<Suppliers Price>

isodiospyrin

Names

[ CAS No. ]:
20175-84-2

[ Name ]:
isodiospyrin

[Synonym ]:
Isodiospirin
(1,2'-Binaphthalene)-5,5',8,8'-tetrone, 1',4-dihydroxy-2,3'-dimethyl-, (-)-
[1,2'-Binaphthalene]-5,5',8,8'-tetrone, 1',4-dihydroxy-2,3'-dimethyl-, (-)-
1',4-Dihydroxy-2,3'-dimethyl-1,2'-binaphthalene-5,5',8,8'-tetrone
isodiospyrin
[1,2'-Binaphthalene]-5,5',8,8'-tetrone, 1',4-dihydroxy-2,3'-dimethyl-

Biological Activity

[Description]:

Isodiospyrin, a natural dimeric naphthoquinone, is a human DNA topoisomerase I (Topoisomerase) inhibitor. Isodiospyrin can prevent both DNA relaxation and kinase activities of human topoisomerase I. Isodiospyrin shows anticancer, antibacterial and antifungal activities[1][2][3].

[Related Catalog]:

Research Areas >> Cancer
Signaling Pathways >> Cell Cycle/DNA Damage >> Topoisomerase
Research Areas >> Infection
Signaling Pathways >> Anti-infection >> Fungal
Signaling Pathways >> Anti-infection >> Bacterial

[Target]

Topoisomerase I


[In Vitro]

Isodiospyrin (10-40 μM) 不诱导人拓扑异构酶 I (htopo I)-DNA 共价复合物。然而，Isodiospyrin 拮抗 Camptothecin 诱导的 htopo I 介导的 DNA 裂解。Isodiospyrin 结合 htopo I 但不结合 DNA。在 DNA 不存在的情况下，Isodiospyrin 对 htopo I 对剪接因子 2/替代剪接因子的激酶活性具有强烈的抑制作用[1]。 Isodiospyrin 针对革兰氏阳性菌的 MIC 范围为 0.78 至 50 μg/mL。 Isodiospyrin 针对铜绿假单胞菌 ATCC 15443 和伤寒沙门氏菌的浓度范围为 50 至 100 μg/mL。对 M. chelonae 的 MIC 在 6.25 和 25 μg/mL 之间[2]。 Isodiospyrin（30 μM；120-144 小时）显示出 81.4 % 的 P. obscurans 生长抑制。30 μM Isodiospyrin 对 P. viticola 的抗真菌活性为 57.7 %[3]。

[References]

[1]. Chun-Yuan Ting, et al. Isodiospyrin as a novel human DNA topoisomerase I inhibitor. Biochem Pharmacol. 2003 Nov 15;66(10):1981-91.  

[2]. B A Adeniyi, et al. Antibacterial activity of diospyrin, isodiospyrin and bisisodiospyrin from the root of Diospyros piscatoria (Gurke) (Ebenaceae). Phytother Res. 2000 Mar;14(2):112-7.  

[3]. Xiaoning Wang, et al. Antifungal metabolites from the roots of Diospyros virginiana by overpressure layer chromatography. Chem Biodivers. 2011 Dec;8(12):2331-40.  

Chemical & Physical Properties

[ Density]:
1.5±0.1 g/cm3

[ Boiling Point ]:
712.0±60.0 °C at 760 mmHg

[ Molecular Formula ]:
C22H14O6

[ Molecular Weight ]:
374.343

[ Flash Point ]:
398.3±29.4 °C

[ Exact Mass ]:
374.079041

[ PSA ]:
108.74000

[ LogP ]:
3.83

[ Vapour Pressure ]:
0.0±2.4 mmHg at 25°C

[ Index of Refraction ]:
1.707

Safety Information

[ Hazard Codes ]:
Xi

Related Compounds