상세 정보

underline
Metadata Downloads : dc(xml) or Excel
Cited 0 time in scopus ci

Title 

1,12-Substituted tetracyclines as antioxidant agents

Authors 

J LertvorachonJong Pyung KimD V SoldatovJ BoydG RomanS J ChoT PopekY S JungP C K LauY Konishi

Publisher 

Elsevier

Issue Date 

2005

Citation 

Bioorganic & Medicinal Chemistry, vol. 13, no. 15, pp. 4627-4637

Keywords 

antioxidantpyrazole derivativestetracyclines1,1 diphenyl 2 picrylhydrazyl12 hydroxy 1,12 pyrazolinotetracyclineantibiotic agenthydroxy 1,12 pyrazolinominocyclinetetracyclinetetracycline derivative

Abstract 

Novel hydroxypyrazoline derivatives of tetracycline and minocycline have been synthesized through the reaction of these tetracyclines with hydrazine. The formation of a new chiral center at C12 is stereospecific to give 12S-12-hydroxy-1,12-pyrazolinotetracycline. A reaction mechanism for the formation of these novel tetracycline derivatives has been proposed. Hydroxypyrazolinotetracyclines exhibit no binding to Mg2+ and Zn 2+, features that are required for antibiotic activity and matrix metalloproteinase (MMP) inhibitions, respectively. The modification toward their hydroxypyrazolino derivatives significantly improved the antioxidant activities of tetracycline and minocycline, as shown by three commonly used assays (DPPH, ABTS+, and superoxide scavenging). 12S-Hydroxy-1,12- pyrazolinominocycline is a promising tetracycline-based antioxidant devoid of antibiotic properties and MMP inhibitory activity, which could be beneficial in the treatment of complications related to oxidative stress.

ISSN 

0968-0896

Link 

http://dx.doi.org/10.1016/j.bmc.2005.04.032

Appears in Collections

1. Journal Articles > Journal Articles

Registered Date

2017-04-19


There are no files associated with this item.
qrcode

FusionCharts.
DSpace Software Coptright(c) 2010 MIT and Hewleft-Packard  /  KRIBB-REPOSITORY ( Email:jakim@kribb.re.kr)