Isodiospyrin 

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].

Isodiospyrin (10-40 μM) does not induce human topoisomerase I (htopo I)-DNA covalent complexes. However, Isodiospyrin antagonizes Camptothecin-induced, htopo I-mediated DNA cleavage. Isodiospyrin binds htopo I but not DNA. Isodiospyrin exhibits strong inhibitory effect on the kinase activity of htopo I toward splicing factor 2/alternate splicing factor in the absence of DNA^[1].
Isodiospyrin against Gram-positive bacteria with MICs ranged from 0.78 to 50 μg/mL. While Isodiospyrin against Pseudomonas aeruginosa ATCC 15443 and S. typhi ranged from 50 to 100 μg/mL. The MIC for M. chelonae is between 6.25 and 25 μg/mL^[2].
Isodiospyrin (30 μM; 120-144 hours) shows 81.4 % growth inhibition of P. obscurans. The antifungal activity of Isodiospyrin at 30 μM against P. viticola is 57.7 %^[3].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

374.34

C₂₂H₁₄O₆

20175-84-2

Solid

Orange to red

O=C1C=CC(C2=C(C(C3=C4C(C=CC(C4=C(C=C3C)O)=O)=O)=C(C)C=C12)O)=O

Room temperature in continental US; may vary elsewhere.

4°C, protect from light

*In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)

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

  [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.  [Content Brief]

  [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.  [Content Brief]