Borrelidin

Borrelidin is a secondary metabolite produced by Streptomyces and other bacteria. It displays potent antiangiogenic activity, preventing tube formation in rat aorta explants (IC50 = 0.8 nM) and inducing apoptosis in endothelial cells. Borrelidin also alters the splicing of VEGF mRNA, producing an antiangiogenic isoform of the growth factor. It has long been known as a powerful inhibitor of both eukaryotic and bacterial threonyl tRNA synthetase. Borrelidin is also an effective anti-malarial drug, as it kills P. falciparum with an IC50 value of 1.8 nM. At higher doses, it inhibits cyclin-dependent kinase in yeast (IC50 = 24 µM), resulting in growth arrest in the G1 phase.Formal Name: (1R)-2R-[7-cyano-8R,16S-dihydroxy-9S,11R,13S,15S-tetramethyl-18-oxooxacyclooctadeca-4E,6Z-dien-2S-yl]-cyclopentanecarboxylic acid. CAS Number: 7184-60-3. Synonyms: NSC 216128, Treponemycin. Molecular Formula: C28H43NO6. Formula Weight: 489.6. Purity: >98%. Formulation: (Request formulation change), A powder. Solubility: Chloroform: Soluble, DMSO: Soluble, Methanol: Soluble. SMILES: O=C1C[C@H](O)[C@@H](C)C[C@@H](C)C[C@@H](C)C[C@H](C)[C@@H](O)/C(C#N)=C\C=C\C[C@]([C@]2([H])CCC[C@H]2C(O)=O)([H])O1. InChi Code: InChI=1S/C28H43NO6/c1-17-12-18(2)14-20(4)27(32)21(16-29)8-5-6-11-25(22-9-7-10-23(22)28(33)34)35-26(31)15-24(30)19(3)13-17/h5-6,8,17-20,22-25,27,30,32H,7,9-15H2,1-4H3,(H,33,34)/b6-5+,21-8-/t17-,18+,19-,20-,22+,23?,24-,25-,27+/m0/s1. InChi Key: OJCKRNPLOZHAOU-TVHKGLGPSA-N. Origin: Bacterium/Streptomyces sp..