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Synthesis of hydroxy benzoin/benzil analogs and investigation of their antioxidant, antimicrobial, enzyme inhibition, and cytotoxic activities
In this study, hydroxy benzoin ( 1-7 ), benzil ( 8-14 ), and benzoin/benzil-O-β-D-glucosides ( 15-25 ) were synthesized to investigate their biological activities. An efficient method for synthesizing hydroxy benzoin compounds ( 1 - 7 ) was prepared from four different benzaldehydes using an ultraso...
Autores principales: | , , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Scientific and Technological Research Council of Turkey
2021
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10454678/ https://www.ncbi.nlm.nih.gov/pubmed/37635901 http://dx.doi.org/10.3906/kim-2012-25 |
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author | YAYLI, Nurettin KILIÇ, Gözde ÇELİK, Gonca KAHRİMAN, Nuran KANBOLAT, Şeyda BOZDEVECİ, Arif ALPAY KARAOĞLU, Şengül ALİYAZICIOĞLU, Rezzan SELLİTEPE, Hasan Erdinç DOĞAN, İnci Selin AYDIN, Ali |
author_facet | YAYLI, Nurettin KILIÇ, Gözde ÇELİK, Gonca KAHRİMAN, Nuran KANBOLAT, Şeyda BOZDEVECİ, Arif ALPAY KARAOĞLU, Şengül ALİYAZICIOĞLU, Rezzan SELLİTEPE, Hasan Erdinç DOĞAN, İnci Selin AYDIN, Ali |
author_sort | YAYLI, Nurettin |
collection | PubMed |
description | In this study, hydroxy benzoin ( 1-7 ), benzil ( 8-14 ), and benzoin/benzil-O-β-D-glucosides ( 15-25 ) were synthesized to investigate their biological activities. An efficient method for synthesizing hydroxy benzoin compounds ( 1 - 7 ) was prepared from four different benzaldehydes using an ultrasonic bath. Then, antioxidant (FRAP, CUPRAC, and DPPH), antimicrobial (3 Gram (-), 4/6 Gram (+), one tuberculosis and one fungus), and enzyme inhibition (acetylcholinesterase, butyrylcholine esterase, tyrosinase, α-amylase, and α- glucosidase) for the all synthesized compounds ( 1-25 ) were evaluated. And also, four most active compounds ( 4 , 12 , 18a+b , and 25 ) from each group were evaluated to the human cervical cancer cell line (HeLa) and anticancer screening tests against the human retinal normal cell line (RPE). Compound 4 showed HeLa and RPE cancer cell activities as much as cisplatin. The synthesized compounds were characterized by spectroscopic methods (NMR, FT-IR, UV, LC-QTOF-MS) and the ACD NMR program’s help. |
format | Online Article Text |
id | pubmed-10454678 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | The Scientific and Technological Research Council of Turkey |
record_format | MEDLINE/PubMed |
spelling | pubmed-104546782023-08-26 Synthesis of hydroxy benzoin/benzil analogs and investigation of their antioxidant, antimicrobial, enzyme inhibition, and cytotoxic activities YAYLI, Nurettin KILIÇ, Gözde ÇELİK, Gonca KAHRİMAN, Nuran KANBOLAT, Şeyda BOZDEVECİ, Arif ALPAY KARAOĞLU, Şengül ALİYAZICIOĞLU, Rezzan SELLİTEPE, Hasan Erdinç DOĞAN, İnci Selin AYDIN, Ali Turk J Chem Article In this study, hydroxy benzoin ( 1-7 ), benzil ( 8-14 ), and benzoin/benzil-O-β-D-glucosides ( 15-25 ) were synthesized to investigate their biological activities. An efficient method for synthesizing hydroxy benzoin compounds ( 1 - 7 ) was prepared from four different benzaldehydes using an ultrasonic bath. Then, antioxidant (FRAP, CUPRAC, and DPPH), antimicrobial (3 Gram (-), 4/6 Gram (+), one tuberculosis and one fungus), and enzyme inhibition (acetylcholinesterase, butyrylcholine esterase, tyrosinase, α-amylase, and α- glucosidase) for the all synthesized compounds ( 1-25 ) were evaluated. And also, four most active compounds ( 4 , 12 , 18a+b , and 25 ) from each group were evaluated to the human cervical cancer cell line (HeLa) and anticancer screening tests against the human retinal normal cell line (RPE). Compound 4 showed HeLa and RPE cancer cell activities as much as cisplatin. The synthesized compounds were characterized by spectroscopic methods (NMR, FT-IR, UV, LC-QTOF-MS) and the ACD NMR program’s help. The Scientific and Technological Research Council of Turkey 2021-06-30 /pmc/articles/PMC10454678/ /pubmed/37635901 http://dx.doi.org/10.3906/kim-2012-25 Text en Copyright © 2021 The Author(s) https://creativecommons.org/licenses/by/4.0/This article is distributed under the terms of the Creative Commons Attribution License ( http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) ), which permits unrestricted use and redistribution provided that the original author and source are credited. |
spellingShingle | Article YAYLI, Nurettin KILIÇ, Gözde ÇELİK, Gonca KAHRİMAN, Nuran KANBOLAT, Şeyda BOZDEVECİ, Arif ALPAY KARAOĞLU, Şengül ALİYAZICIOĞLU, Rezzan SELLİTEPE, Hasan Erdinç DOĞAN, İnci Selin AYDIN, Ali Synthesis of hydroxy benzoin/benzil analogs and investigation of their antioxidant, antimicrobial, enzyme inhibition, and cytotoxic activities |
title | Synthesis of hydroxy benzoin/benzil analogs and investigation of their antioxidant, antimicrobial, enzyme inhibition, and cytotoxic activities |
title_full | Synthesis of hydroxy benzoin/benzil analogs and investigation of their antioxidant, antimicrobial, enzyme inhibition, and cytotoxic activities |
title_fullStr | Synthesis of hydroxy benzoin/benzil analogs and investigation of their antioxidant, antimicrobial, enzyme inhibition, and cytotoxic activities |
title_full_unstemmed | Synthesis of hydroxy benzoin/benzil analogs and investigation of their antioxidant, antimicrobial, enzyme inhibition, and cytotoxic activities |
title_short | Synthesis of hydroxy benzoin/benzil analogs and investigation of their antioxidant, antimicrobial, enzyme inhibition, and cytotoxic activities |
title_sort | synthesis of hydroxy benzoin/benzil analogs and investigation of their antioxidant, antimicrobial, enzyme inhibition, and cytotoxic activities |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10454678/ https://www.ncbi.nlm.nih.gov/pubmed/37635901 http://dx.doi.org/10.3906/kim-2012-25 |
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