Journal
BIOORGANIC & MEDICINAL CHEMISTRY
Volume 13, Issue 8, Pages 2759-2771Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmc.2005.02.023
Keywords
polyphenol; procyanidin gallate; antioxidant activity; stereoselective synthesis
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Six galloyl-substituted procyanidin B1 and B2, 3-O-gallate, 3-O-gallate, and 3,3-di-O-gallate, were systematically synthesized with the condensation method using TMSOTf as a catalyst. Their ability of DPPH radical scavenging activity and DNA polymerase inhibitory activity were also investigated. The results indicated that the galloyl group of these compounds is very important for both activities. 3,3-Di-O-gallate dimers acted as strong inhibitor against DNA polymerase alpha and beta, whereas the desgalloyl and monogalloyl compounds did not exhibit any appreciable inhibitory activity against the DNA polymerase beta. (c) 2005 Elsevier Ltd. All rights reserved.
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