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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Main Authors: Budiana I Gusti M. Ngurah, Jumina Jumina, Chairil Anwar, Sunardi Sunardi, Mustofa Mustofa
Format: Article
Language:English
Published: Department of Chemistry, Universitas Gadjah Mada 2017-04-01
Series:Indonesian Journal of Chemistry
Subjects:
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).
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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
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AT juminajumina synthesisandinvitroevaluationofcmethylcalix4resorcinaryloctacinnamateasthesunscreen
AT chairilanwar synthesisandinvitroevaluationofcmethylcalix4resorcinaryloctacinnamateasthesunscreen
AT sunardisunardi synthesisandinvitroevaluationofcmethylcalix4resorcinaryloctacinnamateasthesunscreen
AT mustofamustofa synthesisandinvitroevaluationofcmethylcalix4resorcinaryloctacinnamateasthesunscreen