Synthesis and antiproliferative activity of new 2-glyco-3-nitro-2H-chromenes
Synthesis and antiproliferative activity of new 2-glyco-3-nitro-2H-chromenes
3-nitro-2H-chromenes and derivatives are compounds with diverse biological activity, among them, new 2-glyco-3-nitro-2H-chromenes have been prepared by one-pot oxa-Michael-Henry-dehydration reactions between carbohydrate-derived nitroalkenes and several salicylaldehydes, using a minimal amount of solvent and DBU as catalyst. The antiproliferative activity of these new compounds has been evaluated against a panel of six human solid tumor cell lines, and compared to pharmacological reference compounds, finding that their activities are in the low micromolar range and that some of them are more effective than the standards.
3-nitro-2H-chromenes, Antiproliferative activity, Carbohydrates, Structure-activity relationship
112-116
Luque-Agudo, Verónica
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Albarrán-Velo, Jesús
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Light, Mark E.
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Padrón, José M.
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Román, Emilio
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Serrano, José A.
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Gil, M. Victoria
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1 June 2019
Luque-Agudo, Verónica
0da534b6-1334-41dd-ae40-96e0d7795d85
Albarrán-Velo, Jesús
06971a2a-dc65-4229-810c-fed1a04f4f49
Light, Mark E.
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Padrón, José M.
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Román, Emilio
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Serrano, José A.
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Gil, M. Victoria
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Luque-Agudo, Verónica, Albarrán-Velo, Jesús, Light, Mark E., Padrón, José M., Román, Emilio, Serrano, José A. and Gil, M. Victoria
(2019)
Synthesis and antiproliferative activity of new 2-glyco-3-nitro-2H-chromenes.
Bioorganic Chemistry, 87, .
(doi:10.1016/j.bioorg.2019.03.016).
Abstract
3-nitro-2H-chromenes and derivatives are compounds with diverse biological activity, among them, new 2-glyco-3-nitro-2H-chromenes have been prepared by one-pot oxa-Michael-Henry-dehydration reactions between carbohydrate-derived nitroalkenes and several salicylaldehydes, using a minimal amount of solvent and DBU as catalyst. The antiproliferative activity of these new compounds has been evaluated against a panel of six human solid tumor cell lines, and compared to pharmacological reference compounds, finding that their activities are in the low micromolar range and that some of them are more effective than the standards.
Text
Revised manuscript10.1016_j.bioorg.2019.03.016
- Accepted Manuscript
More information
Accepted/In Press date: 8 March 2019
e-pub ahead of print date: 9 March 2019
Published date: 1 June 2019
Keywords:
3-nitro-2H-chromenes, Antiproliferative activity, Carbohydrates, Structure-activity relationship
Identifiers
Local EPrints ID: 430042
URI: http://eprints.soton.ac.uk/id/eprint/430042
ISSN: 0045-2068
PURE UUID: d4f914a1-2e25-410c-9125-5362d2765e83
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Date deposited: 10 Apr 2019 16:30
Last modified: 18 Mar 2024 05:22
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Contributors
Author:
Verónica Luque-Agudo
Author:
Jesús Albarrán-Velo
Author:
José M. Padrón
Author:
Emilio Román
Author:
José A. Serrano
Author:
M. Victoria Gil
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