L2037
β-拉帕康
synthetic (organic), ≥98% (TLC), DNA topoisomerase typeI inhibitor, powder
别名:
ARQ 501, NSC 26326, NSC 629749, SL 11001
Product Name
β-拉帕康, ≥98% (TLC)
生物来源
synthetic (organic)
质量水平
方案
≥98% (TLC)
表单
powder
SMILES字符串
CC1(C)CCC2=C(O1)c3ccccc3C(=O)C2=O
InChI
1S/C15H14O3/c1-15(2)8-7-11-13(17)12(16)9-5-3-4-6-10(9)14(11)18-15/h3-6H,7-8H2,1-2H3
InChI key
QZPQTZZNNJUOLS-UHFFFAOYSA-N
应用
ββ-拉帕醌已用于：
- 作为抗癌药物，用于Lewis肺癌(LLC)细胞和已分离线粒体的过氧化氢酶抑制型鲁米诺/过氧化氢(HRP)-依赖性化学发光检测
- 作为萘醌类物质，研究其对小鼠粒细胞和巨噬细胞祖细胞生长和分化的影响
- 作为人重组NAD(P)H脱氢酶1(NQO1)酶活研究底物
生化/生理作用
β-Lapachone 是一种天然存在的醌，从具有癌症化学预防属性的重蚁木树 (Tabebuia avellanedae) 的树皮中获得。诱导 HL-60 和人前列腺癌细胞凋亡。
β-拉帕醌主要用作I型DNA拓扑异构酶抑制剂，具有抗真菌、抗细菌、杀锥虫和抗病毒活性。β-拉帕醌也可抑制肺泡巨噬细胞诱导型一氧化氮合酶(iNOS)活性和一氧化氮(NO)生成。
储存分类代码
11 - Combustible Solids
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
个人防护装备
Eyeshields, Gloves, type N95 (US)
C J Li et al.
The Journal of biological chemistry, 268(30), 22463-22468 (1993-10-25)
beta-Lapachone is a plant product that has been found to have many pharmacological effects. To date, very little is known about its biochemical target. In this study, we found that beta-lapachone inhibits the catalytic activity of topoisomerase I from calf
S M Planchon et al.
Cancer research, 55(17), 3706-3711 (1995-09-01)
beta-Lapachone and certain of its derivatives directly bind and inhibit topoisomerase I (Topo I) DNA unwinding activity and form DNA-Topo I complexes, which are not resolvable by SDS-K+ assays. We show that beta-lapachone can induce apoptosis in certain cells, such
S M Wuerzberger et al.
Cancer research, 58(9), 1876-1885 (1998-05-15)
Beta-lapachone (beta-lap) affects a number of enzymes in vitro, including type I topoisomerase (Topo I); however, its exact intracellular target(s) and mechanism of cell killing remain unknown. We compared the cytotoxic responses of MCF-7:WS8 (MCF-7) human breast cancer cells after
David Siegel et al.
Biochemical pharmacology, 83(8), 1033-1040 (2012-01-03)
Quinones represent a large and diverse class of antitumor drugs and many quinones are approved for clinical use or are currently undergoing evaluation in clinical trials. For many quinones reduction to the hydroquinone has been shown to play a key
Chih-Hua Tseng et al.
Bioorganic & medicinal chemistry, 21(2), 523-531 (2012-12-13)
β-Lapachone (β-LAPA), a natural product from the lapacho tree in South America, is a potential chemotherapeutic agent that exhibit a wide variety of pharmacological effects such as anti-virus, anti-parasitic, anti-cancer, and anti-inflammatory activities. In order to discover novel anti-inflammatory agents
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