SINTESIS SENYAWA ASAM O-(HEKSANOIL)-5-KLOROSALISILAT DAN UJI AKTIVITAS ANALGESIK PADA MENCIT (Mus musculus)
Daftar Isi:
- Background : Aspirin works as analgesic-antipyretic, but excessive use will lead to gastrointestinal injuries in the upper gastrointestinal tract. Then modified structure of the synthesis of O-(hexanoyl-5-chlorosalicylic acid derivative of salicylic acids. The compounds are expected to have higher analgesic activity than acetyl salicylic acid. Objective : Produce a new compound namely O-(hexanoyl)-5-chlorosalicylic acid from the reaction between 5-chlorosalicylic acid with hexanoyl chloride. To know the analgesic activity of the compound, use mice (Mus musculus) as the subject and then the results compared with acetyl salicylic acid. Method : This synthesis uses the esterification acyl halide method, while the analgesic activity test was performed using the Writhing Test method. Result : The results of the research obtained from the synthesis of crystal, yellowish white, and odorless with a percentage of about 43%, the melting point obtained average 107 °C. In the TLC results, 1 stain was obtained using eluent Acetone: Methanol (6:4); Chloroform: Methanol (5:5); Chloroform: Ethanol (5:5). Identification of the test structure of the test compounds using a UV spectrophotometer produces wevelengths of 308 nm and 208 nm. In the IR spectrophotometer obtained 3398.38 cm-1 (– OH); 2955.80 cm-1 (CH3); 1712.70 cm-1 (C = O); 1467.72 cm-1 (C = C); 1281.96 cm-1 (CO ester); 868.92 cm-1 (C-Cl). While the 1H-NMR spectrometer shows 14 atoms H. The percentage of pain inhibition result in 39.54% at a dose of 25 mg/kgBB; 46.70% at dose 50 mg/kgBB; and 55.22% at dose 100 mg/kgBB. It can be said that O-(hexanoyl)-5-chlorosalicylic acid has greater analgesic activity than acetyl salicylic acid with ED50 = 64.42 mg/kgBB. Conclusion : O-(hexanoyl)-5-chlorosalicylic acid was synthesized and had higher analgesic activity than acetyl salicylic acid.