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Synthesis and antiproliferative activity of new 2-glyco-3-nitro-2H-chromenes

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
0045-2068
112-116
Luque-Agudo, Verónica
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Albarrán-Velo, Jesús
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Light, Mark E.
cf57314e-6856-491b-a8d2-2dffc452e161
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
0da534b6-1334-41dd-ae40-96e0d7795d85
Albarrán-Velo, Jesús
06971a2a-dc65-4229-810c-fed1a04f4f49
Light, Mark E.
cf57314e-6856-491b-a8d2-2dffc452e161
Padrón, José M.
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Román, Emilio
f0aa4d76-cd57-4bbc-b883-0a52df4c260d
Serrano, José A.
7a250ae8-27ac-4760-be21-e7b86c6e27b9
Gil, M. Victoria
d6c85f44-3bcf-4c00-b9b8-4d058cae393c

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, 112-116. (doi:10.1016/j.bioorg.2019.03.016).

Record type: Article

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
Restricted to Repository staff only until 9 March 2020.
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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: https://eprints.soton.ac.uk/id/eprint/430042
ISSN: 0045-2068
PURE UUID: d4f914a1-2e25-410c-9125-5362d2765e83
ORCID for Mark E. Light: ORCID iD orcid.org/0000-0002-0585-0843

Catalogue record

Date deposited: 10 Apr 2019 16:30
Last modified: 11 Apr 2019 00:36

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Contributors

Author: Verónica Luque-Agudo
Author: Jesús Albarrán-Velo
Author: Mark E. Light ORCID iD
Author: José M. Padrón
Author: Emilio Román
Author: José A. Serrano
Author: M. Victoria Gil

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