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Title 

Preliminary structure-antiangiogenic activity relationships of 4-senecioyloxymethyl-6,7-dimethoxycoumarin

Authors 

N H NamY KimY J YouDong Ho HongHwan Mook KimB Z Ahn

Publisher 

Elsevier

Issue Date 

2002

Citation 

Bioorganic & Medicinal Chemistry Letters, vol. 12, no. 17, pp. 2345-2348

Keywords 

4 senecioyloxymethyl 6,7 dimethoxycoumarin4-senecioyloxymethyl-6,7-dimethoxycoumarindrug activitystructure activity relationstructure-activity relationship

Abstract 

Through a systematic modification of the novel angiogenesis inhibitor 4-senecioyloxymethyl-6,7-dimethoxycoumarin (1) we found that a 6,7-dimethoxy moiety is important for bioactivity of 1. Replacement of the lactone functionality in coumarin 1 by an amide decreased its activity. By substitution of the senecioyl chain with various cinnamoyl groups we discovered 6d, bearing a 4-methoxycinnamoyl instead of senecioyl side chain, with inhibitory activity in HUVEC tube formation assay enhanced by one order of magnitude compared to 1. We have also synthesized compound 12, an analogue of 6d, with equipotency and improved water solubility.

ISSN 

0960-894X

Link 

http://dx.doi.org/10.1016/S0960-894X(02)00392-X

Appears in Collections

1. Journal Articles > Journal Articles

Registered Date

2017-04-19


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