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Role of the phenolic hydroxyl group in the biological activities of simplified analogue of aplysiatoxin with antiproliferative activity.

Abstract：

:The 18-deoxy derivative (3) of a simplified analogue (1) of aplysiatoxin with antiproliferative activity was synthesized to examine the role of the phenolic hydroxyl group at position 18 in the biological activities of 1. Compound 3 as well as 1 showed significant affinity for protein kinase Cδ (PKCδ), and the antiproliferative activity of 3 was slightly higher than that of 1. However, the anti-tumor-promoting activity of 3 was less than that of 1 in vitro, suggesting that the phenolic hydroxyl group of 1 is necessary for the anti-tumor-promoting activity but not for the binding of PKCδ and antiproliferative activity. Moreover, PKC isozyme selectivity of 3 was similar to that of 1, suggesting non-PKC receptors for these compounds to play some roles in the anti-tumor-promoting activity of 1.

journal_name

Bioorg Med Chem Lett

journal_title

Bioorganic & medicinal chemistry letters

authors

Yanagita RC,Kamachi H,Tanaka K,Murakami A,Nakagawa Y,Tokuda H,Nagai H,Irie K

doi

10.1016/j.bmcl.2010.08.051

subject

Has Abstract

pub_date

2010-10-15 00:00:00

pages

6064-6

issue

20

eissn

0960-894X

issn

1464-3405

pii

S0960-894X(10)01174-1

journal_volume

20

pub_type

杂志文章

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