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Structural and antitrypanosomal data of different carbasones of piperitone
This article reports data on four carbazones of piperitone: semicarbazone 1, thiosemicarbazone 2, 4-phenyl semicarbazone 3 and 4-phenyl thiosemicarbazone 4 prepared directly in situ from essential oil of Cymbopogon schoenantus, whose GC-FID and GC–MS analysis revealed piperitone as major component (...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Elsevier
2016
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5123075/ https://www.ncbi.nlm.nih.gov/pubmed/27900358 http://dx.doi.org/10.1016/j.dib.2016.11.044 |
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author | Sakirigui, Amoussatou Gbaguidi, Fernand Kasséhin, Urbain C. Poupaert, Jacques Accrombessi, Georges C. Kotchoni, Simeon O. |
author_facet | Sakirigui, Amoussatou Gbaguidi, Fernand Kasséhin, Urbain C. Poupaert, Jacques Accrombessi, Georges C. Kotchoni, Simeon O. |
author_sort | Sakirigui, Amoussatou |
collection | PubMed |
description | This article reports data on four carbazones of piperitone: semicarbazone 1, thiosemicarbazone 2, 4-phenyl semicarbazone 3 and 4-phenyl thiosemicarbazone 4 prepared directly in situ from essential oil of Cymbopogon schoenantus, whose GC-FID and GC–MS analysis revealed piperitone as major component (68.20%). The structures of hemi-synthesized compounds were confirmed by high throughput IR, MS, (1)H and (13)C NMR based spectrometric analysis. Their antiparasitic activities were evaluated in vitro on Trypanosoma brucei brucei (Tbb). The compound 3 (IC(50)=8.63±0.81 µM) and 4 (IC(50)=10.90±2.52 µM) exhibited antitrypanosomal activity, 2 had a moderate activity (IC(50)=74.58±4.44 µM) but 1 was void of significant activity (IC(50)=478.47 µM). The in vitro tests showed that all compounds were less cytotoxic against the human non cancer fibroblast cell line (WI38) (IC(50)>80 µM) while only 2 (IC(50)=21.16±1.37 μM) and 4 (IC(50)=32.22±1.66 µM) were cytotoxic against the Chinese Hamster Ovary (CHO) cells and toxic on Artemia salina (Leach) larvae. Piperitone 4-phenyl semicarbazone 3, the best antitrypanosomal compound, showed also a selectivity index (SI) higher than 7 on the larvae and the tested cells and therefore might be further studied as antitrypanosomal agent. Also, all compounds except 3 showed selectivity between the two tested cell lines (SI>2). This data reveals for the first time the antitrypinosomal properties of thiosemicarbazones, their cytotoxicity on mammalian cells as well as their activities against Tbb and A. salina Leach. |
format | Online Article Text |
id | pubmed-5123075 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2016 |
publisher | Elsevier |
record_format | MEDLINE/PubMed |
spelling | pubmed-51230752016-11-29 Structural and antitrypanosomal data of different carbasones of piperitone Sakirigui, Amoussatou Gbaguidi, Fernand Kasséhin, Urbain C. Poupaert, Jacques Accrombessi, Georges C. Kotchoni, Simeon O. Data Brief Data Article This article reports data on four carbazones of piperitone: semicarbazone 1, thiosemicarbazone 2, 4-phenyl semicarbazone 3 and 4-phenyl thiosemicarbazone 4 prepared directly in situ from essential oil of Cymbopogon schoenantus, whose GC-FID and GC–MS analysis revealed piperitone as major component (68.20%). The structures of hemi-synthesized compounds were confirmed by high throughput IR, MS, (1)H and (13)C NMR based spectrometric analysis. Their antiparasitic activities were evaluated in vitro on Trypanosoma brucei brucei (Tbb). The compound 3 (IC(50)=8.63±0.81 µM) and 4 (IC(50)=10.90±2.52 µM) exhibited antitrypanosomal activity, 2 had a moderate activity (IC(50)=74.58±4.44 µM) but 1 was void of significant activity (IC(50)=478.47 µM). The in vitro tests showed that all compounds were less cytotoxic against the human non cancer fibroblast cell line (WI38) (IC(50)>80 µM) while only 2 (IC(50)=21.16±1.37 μM) and 4 (IC(50)=32.22±1.66 µM) were cytotoxic against the Chinese Hamster Ovary (CHO) cells and toxic on Artemia salina (Leach) larvae. Piperitone 4-phenyl semicarbazone 3, the best antitrypanosomal compound, showed also a selectivity index (SI) higher than 7 on the larvae and the tested cells and therefore might be further studied as antitrypanosomal agent. Also, all compounds except 3 showed selectivity between the two tested cell lines (SI>2). This data reveals for the first time the antitrypinosomal properties of thiosemicarbazones, their cytotoxicity on mammalian cells as well as their activities against Tbb and A. salina Leach. Elsevier 2016-11-18 /pmc/articles/PMC5123075/ /pubmed/27900358 http://dx.doi.org/10.1016/j.dib.2016.11.044 Text en © 2016 The Authors http://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 | Data Article Sakirigui, Amoussatou Gbaguidi, Fernand Kasséhin, Urbain C. Poupaert, Jacques Accrombessi, Georges C. Kotchoni, Simeon O. Structural and antitrypanosomal data of different carbasones of piperitone |
title | Structural and antitrypanosomal data of different carbasones of piperitone |
title_full | Structural and antitrypanosomal data of different carbasones of piperitone |
title_fullStr | Structural and antitrypanosomal data of different carbasones of piperitone |
title_full_unstemmed | Structural and antitrypanosomal data of different carbasones of piperitone |
title_short | Structural and antitrypanosomal data of different carbasones of piperitone |
title_sort | structural and antitrypanosomal data of different carbasones of piperitone |
topic | Data Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5123075/ https://www.ncbi.nlm.nih.gov/pubmed/27900358 http://dx.doi.org/10.1016/j.dib.2016.11.044 |
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