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

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Title
Preliminary structure-antiangiogenic activity relationships of 4-senecioyloxymethyl-6,7-dimethoxycoumarin
Author(s)
N H Nam; Y Kim; Y J You; Dong Ho Hong; Hwan Mook Kim; B Z Ahn
Bibliographic Citation
Bioorganic & Medicinal Chemistry Letters, vol. 12, no. 17, pp. 2345-2348
Publication Year
2002
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
Publisher
Elsevier
DOI
http://dx.doi.org/10.1016/S0960-894X(02)00392-X
Type
Article
Appears in Collections:
1. Journal Articles > Journal Articles
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