Potent antitumor activity of synthetic 1,2-naphthoquinones and 1,4-naphthoquinones

被引：213

作者：

Kongkathip, N ^{[1
]}

Kongkathip, B

Siripong, P

Sangma, C

Luangkamin, S

Niyomdecha, M

Pattanapa, S

Plyavirlyagul, S

Kongsaeree, P

机构：

[1] Kasetsart Univ, Fac Sci, Dept Chem, Nat Prod & Organ Synth Res Unit, Bangkok 10900, Thailand

[2] NCI, Div Res, Nat Prod Res Sect, Bangkok 10400, Thailand

[3] Mahidol Univ, Fac Sci, Dept Chem, Bangkok 10400, Thailand

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2003年 / 11卷 / 14期

关键词：

D O I：

10.1016/S0968-0896(03)00226-8

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Rhinacanthone (1) and two 1,2-pyranonaphthoquinones (2,3) were synthesized and found to show very potent cytotoxicity against three cancer cell lines (KB, HeLa and HepG(2)) with IC50 values of 0.92-9.63 muM, whereas the corresponding hydroxylated derivative 4 had reduced cytotoxicity (IC50 values of 7.61-24.13 muM). Three 1,2-furanonaphthoquinone derivatives (5-7) were also synthesized with similar cytotoxicity as 1,2-pyranonaphthoquinones. In comparison to 1,2-naphthoquinones, six w1,4-naphthoquinones derivatives fused with pyran ring (8-10) and furan ring (11-13) were synthesized and they showed less cytotoxicity or inactive to the cancer cell lines. Moreover, compound 13 had significant cytotoxicity against HeLa cell line (IC50 value of 9.25 muM) while it showed no toxic to vero cell. (C) 2003 Elsevier Science Ltd. All rights reserved.

引用

页码：3179 / 3191

页数：13

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