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Synthesis of camphor thiazole derivates from Dryobalanops aromatica and its bioactivity as antioxidants and antidiabetes against alpha glucosidase enzymes

Camphor is synthesized from the Sumatran camphor plant (Dryobalanops aromatica) in previous experiments. It can be synthesized with thiosemicarbazide, ethy-2‑chloro acetoacetate, and sodium acetate (catalyze) to form camphor derivate with thiazole ring structure. Hydrazine and phenylhydrazine were b...

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Autores principales: Cahyana, Antonius Herry, Santika, Gusman, Phukan, Kandarpa
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Elsevier 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10587542/
https://www.ncbi.nlm.nih.gov/pubmed/37867914
http://dx.doi.org/10.1016/j.mex.2023.102429
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author Cahyana, Antonius Herry
Santika, Gusman
Phukan, Kandarpa
author_facet Cahyana, Antonius Herry
Santika, Gusman
Phukan, Kandarpa
author_sort Cahyana, Antonius Herry
collection PubMed
description Camphor is synthesized from the Sumatran camphor plant (Dryobalanops aromatica) in previous experiments. It can be synthesized with thiosemicarbazide, ethy-2‑chloro acetoacetate, and sodium acetate (catalyze) to form camphor derivate with thiazole ring structure. Hydrazine and phenylhydrazine were both used to make the thiazole ring variations. All the compounds were purified by recrystallization method and characterized by TLC, FTIR, UV–vis, and LC-MS. Camphor thiazole (Product 1), camphor thiazole hydrazine (Product 2), and camphor thiazole phenylhydrazine (Product 3) were successfully synthesized with%yields of 73.24 %; 77.36 %; and 72.91 % respectively. Furthermore, their antioxidant activity was measured using the DPPH free radical method. Product 2 had the strongest antioxidant activity with IC(50) value of 6.93 ppm. The antidiabetic activity was measured using the α-glucosidase enzyme. This indicated that product 1 had the best inhibitory activity against the α-glucosidase enzyme with IC(50) • We developed an alternative method to utilize camphor extracted from the D. aromatica plant to be used as an alternative medicinal ingredient related to antioxidants and antidiabetes. • All products were successfully synthesized and have the potential to be used as antioxidants with an IC(50) value of 6.93 ppm for Product 2 and as antidiabetics by means of an α-glucosidase inhibitor with an IC(50) value of 869.06 ppm for Product 1.
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spelling pubmed-105875422023-10-21 Synthesis of camphor thiazole derivates from Dryobalanops aromatica and its bioactivity as antioxidants and antidiabetes against alpha glucosidase enzymes Cahyana, Antonius Herry Santika, Gusman Phukan, Kandarpa MethodsX Chemistry Camphor is synthesized from the Sumatran camphor plant (Dryobalanops aromatica) in previous experiments. It can be synthesized with thiosemicarbazide, ethy-2‑chloro acetoacetate, and sodium acetate (catalyze) to form camphor derivate with thiazole ring structure. Hydrazine and phenylhydrazine were both used to make the thiazole ring variations. All the compounds were purified by recrystallization method and characterized by TLC, FTIR, UV–vis, and LC-MS. Camphor thiazole (Product 1), camphor thiazole hydrazine (Product 2), and camphor thiazole phenylhydrazine (Product 3) were successfully synthesized with%yields of 73.24 %; 77.36 %; and 72.91 % respectively. Furthermore, their antioxidant activity was measured using the DPPH free radical method. Product 2 had the strongest antioxidant activity with IC(50) value of 6.93 ppm. The antidiabetic activity was measured using the α-glucosidase enzyme. This indicated that product 1 had the best inhibitory activity against the α-glucosidase enzyme with IC(50) • We developed an alternative method to utilize camphor extracted from the D. aromatica plant to be used as an alternative medicinal ingredient related to antioxidants and antidiabetes. • All products were successfully synthesized and have the potential to be used as antioxidants with an IC(50) value of 6.93 ppm for Product 2 and as antidiabetics by means of an α-glucosidase inhibitor with an IC(50) value of 869.06 ppm for Product 1. Elsevier 2023-10-10 /pmc/articles/PMC10587542/ /pubmed/37867914 http://dx.doi.org/10.1016/j.mex.2023.102429 Text en © 2023 The Authors https://creativecommons.org/licenses/by/4.0/This is an open access article under the CC BY license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Chemistry
Cahyana, Antonius Herry
Santika, Gusman
Phukan, Kandarpa
Synthesis of camphor thiazole derivates from Dryobalanops aromatica and its bioactivity as antioxidants and antidiabetes against alpha glucosidase enzymes
title Synthesis of camphor thiazole derivates from Dryobalanops aromatica and its bioactivity as antioxidants and antidiabetes against alpha glucosidase enzymes
title_full Synthesis of camphor thiazole derivates from Dryobalanops aromatica and its bioactivity as antioxidants and antidiabetes against alpha glucosidase enzymes
title_fullStr Synthesis of camphor thiazole derivates from Dryobalanops aromatica and its bioactivity as antioxidants and antidiabetes against alpha glucosidase enzymes
title_full_unstemmed Synthesis of camphor thiazole derivates from Dryobalanops aromatica and its bioactivity as antioxidants and antidiabetes against alpha glucosidase enzymes
title_short Synthesis of camphor thiazole derivates from Dryobalanops aromatica and its bioactivity as antioxidants and antidiabetes against alpha glucosidase enzymes
title_sort synthesis of camphor thiazole derivates from dryobalanops aromatica and its bioactivity as antioxidants and antidiabetes against alpha glucosidase enzymes
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10587542/
https://www.ncbi.nlm.nih.gov/pubmed/37867914
http://dx.doi.org/10.1016/j.mex.2023.102429
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