ACADSTAFF UGM
| Title | : | Synthesis and antioxidant activity of C-4-allyloxy-3-methoxyphenylcalix[4]resorcinarene |
| Author | : |
Endah Sayekti (1) Drs. Dwi Siswanta, M.Eng., Ph.D. (2) Prof. Dr. Mustofa, Apt., M.Kes. (3) Prof. Drs. Jumina, Ph.D. (4) |
| Date | : | 2017 |
| Keyword | : | C–4–allyloxy-3-methoxyphenylcalix[4]resorcinarene, antioxidant, DPPH, synthesis. C–4–allyloxy-3-methoxyphenylcalix[4]resorcinarene, antioxidant, DPPH, synthesis. |
| Abstract | : | The aim of this study was to synthesize C-4-allyloxy-3- methoxyphenylcalix[4]resorcinarene (AMPC) and test its antioxidant activity. This compound was synthesized through two stages of reaction, i.e. allylation reaction of 4–hydroxy–3-methoxybenzaldehyde to produce 4–allyloxy–3-methoxybenzaldehyde, followed by the synthesis of AMPC via condensation of 4–allyloxy–3- methoxybenzaldehyde with resorcinol in the presence of hydrochloride as an acid catalyst. The allylation reaction to 4-hydroxy-3-methoxybenzaldehyde produced 4- allyloxy-3-methoxybenzaldehyde in the form of a light yellow liquid with 79% in yield, then the condensation reaction of the 4-allyloxy-3-methoxybenzaldehyde with resorcinol produced the AMPC as brown solid in 78% yield having m.p. of 176–177 °C (dec.). The resulted AMPC was characterized by means of FTIR, 1H–NMR, and LC–MS spectrometers. Antioxidant activity of AMPC was determined by scavenging effect on 2,2-diphenyl-1-picrylhydrazyl (DPPH) radicals with quercetin as a control. The presence of phenol groups caused the antioxidant activity of the AMPC became different compared to that having no phenol groups. The ES50 value of AMPC was 105.877 µg/mL, while that of C-4-hydroxy-3-methoxyphenylcalix[4]resorcinarene (HMPC) was 28.208 µg/mL. |
| Group of Knowledge | : | |
| Level | : | Internasional |
| Status | : |
Published
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