Design of antineoplastic agents based on the '2-phenylnaphthalene-type' structural pattern. 4. Synthesis and biological activity of 2-chloro-3- (substituted phenoxy)-1,4-naphthoquinones and related 5,8-dihydroxy-1,4- naphthoquinones Journal Article


Authors: Chang, H. X.; Chou, T. C.; Savaraj, N.; Liu, L. F.; Yu, C.; Cheng, C. C.
Article Title: Design of antineoplastic agents based on the '2-phenylnaphthalene-type' structural pattern. 4. Synthesis and biological activity of 2-chloro-3- (substituted phenoxy)-1,4-naphthoquinones and related 5,8-dihydroxy-1,4- naphthoquinones
Abstract: The intermediate in the preparation of 1,3,7,10- tetrahydroxybenzo[b]naphtho[2,3-d]furan-6,11-dione (2), 2-chloro-5,8- dimethoxy-3-(3,5-dimethoxyphenoxy)-1,4-naphthoquinone (8h), and corresponding hydroxyl, methoxyl, and acetoxyl analogues was found to possess interesting inhibitory activities in a number of cytotoxic test systems. Activities were also noticed in some 5,8-dihydroxy-1,4-naphthoquinone derivatives. A structure-activity discussion of compounds of this series is presented. The newly uncovered biological activity of 2-chloro-3-(substituted phenoxyl)- 1,4-naphthoquinones and 2,3-bis(substituted phenoxy)-1,4-naphthoquinones may suggest an approach for the development of new classes of antineoplastic agents.
Keywords: unclassified drug; human cell; antineoplastic agents; antineoplastic activity; drug structure; drug effect; drug screening; drug design; drug synthesis; structure activity relation; structure-activity relationship; magnetic resonance spectroscopy; naphthalenes; human; article; naphthoquinones; 1,4 naphthoquinone derivative; 1,3,7,10 tetrahydroxybenzo[b]naphtho[2,3 d]furan 6,11 dione; 2 chloro 5,8 dimethoxy 3 (3,5 dimethoxyphenoxy) 1,4 naphthoquinone
Journal Title: Journal of Medicinal Chemistry
Volume: 42
Issue: 3
ISSN: 0022-2623
Publisher: American Chemical Society  
Date Published: 1999-02-11
Start Page: 405
End Page: 408
Language: English
DOI: 10.1021/jm9804679
PUBMED: 9986711
PROVIDER: scopus
DOI/URL:
Notes: Article -- Export Date: 16 August 2016 -- Source: Scopus
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  1. Ting-Chao Chou
    319 Chou