Synthesis of 4-Hydroxy-2-Methylchalcone from meta-Cresol Formilation Product and Its Activities as an Antibacteria

Ismiyarto Ismiyarto (Chemistry Department, Faculty of Sciences and Mathematics, Diponegoro University Jl. Prof. Soedarto, SH., Tembalang, Semarang)
Suyanti Suyanti (Chemistry Department, Faculty of Sciences and Mathematics, Diponegoro University Jl. Prof. Soedarto, SH., Tembalang, Semarang)
Ngadiwiyana Ngadiwiyana (Chemistry Department, Faculty of Sciences and Mathematics, Diponegoro University Jl. Prof. Soedarto, SH., Tembalang, Semarang)
Purbowatiningrum Ria Sarjono (Chemistry Department, Faculty of Sciences and Mathematics, Diponegoro University Jl. Prof. Soedarto, SH., Tembalang, Semarang)
Nor Basid Adiwibawa Prasetya (Chemistry Department, Faculty of Sciences and Mathematics, Diponegoro University Jl. Prof. Soedarto, SH., Tembalang, Semarang)

JURNAL KIMIA SAINS DAN APLIKASI
Vol 21, No 4 (2018): volume 21 Issue 4 Year 2018

Research on the synthesis of 4-hydroxy-2-methylchalcone from 4-hidroksi-2-metilbenzaldehida as formilated meta-cresol product and its antibacterial activity test has been conducted. As the first step, synthesis of 4-hydroxy-2-methylbenzaldehyde was carried out by treatment meta-cresol with chloroform through the Reimer-Tiemann formylation. Product is a brown solid with 23.94% yields. Furthermore, the 4-hydroxy-2-methylchalcone was synthesized using the 4-hydroxy-2-methylbenzaldehyde and acetophenone through the Claisen-Schmidt reaction. The product is a brownish yellow solid with 29.74% yields. Antibacterial test against Escherichia coli and Staphylococcus aureus bacteria was carried out by comparing the activity of 4-hydroxy-2-methylchalcone with 4-hydroxy-3-methoxychalcone, and chalcone compounds. The antibacterial activity test showed that the 4-hydroxy-2-methylchalcone compound, 4-hydroxy-3-methoxychalcone, and chalcone compounds gave a better antibacterial activity against Escherichia coli than the Staphylococcus aureus.