Tetrahydrobenzothiophene carboxamides: Beyond the kinase domain and into the fatty acid realm

Sabin Llona-Minguez; Shabnam Fayezi; Alireza Alihemmati; Jordi Juárez-Jiménez; F. Javier Piedrafita; Thomas Helleday

doi:10.1016/j.bmcl.2017.08.006

Tetrahydrobenzothiophene carboxamides: Beyond the kinase domain and into the fatty acid realm

Sabin Llona-Minguez^*, Shabnam Fayezi, Alireza Alihemmati, Jordi Juárez-Jiménez, F. Javier Piedrafita, Thomas Helleday

^*Corresponding author for this work

Department of Gynecology and Obstetrics

1 Citation (Scopus)

Abstract

A series of tetrahydrobenzothiophene carboxamides, inspired by structural features present in kinase and SCD1 inhibitors, are presented here. Prototype compound 8 (MMDD13) modulates fatty acid elongase and desaturase indexes, lipid accumulation, while preserving kinase inhibitory activity. This chemotype represents a stepping stone towards chemical probes to study the consequences of lipid metabolism modulation through non-redundant pathways.

Original language	English
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	27
Issue number	18
Pages (from-to)	4462-4466
Number of pages	5
ISSN	0960-894X
DOIs	https://doi.org/10.1016/j.bmcl.2017.08.006
Publication status	Published - 2017

Funding

We acknowledge Dr. Gaelle Cane for insightful manuscript discussions. This work was supported by the Swedish Research Council, the Knut and Alice Wallenberg Foundation, the G?ran Gustafsson Foundation, the Swedish Pain Relief Foundation, the Torsten S?derbergs Stiftelse, the Swedish Children's Cancer Foundation, and the Swedish Cancer Society. We would also like to acknowledge the Faculty of Medicine at Tabriz University of Medical Sciences for providing research facilities and ChemAxon (http://www.chemaxon.com) for technical support. We acknowledge Dr. Gaelle Cane for insightful manuscript discussions. This work was supported by the Swedish Research Council , the Knut and Alice Wallenberg Foundation , the Göran Gustafsson Foundation , the Swedish Pain Relief Foundation , the Torsten Söderbergs Stiftelse , the Swedish Children’s Cancer Foundation , and the Swedish Cancer Society . We would also like to acknowledge the Faculty of Medicine at Tabriz University of Medical Sciences for providing research facilities and ChemAxon ( http://www.chemaxon.com ) for technical support.

Funders	Funder number
G?ran Gustafsson Foundation
Swedish Children's Cancer Foundation
Swedish Children's Cancer Foundation
Swedish Pain Relief Foundation
Torsten Söderbergs Stiftelse
Pain Relief Foundation
Cancerfonden
Göran Gustafssons Stiftelse för Naturvetenskaplig och Medicinsk Forskning
Knut och Alice Wallenbergs Stiftelse
Vetenskapsrådet
Tabriz University of Medical Sciences

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

SDG 3 Good Health and Well-being

Research Areas and Centers

Centers: Center for Pre-Implantation Diagnostics (PID)

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10.1016/j.bmcl.2017.08.006

Cite this

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abstract = "A series of tetrahydrobenzothiophene carboxamides, inspired by structural features present in kinase and SCD1 inhibitors, are presented here. Prototype compound 8 (MMDD13) modulates fatty acid elongase and desaturase indexes, lipid accumulation, while preserving kinase inhibitory activity. This chemotype represents a stepping stone towards chemical probes to study the consequences of lipid metabolism modulation through non-redundant pathways.",

author = "Sabin Llona-Minguez and Shabnam Fayezi and Alireza Alihemmati and Jordi Ju{\'a}rez-Jim{\'e}nez and Piedrafita, \{F. Javier\} and Thomas Helleday",

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AU - Llona-Minguez, Sabin

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AU - Alihemmati, Alireza

AU - Juárez-Jiménez, Jordi

AU - Piedrafita, F. Javier

AU - Helleday, Thomas

PY - 2017

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AB - A series of tetrahydrobenzothiophene carboxamides, inspired by structural features present in kinase and SCD1 inhibitors, are presented here. Prototype compound 8 (MMDD13) modulates fatty acid elongase and desaturase indexes, lipid accumulation, while preserving kinase inhibitory activity. This chemotype represents a stepping stone towards chemical probes to study the consequences of lipid metabolism modulation through non-redundant pathways.

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DO - 10.1016/j.bmcl.2017.08.006

M3 - Journal articles

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JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

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ER -

Tetrahydrobenzothiophene carboxamides: Beyond the kinase domain and into the fatty acid realm

Abstract

Funding

UN SDGs

Research Areas and Centers

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