Synthesis of two multivalent lactosides with anti-adhesive activity and their fluorescein-labeled and biotin-labeled derivatives

doi:10.5246/jcps.2011.04.040

Abstract

Abstract:

Adhesion of leukocytes to endothelium plays an important role in inflammation-associated diseases. Our previous studies showed that multivalent lactosides were able to inhibit this process. Using 2-azide-1,3-propandiol and glutamic acid as spacers, we synthesized divalent lactoside An-2 and tetravalent lactoside Gu-4 by means of convergent method. These two compounds displayed high anti-adhesive activity and showed therapeutic effect in rats with severe burn shock. In addition, investigation of the anti-adhesion biological mechanism using labeled compounds YAn-2 and YGu-4 demonstrated that the target of multivalent lactosides was CD11b, the β2 integrin subunit, on the surface of leukocytes. In this paper, the synthesis of these two new multivalent lactosides as well as their fluorescein-labeled and biotin-labeled compounds is reported.

Key words: Anti-adhesion, Biotin, Fluorescein, Multivalent-lactosides, Synthesis

CLC Number:

R916.41

Supporting:

Qing Li, Yue-Tao Zhao, Xiang-Bao Meng, Ting-Ting Yan, Shu-Chun Li, He-Qing Huang, Zhi-Hui Zhao^*, Zhong-Jun Li^* . Synthesis of two multivalent lactosides with anti-adhesive activity and their fluorescein-labeled and biotin-labeled derivatives[J]. , DOI: 10.5246/jcps.2011.04.040.

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