(<i>E</i>)-3-(4-Chlorophenyl)-1-(2-fluoro-4-methoxyphenyl)-2-propen-1-one

(<i>E</i>)-3-(4-Chlorophenyl)-1-(2-fluoro-4-methoxyphenyl)-2-propen-1-one

Natural products known as chalcones show promise as chemotherapeutic agents for the neglected tropical disease known as leishmaniasis. Our objective is to synthesize new targets of opportunity that may lead to better treatments of this debilitating disease. Claisen-Schmidt condensation of 4-chlorobe...

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Bibliographic Details
Main Authors: Nicholas Bailey, Alaina Atanes, Bradley O. Ashburn
Format: Article
Language:English
Published: MDPI AG 2021-01-01
Series:Molbank
Subjects:
chalcone
synthesis
aldol
leishmaniasis
neglected tropical disease
Online Access:https://www.mdpi.com/1422-8599/2021/1/M1184
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spelling doaj-af7ff602a1ab425688fbfbe7ece08b672021-01-26T00:02:12ZengMDPI AGMolbank1422-85992021-01-012021M1184M118410.3390/M1184(<i>E</i>)-3-(4-Chlorophenyl)-1-(2-fluoro-4-methoxyphenyl)-2-propen-1-oneNicholas Bailey0Alaina Atanes1Bradley O. Ashburn2Ashburn Group, Mathematics, Natural, and Health Sciences Division, University of Hawai‘i West O‘ahu, 91-1001 Farrington Hwy, Kapolei, HI 96707, USAAshburn Group, Mathematics, Natural, and Health Sciences Division, University of Hawai‘i West O‘ahu, 91-1001 Farrington Hwy, Kapolei, HI 96707, USAAshburn Group, Mathematics, Natural, and Health Sciences Division, University of Hawai‘i West O‘ahu, 91-1001 Farrington Hwy, Kapolei, HI 96707, USANatural products known as chalcones show promise as chemotherapeutic agents for the neglected tropical disease known as leishmaniasis. Our objective is to synthesize new targets of opportunity that may lead to better treatments of this debilitating disease. Claisen-Schmidt condensation of 4-chlorobenzaldehyde with 2′-fluoro-4′-methoxyacetophenone using aqueous sodium hydroxide in ethanol yielded the novel compound (<i>E</i>)-3-(4-chlorophenyl)-1-(2-fluoro-4-methoxyphenyl)-2-propen-1-one. The product was obtained in good yield and purity after recrystallization from ethyl acetate/hexane. With the known antiparasitic properties of halogenated chalcones, this novel compound is suitable for antileishmanial activity study.https://www.mdpi.com/1422-8599/2021/1/M1184chalconesynthesisaldolleishmaniasisneglected tropical disease
collection DOAJ
language English
format Article
sources DOAJ
author Nicholas Bailey
Alaina Atanes
Bradley O. Ashburn
spellingShingle Nicholas Bailey
Alaina Atanes
Bradley O. Ashburn
(<i>E</i>)-3-(4-Chlorophenyl)-1-(2-fluoro-4-methoxyphenyl)-2-propen-1-one
Molbank
chalcone
synthesis
aldol
leishmaniasis
neglected tropical disease
author_facet Nicholas Bailey
Alaina Atanes
Bradley O. Ashburn
author_sort Nicholas Bailey
title (<i>E</i>)-3-(4-Chlorophenyl)-1-(2-fluoro-4-methoxyphenyl)-2-propen-1-one
title_short (<i>E</i>)-3-(4-Chlorophenyl)-1-(2-fluoro-4-methoxyphenyl)-2-propen-1-one
title_full (<i>E</i>)-3-(4-Chlorophenyl)-1-(2-fluoro-4-methoxyphenyl)-2-propen-1-one
title_fullStr (<i>E</i>)-3-(4-Chlorophenyl)-1-(2-fluoro-4-methoxyphenyl)-2-propen-1-one
title_full_unstemmed (<i>E</i>)-3-(4-Chlorophenyl)-1-(2-fluoro-4-methoxyphenyl)-2-propen-1-one
title_sort (<i>e</i>)-3-(4-chlorophenyl)-1-(2-fluoro-4-methoxyphenyl)-2-propen-1-one
publisher MDPI AG
series Molbank
issn 1422-8599
publishDate 2021-01-01
description Natural products known as chalcones show promise as chemotherapeutic agents for the neglected tropical disease known as leishmaniasis. Our objective is to synthesize new targets of opportunity that may lead to better treatments of this debilitating disease. Claisen-Schmidt condensation of 4-chlorobenzaldehyde with 2′-fluoro-4′-methoxyacetophenone using aqueous sodium hydroxide in ethanol yielded the novel compound (<i>E</i>)-3-(4-chlorophenyl)-1-(2-fluoro-4-methoxyphenyl)-2-propen-1-one. The product was obtained in good yield and purity after recrystallization from ethyl acetate/hexane. With the known antiparasitic properties of halogenated chalcones, this novel compound is suitable for antileishmanial activity study.
topic chalcone
synthesis
aldol
leishmaniasis
neglected tropical disease
url https://www.mdpi.com/1422-8599/2021/1/M1184
work_keys_str_mv AT nicholasbailey iei34chlorophenyl12fluoro4methoxyphenyl2propen1one
AT alainaatanes iei34chlorophenyl12fluoro4methoxyphenyl2propen1one
AT bradleyoashburn iei34chlorophenyl12fluoro4methoxyphenyl2propen1one
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