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Synlett 2012; 23(19): 2808-2810
DOI: 10.1055/s-0032-1317493
letter
© Georg Thieme Verlag Stuttgart · New York

Sulfoximine- and Sulfilimine-Based DAPSON Analogues; Syntheses and Bioactivities

Xiao Yun Chen
a   Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen, Germany   Fax: +49(241)8092391   Email: carsten.bolm@oc.rwth-aachen.de
,
Helmut Buschmann
b   Sperberweg 15, 52076 Aachen, Germany
,
Carsten Bolm*
a   Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen, Germany   Fax: +49(241)8092391   Email: carsten.bolm@oc.rwth-aachen.de
› Author Affiliations
Further Information

Publication History

Received: 27 August 2012

Accepted after revision: 27 September 2012

Publication Date:
09 November 2012 (online)

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Abstract

Sulfoximine- and sulfilimine-based diamino-diphenyl sulfone (DAPSON) analogues have been prepared and their COX-1 and COX-2 inhibition potencies as well as LTB4 and TNF binding properties were studied. Furthermore, their antiproliferative activities on cancer cell growth were investigated. Neither compounds showed significant bioactivities.

Key words

drug discovery - cancer - oxidation - sulfoximine - sulfil­imine

Supporting Information

    for this article is available online at http://www.thieme-connect.com/ejournals/toc/synlett.
  • Supporting Information
 

  • References

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      • These assays were performed by Ricerca Biosciences, Chicago, USA. Methods:
    • 11a COX-1: human platelets (source); 100 μM arachidonic acid (substrate); EIA quantification of PGE2 (quantification method).
    • 11b COX-2: human recombinant insect Sf21 cells (source); 0.3 μM arachidonic acid (substrate); EIA quantification of PGE2 (quantification method).
    • 11c LTB4: human U937 cells (source); 0.2 nM [3H] LTB4 (ligand); radioligand binding (quantification method).
    • 11d TNF: human U937 cells (source); 0.028 nM [125I] TNF-α (ligand); radioligand binding (quantification method). For details see the Supporting Information.
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