L2037
β-拉帕康
synthetic (organic), ≥98% (TLC), DNA topoisomerase typeI inhibitor, powder
别名:
ARQ 501, NSC 26326, NSC 629749, SL 11001
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关于此项目
经验公式（希尔记法）:
C15H14O3
化学文摘社编号:
分子量:
242.27
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
产品名称
β-拉帕康, ≥98% (TLC)
SMILES string
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
biological source
synthetic (organic)
assay
≥98% (TLC)
form
powder
Quality Level
Application
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
Biochem/physiol Actions
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。
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Byung Tae Choi et al.
Anti-cancer drugs, 14(10), 845-850 (2003-11-05)
beta-Lapachone is a naturally occurring quinone obtained from the bark of the lapacho tree (Tabebuia avellanedae) with cancer chemopreventive properties. The objective of the present study was to investigate the effect of beta-lapachone on the cell growth and apoptosis in
Mary L S Queiroz et al.
Journal of ethnopharmacology, 117(2), 228-235 (2008-03-18)
The effects of Tabebuia avellanedae (TACE), traditionally prescribed in the treatment of cancer, and the naphtoquinone beta-lapachone (beta-lap) on the growth and differentiation of granulocyte and macrophage progenitor cells (CFU-GM) were studied in Ehrlich ascites tumour-bearing mice. Myelosuppression concomitant with
Cleverson Neves-Pinto et al.
Journal of medicinal chemistry, 45(10), 2112-2115 (2002-05-03)
An intensive effort has been directed toward finding alternative drugs for treatment of Chagas' disease, caused by Trypanosoma cruzi, and prophylaxis of blood in endemic areas. Our research comprises the synthesis and trypanocidal screening of derivatives from naphthoquinones. Herein a
Liang Shen
Natural product communications, 6(11), 1677-1678 (2012-01-10)
Beta-Lapachone is a natural product with multiple pharmacological activities and mechanistic studies indicated that reactive oxygen species (ROS) generated by beta-lapachone play significant roles in its pharmacological actions. As photosensitization is an important ROS-generating pathway, in the present work, the
Dong-Oh Moon et al.
International immunopharmacology, 7(4), 506-514 (2007-02-27)
beta-Lapachone (LAPA) is a chemotherapeutic agent that can inhibit the expression of nitric oxide (NO) and inducible NO synthase (iNOS) in alveolar macrophages. No other information on the agent's anti-inflammatory activity has been reported. In the present study, we investigated
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