(-)-Viriditoxin

(-)-Viriditoxin is a mycotoxin originally isolated from A. viridinutans that has antibacterial and antiproliferative activity. It is active against methicillin-sensitive and -resistant S. aureus (MSSA and MRSA, respectively), tetracycline-sensitive and -resistant Staphylococcus, vancomycin-sensitive and -resistant Enterococcus, and penicillin-sensitive and -resistant S. pneumoniae (MICs = 2-32 µg/ml). (-)-Viriditoxin is also active against fish pathogens, including S. iniae and S. parauberis (MICs = 0.16-0.21 µg/ml). It inhibits polymerization and the GTPase activity of E. coli FtsZ, a tubulin-like GTPase involved in bacterial cell division (IC50s = 8.2 and 7 µg/ml, respectively). (-)-Viriditoxin inhibits proliferation of human DU145, LNCaP, and PC3 prostate cancer cells (IC50s = 5.36, 0.63, and 7.6 µM, respectively) . It is also toxic to mice (LD50 = 2.8 mg/kg, i.p.).Formal Name: (3S,3'S,6R)-3,3',4,4'-tetrahydro-9,9',10,10'-tetrahydroxy-7,7'-dimethoxy-1,1'-dioxo-[6,6'-bi-1H-naphtho[2,3-c]pyran]-3,3'-diacetic acid, 3,3'-dimethyl ester. CAS Number: 1381782-08-6. Molecular Formula: C34H30O14. Formula Weight: 662.6. Purity: >98%. Formulation: (Request formulation change), A solid. Solubility: DMSO: soluble, Ethanol: soluble. SMILES: OC1=CC(OC)=[C@]([C@]2=C(OC)C=C(O)C3=C2C=C(C[C@@H](CC(OC)=O)OC4=O)C4=C3O)C5=C1C(O)=C6C(C[C@@H](CC(OC)=O)OC6=O)=C5. InChi Code: InChI=1S/C34H30O14/c1-43-21-11-19(35)27-17(7-13-5-15(9-23(37)45-3)47-33(41)25(13)31(27)39)29(21)30-18-8-14-6-16(10-24(38)46-4)48-34(42)26(14)32(40)28(18)20(36)12-22(30)44-2/h7-8,11-12,15-16,35-36,39-40H,5-6,9-10H2,1-4H3/t15-,16-/m0/s1. InChi Key: GMCZVCXZGZGZPX-HOTGVXAUSA-N.