl-2-propen-1-ones), one of the major classes of natural products belonging to the flavonoid family, have been recently the subjects of great interest for their interesting pharmacological activities [1, 2]. Many biological activities have been attributed to this group, such as cytotoxic [4, 5], antimalarial [6, 7], antileishmanial [8, 9], anti-inflammatory [10, 11], anti-HIV [12], antifungal [13], antioxidant [14], and as tyrosine kinase inhibitors [15] Due to their abundance in plants and ease of synthesis, this class of compounds has generated great interest for possible therapeutic uses [16, 17]. The current investigations reveal that pyrimidine analogs exhibit better antibacterial and antifungal activities than the parent chalcone analogues
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