Synthesis and Reactivity of 2-Aminochromone-3carboxaldehydes towards Nucleophilic Reagents

Ibrahim, Magdy A.; El‐Gohary, Nasser M.; Badran, Shimaa; Hashiem, Salsabeel H.

doi:10.18576/jpac/030111

Cited by 2 publications

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“…Engelhart et al [36] (2013) reported the synthesis of chromone, quinolone, and benzoxazinone sulfonamide nucleosides as conformationally constrained inhibitors of adenylating enzymes required for siderophore biosynthesis.…”

Section: Vanguru Et Almentioning

confidence: 99%

A Review on the Synthetic Methodologies of Chromones

Vanguru

Merugu

Garimella

et al. 2018

Asian J Pharm Clin Res

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Chromones group of compounds and their derivatives form the essential component of pharmacophores in many biologically active molecules. They exhibit a wide range of biological activities such as antibiotic, antitumor, antiviral, antioxidant, antipsychotic, and antihypoxic activities. These applications have stimulated a continuous search for the synthesis of new compounds in this field and are being extensively investigated. The various methodologies so far reported for the synthesis of these compounds with the compounds biological applications are discussed in this communication

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Section: Vanguru Et Almentioning

confidence: 99%

A Review on the Synthetic Methodologies of Chromones

Vanguru

Merugu

Garimella

et al. 2018

Asian J Pharm Clin Res

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show abstract

“…In the present work, the electron deficient C-2 position has been made electron rich by attaching anilino group 16,17 there. It acts as the main site for the attack of sulphonamide moiety leading to the synthesis of chromone based novel sulphonamide derivatives 16,18 .…”

mentioning

confidence: 99%

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2019

IJPSR

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2-Anilino-3-formylchromones are obtained in high yield by rearrangement of differently substituted C-(4-oxo-4H[1]-benzopyran-3-yl)-Nphenylnitrones. These compounds undergo various facile nucleophilic substitution reactions leading to the synthesis of various pharmacologically active chromone based novel heterocyclic systems like sulphonamides. The C-2 and C-3 are the main positions in the chromone moiety for the attack of nucleophiles and electrophiles, respectively. The chromone system behaves as Micheal acceptor. Generally, the nucleophilic attack at C-2 is accompanied by ring transformation. Protonation and alkylation occur on the oxygen of chromone moiety. In the present study, the substituted 3-Formylchromones were synthesized by Vilsmeyer haack Reaction. These substituted 3-Formylchromones were then reacted with phenyl hydroxyl amine in dry benzene to obtain substituted 2-Anilino-3-formylchromones which were further reacted with various substituted sulphonamides in dry alcohol to furnish final derivatives, i.e. chromone based sulphonamide derivatives (8a-h). Chemical structures of these synthesized derivatives were characterized by I.R Spectroscopy, 1 H-NMR, 13 C-NMR, and Mass spectroscopy analysis. Further, these obtained chromone based sulfonamide derivatives (8a-h) were evaluated in-vitro for their antibacterial and antifungal activities. Staphylococcus aureus, Bacillus subtilis, Pseudomonas aerogenosa, and E. coli bacterial strains were used for the purpose and similarly, the fungal strains used were Aspergillus niger and Candida albicans. All the tested compounds (8a-h) exhibited potent antimicrobial activities. INTRODUCTION: Chromones (1) is a group of naturally occurring oxygen-containing heterocyclic compounds. They constitute the largest and most varied family of organic compounds 1 .

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Synthesis and Reactivity of 2-Aminochromone-3carboxaldehydes towards Nucleophilic Reagents

Cited by 2 publications

References 0 publications

A Review on the Synthetic Methodologies of Chromones

A Review on the Synthetic Methodologies of Chromones

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