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Synlett 2009(9): 1517-1519  
DOI: 10.1055/s-0029-1217183
LETTER
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of the Naturally Occurring (-)-1,3,5-Tri-O-Caffeoylquinic Acid

Kay M. Brummond*, Jolie E. DeForrest
Department of Chemistry, University of Pittsburgh, Pittsburgh, PA 15260, USA
Fax: +1(412)6248611; e-Mail: kbrummon@pitt.edu;
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Received 11 February 2009
Publikationsdatum:
18. Mai 2009 (online)

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Abstract

Ribonuclease H (RNase H) is an essential component to the replication of human immunodeficiency virus (HIV), and only a few inhibitors of this enzyme are known. Millenia Hope Pharmaceuticals Inc. found that (-)-1,3,5-tri-O-caffeoylquinic acid is a potent RNase H inhibitor and antiviral agent. A facile route leading to this inhibitor from commercially available (-)-quinic acid is reported within.

Key words

reverse transcriptase - ribonuclease H - (-)-1,3,5-tri-O-caffeoylquinic acid - (-)-quinic acid