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1,4-Benzoxazine-3(4H)-ones as potent inhibitors of platelet aggregation: design, synthesis and structure-activity relations.

Abstract：

:A series of novel potentially platelet aggregation-inhibiting 1,4-benzoxazine-3(4H)-one derivatives was designed and synthesized through Smiles rearrangement, reduction and acetylation reactions. The antiaggregatory activities of the target molecules on arterial blood samples from rabbits, expressed by IC₅₀ values (μM), were then evaluated in vitro against ADP induced platelet aggregation. The favorable IC₅₀ values of compound 8c (IC₅₀=8.99 µM) and 8d (IC₅₀=8.94 µM) indicated that these two compounds were the most potent molecules among all the synthesized compounds. A detailed molecular docking study to explore the interaction of compounds 8c and 8d with GP IIb/IIIa receptor showed that they these two compounds were docked into the active site of GPIIb/IIIa receptor. These results suggest that the 1,4-benzoxazine-3(4H)-one derivatives are promising lead compounds to develop new platelet aggregation inhibitors.

journal_name

Chem Pharm Bull (Tokyo)

journal_title

Chemical & pharmaceutical bulletin

authors

Liu C,Tan JL,Xiao SY,Liao JF,Zou GR,Ai XX,Chen JB,Xiang Y,Yang Q,Zuo H

doi

10.1248/cpb.c14-00330

subject

Has Abstract

pub_date

2014-01-01 00:00:00

pages

915-20

issue

9

eissn

0009-2363

issn

1347-5223

pii

DN/JST.JSTAGE/cpb/c14-00330

journal_volume

62

pub_type

杂志文章

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