Apicidin

• CAT Number: R055023
• CAS Number: 183506-66-3
• Molecular Formula: C₃₄H₄₉N₅O₆
• Molecular Weight: 623.8
• Purity: ≥95%
• Target: HDAC
• Solubility: Limited solubility
• Storage: Store at -20°C
• InChI: InChI=1S/C34H49N5O6/c1-5-22(3)30-34(44)38-19-13-12-18-29(38)33(43)35-26(16-9-7-8-14-24(40)6-2)31(41)36-27(32(42)37-30)20-23-21-39(45-4)28-17-11-10-15-25(23)28/h10-11,15,17,21-22,26-27,29-30H,5-9,12-14,16,18-20H2,1-4H3,(H,35,43)(H,36,41)(H,37,42)/t22-,26-,
• InChIKey: JWOGUUIOCYMBPV-GMFLJSBRSA-N
• SMILES: CCC(C)C1C(=O)N2CCCCC2C(=O)NC(C(=O)NC(C(=O)N1)CC3=CN(C4=CC=CC=C43)OC)CCCCCC(=O)CC

Apicidin is a a potent histone deacetylases (HDAC) inhibitor with potential anticancer activity.

Reference

1:The optimization of cell therapy by combinational application with apicidin-treated mesenchymal stem cells after myocardial infarction. Cho DI, Kang WS, Hong MH, Kang HJ, Kim MR, Kim MC, Kim YS, Ahn Y.Oncotarget. 2017 Apr 27. doi: 10.18632/oncotarget.17471. [Epub ahead of print] PMID: 28498815 Free Article2:Apicidin Inhibited Proliferation and Invasion and Induced Apoptosis via Mitochondrial Pathway in Non-small Cell Lung Cancer GLC-82 Cells. Zhang J, Lai Z, Huang W, Ling H, Lin M, Tang S, Liu Y, Tao Y.Anticancer Agents Med Chem. 2017 Apr 19. doi: 10.2174/1871520617666170419120044. [Epub ahead of print] PMID: 28425856 3:Histone deacetylase inhibitor apicidin increases expression of the α-secretase ADAM10 through transcription factor USF1-mediated mechanisms. Hu XT, Zhu BL, Zhao LG, Wang JW, Liu L, Lai YJ, He L, Deng XJ, Chen GJ.FASEB J. 2017 Apr;31(4):1482-1493. doi: 10.1096/fj.201600961RR. Epub 2016 Dec 21. PMID: 28003340 4:In vitro cytotoxicity evaluation of HDAC inhibitor Apicidin in pancreatic carcinoma cells subsequent time and dose dependent treatment. Bauden M, Tassidis H, Ansari D.Toxicol Lett. 2015 Jul 2;236(1):8-15. doi: 10.1016/j.toxlet.2015.03.017. Epub 2015 Apr 24. PMID: 25917448 5:Apicidin inhibits cell growth by downregulating IGF-1R in salivary mucoepidermoid carcinoma cells. Ahn MY, Ahn JW, Kim HS, Lee J, Yoon JH.Oncol Rep. 2015 Apr;33(4):1899-907. doi: 10.3892/or.2015.3776. Epub 2015 Feb 2. PMID: 25647264 6:Apicidin sensitizes pancreatic cancer cells to gemcitabine by epigenetically regulating MUC4 expression. Ansari D, Urey C, Hilmersson KS, Bauden MP, Ek F, Olsson R, Andersson R.Anticancer Res. 2014 Oct;34(10):5269-76. PMID: 25275019 7:Apicidin F: characterization and genetic manipulation of a new secondary metabolite gene cluster in the rice pathogen Fusarium fujikuroi. Niehaus EM, Janevska S, von Bargen KW, Sieber CM, Harrer H, Humpf HU, Tudzynski B.PLoS One. 2014 Jul 24;9(7):e103336. doi: 10.1371/journal.pone.0103336. eCollection 2014. PMID: 25058475 Free PMC Article8:Quantitative determination of absorption and first-pass metabolism of apicidin, a potent histone deacetylase inhibitor. Shin BS, Yoo SD, Kim TH, Bulitta JB, Landersdorfer CB, Shin JC, Choi JH, Weon KY, Joo SH, Shin S.Drug Metab Dispos. 2014 Jun;42(6):974-82. doi: 10.1124/dmd.113.056713. Epub 2014 Mar 18. PMID: 24644298 Free Article9:Activation of snail and EMT-like signaling via the IKKαβ/NF-κB pathway in Apicidin-resistant HA22T hepatocellular carcinoma cells. Tu CC, Cheng LH, Hsu HH, Chen LM, Lin YM, Chen MC, Lee NH, Tsai FJ, Huang CY, Wu WJ.Chin J Physiol. 2013 Dec 31;56(6):326-33. doi: 10.4077/CJP.2013.BAB158. PMID: 24495179 10:Apicidin-resistant HA22T hepatocellular carcinoma cells strongly activated the Wnt/β-catenin signaling pathway and MMP-2 expression via the IGF-IR/PI3K/Akt signaling pathway enhancing cell metastatic effect. Hsieh CH, Cheng LH, Hsu HH, Ho TJ, Tu CC, Lin YM, Chen MC, Tsai FJ, Hsieh YL, Huang CY.Biosci Biotechnol Biochem. 2013;77(12):2397-404. Epub 2013 Dec 7. PMID: 24317053 Free Article