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Abstract

Eco-friendly synthesis of imine derivative compound from 2-hydroxy acetophenone and vanillin had been conducted by using a method of stirring (with stirrer) in a water solvent. The whole experiment began with the synthesis of imine compounds, followed by purification and characterization of the synthesis products and finally analysis on their biological and antioxidant activities. The experiments showed that imine compounds could be synthesized by a chemical reaction of 4-amino antipirin aqueous solution with 2-hydroxy acetophenone and vanillin at magnetic stirrer speed of 250 and 450 rpm, respectively, which produced product A, (E)-4-(1-(2-hydroxyphenyl) ethylideneamino)-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H) -one and product B, (E)-4-(4-hydroxy-3-(vinyloxy) benzylideneamino)-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one. Yield percentage (%) obtained from the synthesis of product A and B were 40.68% and 19.76% respectively. Toxicity and antioxidant activity tests showed that the product B were toxic and more active as an antioxidant than product A. While the antibacterial activity test showed that both products had a response to Staphyllococcus aureus bacteria and Escherechia coli bacteria.

Bahasa Abstract

Sintesis ramah lingkungan pada senyawa imina turunan vanilin dan 2-hidroksi asetofenon telah disintesis menggunakan stirrer dalam pelarut air. Secara garis besar, penelitian dimulai dengan mensintesis senyawa imina dan mengkarakterisasi hasil sintesis serta diakhiri dengan melakukan uji aktivitas biologi dan antioksidan. Hasil penelitian menunjukan bahwa senyawa imina dapat disintesis melalui reaksi kimia 4-amino antipirin dalam larutan air dengan 2-hidroksi asetofenon pada kecepatan stirrer 250 rpm dan vanilin pada kecepatan stirrer 450 rpm yang masing-masingnya menghasilkan produk A, yaitu [((E)-4-(1-(2-hydroxyphenyl) ethylidene amino)-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one)] dan produk B, yaitu [((E)-4-(4-hydroxy-3-(vinyloxy) benzylidene amino)-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one)]. Presentase (%) rendemen yang didapat dari proses sintesis produk A dan B adalah masing-masing sebesar 40.68% dan 19.76%. Uji toksisitas dan antioksidan menunjukan hasil bahwa produk B lebih bersifat toksik dan aktif sebagai antioksidan dibandingkan produk A. Sementara uji aktivitas antibakteri menunjukan bahwa kedua produk tersebut memiliki respon terhadap bakteri Staphyllococcus aureus dan Escherechia coli.

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