Issue 45, 2012
From the journal:

Organic & Biomolecular Chemistry

Quinine bis-conjugates with quinoloneantibiotics and peptides: synthesis and antimalarial bioassay†

Siva S. Panda,a   Kiran Bajaj,a   Marvin J. Meyers,b   Francis M. Sverdrupb  and  Alan R. Katritzky*ac  

* Corresponding authors

a Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, FL 32611-7200, USA
E-mail: katritzky@chem.ufl.edu

b Center for World Health & Medicine, Saint Louis University, Saint Louis, MO 63104, USA

c Department of Chemistry, King Abdulaziz University, Jeddah, Saudi Arabia

Abstract

Benzotriazole-mediated syntheses led to novel bis-conjugates of quinine with quinolone antibiotics and amino acid linkers which were successfully prepared by two alternative routes with excellent yields and retention of chirality. These bis conjugates retain in vitro antimalarial activity with IC50 values ranging from 12 to 207 nM, similar to quinine itself.

Graphical abstract: Quinine bis-conjugates with quinolone antibiotics and peptides: synthesis and antimalarial bioassay

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Article information

DOI
https://doi.org/10.1039/C2OB26439K
Article type
Paper
Submitted
23 Jul 2012
Accepted
14 Sep 2012
First published
17 Sep 2012

Org. Biomol. Chem., 2012,10, 8985-8993

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Quinine bis-conjugates with quinolone antibiotics and peptides: synthesis and antimalarial bioassay

S. S. Panda, K. Bajaj, M. J. Meyers, F. M. Sverdrup and A. R. Katritzky, Org. Biomol. Chem., 2012, 10, 8985 DOI: 10.1039/C2OB26439K

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