Nano magnetic 4- amino-3-hydroxynaphthalene-1-sulfonic (Fe3O4@PTMS-AHNS ) as an efficient heterogeneous catalyst for synthesis of 1,8-Dioxooctahydroxanthene derivatives and investigation of their antibacterial activities

Document Type : Research Article

Author

• khalil pourshamsian

Department of Chemistry,To.C., Islamic Azad University, Tonekabon,Iran.

10.22034/ijmcm.2025.710302

Abstract

Herein, we report the synthesis and application of a novel, magnetically retrievable sulfonic acid functionalized solid catalyst, as green, highly efficient, and eco-friendly one-pot synthesis of 1,8-dioxooctahydroxanthenes was successfully achieved through the cyclocondensation of arylaldehydes with an excess of dimedone. The reaction utilizes Fe3O4@PTMS-AHNS as a recoverable and reusable heterogeneous Brønsted acid catalyst under solvent-free conditions. This innovative catalyst provides a practical and efficient method for producing diverse heterocyclic compounds relevant to medicinal chemistry. This method presents significant advantages, including high efficiency, straightforward reaction conditions, simple work-up, and facile purification of the desired products. The structure of the synthesized compound, 3a, was unequivocally confirmed and subsequently screened for its antibacterial activity. Results demonstrated that product 3a exhibited excellent antibacterial activity against the Gram-positive bacterium, Staphylococcus aureus (ATCC 29737), displaying a significantly higher zone of inhibition (DZ‌=‌27±03 mm) compared to the reference drug, Rifampin (DZ‌=‌21±01 mm). These compelling findings underscore the dual potential of this methodology: enabling environmentally sustainable synthesis and yielding novel derivatives with promising applications as effective antimicrobial agents.

Keywords

• Keywords: Green chemistry
• 1
• 8- dioxooctahydroxanthenes
• Fe3O4@PTMS-AHNS
• Solid Brønsted acid
• Antibacterial activity

Main Subjects

• Antimicrobial agents

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