Sains Malaysiana 52(4)(2023): 1189-1202

http://doi.org/10.17576/jsm-2023-5204-12

Fe/ZSM-5-Catalyzed-Synthesis of 1,4-Dihydropyridines under Ultrasound Irradiation and Their Antioxidant Activities

(Fe/ZSM-5-Pemangkin-Sintesis 1,4-Dihidropiridin di Bawah Sinaran Ultrabunyi dan Aktiviti Antioksidannya)

YAYAN DWI SUTARNI, BAMBANG PURWONO, EKO SRI KUNARTI & MUHAMMAD IDHAM DARUSSALAM MARDJAN^*

Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Gadjah Mada, Yogyakarta 55281, Indonesia

Diserahkan: 24 Julai 2022/Diterima: 26 Februari 2023

Abstract

A small library of 1,4-dihydropyridines have been synthesized from ethyl acetoacetate, ammonium acetate and various aldehydes via Hantzsch multicomponent reaction in the presence of Fe/ZSM-5 catalyst under ultrasound irradiation for 90 min. 1,4-Dihydropyridine derivatives were obtained in 64-86% yields and the heterogeneous Fe/ZSM-5 catalyst can be employed for four reaction cycles without losing the catalytic activity. All products were evaluated for their antioxidant activities using the DPPH method and compound 4g was found to be an effective antioxidant agent with DPPH activity of 83.5%.

Keywords: Antioxidant assay; Fe/ZSM-5 catalyst; ultrasound-assisted-multicomponent reaction; 1,4-dihydropyridines

Abstrak

Terbitan 1,4-dihidropiridin telah disintesis daripada etil asetoasetat, ammonium asetat dan pelbagai aldehid melalui tindak balas pelbagai komponen Hantzsch yang dimangkinkan oleh Fe/ZSM-5 di bawah penyinaran ultrabunyi selama 90 minit. Terbitan 1,4-dihidropiridin diperoleh dengan hasil 64-86% dan mangkin heterogen Fe/ZSM-5 boleh digunakan untuk 4 kitaran tindak balas tanpa kehilangan aktiviti pemangkin. Semua produk telah dinilai untuk aktiviti antioksidannya menggunakan kaedah DPPH dan sebatian 4g didapati sebagai agen antioksidan yang berkesan dengan aktiviti DPPH sebesar 83.5%.

Kata kunci: Pemangkin Fe/ZSM-5; tindak balas pelbagai komponen dibantu ultrabunyi; ujian antioksidan; 1,4-dihidropiridin

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^*Pengarang untuk surat-menyurat; email: idham.darussalam@ugm.ac.id