Synthesis and cytotoxic activity of novel chromenes

被引：23

作者：

Alizadeh, Babak Heidary ^{[2
]}

Ostad, Seyed Nasser ^{[3
]}

Foroumadi, Alireza ^{[1
]}

Amini, Mohsen ^{[1
]}

Dowlatabadi, Reza ^{[1
]}

Navidpour, Latifeh ^{[1
]}

Shafiee, Abbas ^{[1
]}

机构：

[1] Univ Tehran Med Sci, Fac Pharm & Pharmaceut Sci, Res Ctr, Dept Med Chem, Tehran 14174, Iran

[2] IRIPP, Tehran, Iran

[3] Univ Tehran Med Sci, Fac Pharm, Dept Pharmacol & Toxicol, Tehran 14174, Iran

来源：

ARKIVOC | 2008年

基金：

美国国家科学基金会;

关键词：

Synthesis; chromene; cytotoxic activity;

D O I：

10.3998/ark.5550190.0009.d06

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

With the aim of discovering potential cytotoxic agents, a new series of substituted 4-chromenes were synthesized in three steps starting from the readily available 4-chromanone 3. Alkylation of compound 3 afforded alkyne 4-chromanone 5, which on subsequent cyclization provided pyranochromene 10. Reaction of compounds 5 and 10 with Grignard reagents yielded the desired compounds 7, 8a-d/9a-9d, 12a-b and 14a-c/15a-c. The synthesized compounds were evaluated for their cytotoxic activity on three different cell lines, namely HT29, T47D and L929 and most of them were shown to be relatively good with IC50= 100-130 mu M. Among them, 14b/15b and 8c/9c were the most potent ones with the IC50= 92.28 +/- 16.84 (on HT29) and 94.48 +/- 15.37 mu M (on T47D), respectively.

引用

页码：45 / 56

页数：12

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