For research use only. Not for therapeutic Use.
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].
| Catalog Number | R062217 |
| CAS Number | 20175-84-2 |
| Synonyms | 5-hydroxy-6-(4-hydroxy-2-methyl-5,8-dioxonaphthalen-1-yl)-7-methylnaphthalene-1,4-dione |
| Molecular Formula | C22H14O6 |
| Purity | ≥95% |
| InChI | InChI=1S/C22H14O6/c1-9-7-11-12(23)3-4-13(24)19(11)22(28)18(9)17-10(2)8-16(27)20-14(25)5-6-15(26)21(17)20/h3-8,27-28H,1-2H3 |
| InChIKey | OEEOHKZVBKYMBA-UHFFFAOYSA-N |
| SMILES | CC1=CC2=C(C(=O)C=CC2=O)C(=C1C3=C4C(=O)C=CC(=O)C4=C(C=C3C)O)O |
| Reference | [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. |
