Synthesis and In Vitro Evaluation of C-methylcalix[4]resorcinaryl octacinnamate as the Sunscreen
Synthesis and in vitro test of C-methylcalix[4]resorcinaryl octacinnamate as the sunscreen has been conducted. The C-methylcalix[4]resorcinaryl octacinnamate was synthesized in 2 steps. They were synthesis of C-methylcalix[4]resorcinarene via acid catalyzed condensation of resorcinol and acetaldehyd...
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Format: | Article |
Language: | English |
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Department of Chemistry, Universitas Gadjah Mada
2017-04-01
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Series: | Indonesian Journal of Chemistry |
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Online Access: | https://jurnal.ugm.ac.id/ijc/article/view/23575 |
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author | Budiana I Gusti M. Ngurah Jumina Jumina Chairil Anwar Sunardi Sunardi Mustofa Mustofa |
author_facet | Budiana I Gusti M. Ngurah Jumina Jumina Chairil Anwar Sunardi Sunardi Mustofa Mustofa |
author_sort | Budiana I Gusti M. Ngurah |
collection | DOAJ |
description | Synthesis and in vitro test of C-methylcalix[4]resorcinaryl octacinnamate as the sunscreen has been conducted. The C-methylcalix[4]resorcinaryl octacinnamate was synthesized in 2 steps. They were synthesis of C-methylcalix[4]resorcinarene via acid catalyzed condensation of resorcinol and acetaldehyde, followed by estherification using cinnamoyl chloride and pyridine catalyst. The characterization of the target molecule was performed by infra red spectrophotometer, proton-NMR, carbon-NMR and mass spectromether. The sunscreen activity test was conducted by spectroscopic method and MTT-assay. Spectroscopic analysis (UV) showed that the target molecule absorbed the dangerous ultraviolet radiation between 280 and 320 nm (UV B) wave length with the maximum absorption at 290 nm (ε = 31.535 M-1 cm-1). The MTT-assay indicated that the IC50 of C-methylcalix[4]resorcinaryl octacinnamate is 12.006 ppm. The sunscreen activity of C-methylcalix[4]resorcinaryl octacinnamate is stronger than commercial sunscreen Intersun (IC50 = 18.235 ppm). |
first_indexed | 2024-12-21T07:09:24Z |
format | Article |
id | doaj.art-09737f979b5847cfb3987daaf1f4de36 |
institution | Directory Open Access Journal |
issn | 1411-9420 2460-1578 |
language | English |
last_indexed | 2024-12-21T07:09:24Z |
publishDate | 2017-04-01 |
publisher | Department of Chemistry, Universitas Gadjah Mada |
record_format | Article |
series | Indonesian Journal of Chemistry |
spelling | doaj.art-09737f979b5847cfb3987daaf1f4de362022-12-21T19:12:00ZengDepartment of Chemistry, Universitas Gadjah MadaIndonesian Journal of Chemistry1411-94202460-15782017-04-01171637010.22146/ijc.2357515963Synthesis and In Vitro Evaluation of C-methylcalix[4]resorcinaryl octacinnamate as the SunscreenBudiana I Gusti M. Ngurah0Jumina Jumina1Chairil Anwar2Sunardi Sunardi3Mustofa Mustofa4Department of Chemistry, Faculty of Education and Teacher Training, Universitas Nusa Cendana, Jl. Soeharto No. 72, Kupang 85001Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Gadjah Mada, Sekip Utara PO BOX BLS 21 Yogyakarta 55281Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Gadjah Mada, Sekip Utara PO BOX BLS 21 Yogyakarta 55281Faculty of Medicine, Universitas Gadjah Mada, Yogyakarta 55281Faculty of Medicine, Universitas Gadjah Mada, Yogyakarta 55281Synthesis and in vitro test of C-methylcalix[4]resorcinaryl octacinnamate as the sunscreen has been conducted. The C-methylcalix[4]resorcinaryl octacinnamate was synthesized in 2 steps. They were synthesis of C-methylcalix[4]resorcinarene via acid catalyzed condensation of resorcinol and acetaldehyde, followed by estherification using cinnamoyl chloride and pyridine catalyst. The characterization of the target molecule was performed by infra red spectrophotometer, proton-NMR, carbon-NMR and mass spectromether. The sunscreen activity test was conducted by spectroscopic method and MTT-assay. Spectroscopic analysis (UV) showed that the target molecule absorbed the dangerous ultraviolet radiation between 280 and 320 nm (UV B) wave length with the maximum absorption at 290 nm (ε = 31.535 M-1 cm-1). The MTT-assay indicated that the IC50 of C-methylcalix[4]resorcinaryl octacinnamate is 12.006 ppm. The sunscreen activity of C-methylcalix[4]resorcinaryl octacinnamate is stronger than commercial sunscreen Intersun (IC50 = 18.235 ppm).https://jurnal.ugm.ac.id/ijc/article/view/23575synthesisestherificationsunscreenactivity |
spellingShingle | Budiana I Gusti M. Ngurah Jumina Jumina Chairil Anwar Sunardi Sunardi Mustofa Mustofa Synthesis and In Vitro Evaluation of C-methylcalix[4]resorcinaryl octacinnamate as the Sunscreen Indonesian Journal of Chemistry synthesis estherification sunscreen activity |
title | Synthesis and In Vitro Evaluation of C-methylcalix[4]resorcinaryl octacinnamate as the Sunscreen |
title_full | Synthesis and In Vitro Evaluation of C-methylcalix[4]resorcinaryl octacinnamate as the Sunscreen |
title_fullStr | Synthesis and In Vitro Evaluation of C-methylcalix[4]resorcinaryl octacinnamate as the Sunscreen |
title_full_unstemmed | Synthesis and In Vitro Evaluation of C-methylcalix[4]resorcinaryl octacinnamate as the Sunscreen |
title_short | Synthesis and In Vitro Evaluation of C-methylcalix[4]resorcinaryl octacinnamate as the Sunscreen |
title_sort | synthesis and in vitro evaluation of c methylcalix 4 resorcinaryl octacinnamate as the sunscreen |
topic | synthesis estherification sunscreen activity |
url | https://jurnal.ugm.ac.id/ijc/article/view/23575 |
work_keys_str_mv | AT budianaigustimngurah synthesisandinvitroevaluationofcmethylcalix4resorcinaryloctacinnamateasthesunscreen AT juminajumina synthesisandinvitroevaluationofcmethylcalix4resorcinaryloctacinnamateasthesunscreen AT chairilanwar synthesisandinvitroevaluationofcmethylcalix4resorcinaryloctacinnamateasthesunscreen AT sunardisunardi synthesisandinvitroevaluationofcmethylcalix4resorcinaryloctacinnamateasthesunscreen AT mustofamustofa synthesisandinvitroevaluationofcmethylcalix4resorcinaryloctacinnamateasthesunscreen |