Lucanthone

• CAT Number: I007732
• CAS Number: 479-50-5
• Molecular Formula: C20H24N2OS
• Molecular Weight: 340.48
• Purity: ≥95%
• Solubility: Soluble in DMSO, not in water
• Storage: 0 - 4°C for short term , or -20°C for long term.

Lucanthone is orally available thioxanthone-based DNA intercalator and inhibitor of the DNA repair enzyme apurinic-apyrimidinic endonuclease 1 (APEX1 or APE1), with anti-schistosomal and potential antineoplastic activity. Lucanthone intercalates DNA and interferes with the activity of topoisomerases I and II during replication and transcription, thereby inhibiting the synthesis of macromolecules. In addition, this agent specifically inhibits the endonuclease activity of APE1, without affecting its redox activity, resulting in unrepaired DNA strand breaks which may induce apoptosis. Therefore, lucanthone may sensitize tumor cells to radiation and chemotherapy. Furthermore, lucanthone inhibits autophagy through the disruption of lysosomal function. The multifunctional nuclease APE1 is a key component for DNA repair; its expression is often correlated with tumor cell resistance to radio- and chemotherapy. Check for active clinical trials or closed clinical trials using this agent. ( NCI Thesaurus )

Reference

1:Computational Study of Anticancer Drug Resistance Caused by 10 Topisomerase I Mutations, Including 7 Camptothecin Analogs and Lucanthone. Mulholland K, Wu C.J Chem Inf Model. 2016 Sep 26;56(9):1872-83. doi: 10.1021/acs.jcim.6b00317. Epub 2016 Sep 1. PMID: 27564845 2:Graphene nanoribbons as a drug delivery agent for lucanthone mediated therapy of glioblastoma multiforme. Chowdhury SM, Surhland C, Sanchez Z, Chaudhary P, Suresh Kumar MA, Lee S, Peña LA, Waring M, Sitharaman B, Naidu M.Nanomedicine. 2015 Jan;11(1):109-18. doi: 10.1016/j.nano.2014.08.001. Epub 2014 Aug 13. PMID: 25131339 Free PMC Article3:Lucanthone and its derivative hycanthone inhibit apurinic endonuclease-1 (APE1) by direct protein binding. Naidu MD, Agarwal R, Pena LA, Cunha L, Mezei M, Shen M, Wilson DM 3rd, Liu Y, Sanchez Z, Chaudhary P, Wilson SH, Waring MJ.PLoS One. 2011;6(9):e23679. doi: 10.1371/journal.pone.0023679. Epub 2011 Sep 15. PMID: 21935361 Free PMC Article4:Lucanthone is a novel inhibitor of autophagy that induces cathepsin D-mediated apoptosis. Carew JS, Espitia CM, Esquivel JA 2nd, Mahalingam D, Kelly KR, Reddy G, Giles FJ, Nawrocki ST.J Biol Chem. 2011 Feb 25;286(8):6602-13. doi: 10.1074/jbc.M110.151324. Epub 2010 Dec 10. PMID: 21148553 Free PMC Article5:Inhibition of the human apurinic/apyrimidinic endonuclease (APE1) repair activity and sensitization of breast cancer cells to DNA alkylating agents with lucanthone. Luo M, Kelley MR.Anticancer Res. 2004 Jul-Aug;24(4):2127-34. PMID: 15330152 Free Article6:Abasic sites in DNA of HeLa cells induced by lucanthone. Mendez F, Goldman JD, Bases RE.Cancer Invest. 2002;20(7-8):983-91. PMID: 12449731 7:Stimulation of topoisomerase II-mediated DNA cleavage by an indazole analogue of lucanthone. Dassonneville L, Bailly C.Biochem Pharmacol. 1999 Oct 15;58(8):1307-12. PMID: 10487533 8:Accelerated regression of brain metastases in patients receiving whole brain radiation and the topoisomerase II inhibitor, lucanthone. Del Rowe JD, Bello J, Mitnick R, Sood B, Filippi C, Moran J, Freeman K, Mendez F, Bases R.Int J Radiat Oncol Biol Phys. 1999 Jan 1;43(1):89-93. PMID: 9989518 9:Topoisomerase inhibition by lucanthone, an adjuvant in radiation therapy. Bases RE, Mendez F.Int J Radiat Oncol Biol Phys. 1997 Mar 15;37(5):1133-7. PMID: 9169823 10:Preferential intercalation at AT sequences in DNA by lucanthone, hycanthone, and indazole analogs. A footprinting study. Bailly C, Waring MJ.Biochemistry. 1993 Jun 15;32(23):5985-93. PMID: 8389585