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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

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

H X Chang, T C Chou, N Savaraj, L F Liu, C Yu, C C Cheng

J Med Chem. 1999 Feb 11;42(3):405-8.

PMID: 9986711

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.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP475387	5,8-Dihydroxy-1,4-naphthoquinone		475-38-7	Price

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