MedKoo Cat#: 4081245 | Name: Ellipticine quinone

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Ellipticine quinone, also known as NSC-383230, is a Drp1 inhibitor. rpitor1 and Drpitor1a inhibited the GTPase activity of Drp1 without inhibiting the GTPase of dynamin 1. Ellipticine quinone showed greater potency than the current std. Drp1 GTPase inhibitor, mdivi-​1, (IC50 for mitochondrial fragmentation are (0.06, and 10 μM, resp.)​. Ellipticine quinone suppressed lung cancer tumor growth in a mouse xenograft model. Ellipticine quinone also inhibited mitochondrial ROS prodn., prevented mitochondrial fission, and improved right ventricular diastolic dysfunction during IR injury.

Chemical Structure

Ellipticine quinone
Ellipticine quinone
CAS#73326-98-4

Theoretical Analysis

MedKoo Cat#: 4081245

Name: Ellipticine quinone

CAS#: 73326-98-4

Chemical Formula: C15H8N2O2

Exact Mass: 248.0586

Molecular Weight: 248.24

Elemental Analysis: C, 72.58; H, 3.25; N, 11.29; O, 12.89

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Synonym
Ellipticine quinone; NSC 383230; NSC-383230; NSC383230;
IUPAC/Chemical Name
5H-pyrido[4,3-b]carbazole-5,11(6H)-dione
InChi Key
KPOPOVJXCUAKLY-UHFFFAOYSA-N
InChi Code
InChI=1S/C15H8N2O2/c18-14-10-7-16-6-5-8(10)15(19)13-12(14)9-3-1-2-4-11(9)17-13/h1-7,17H
SMILES Code
O=C1C2=C(C(C=CC=C3)=C3N2)C(C4=CN=CC=C41)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Mitochondrial fission is important in physiol. processes, including coordination of mitochondrial and nuclear division during mitosis, and pathol. processes, such as the prodn. of reactive oxygen species (ROS) during cardiac ischemia-​reperfusion injury (IR)​. Mitochondrial fission is mainly mediated by dynamin-​related protein 1 (Drp1)​, a large GTPase. The GTPase activity of Drp1 is essential for its fissogenic activity.

Preparing Stock Solutions

The following data is based on the product molecular weight 248.24 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
This message contains search results from the National Center for Biotechnology Information (NCBI) at the U.S. National Library of Medicine (NLM). Do not reply directly to this message Sent On: Wed Dec 16 13:27:21 2020 Search: Ellipticine quinone 20 selected items PubMed Results Items 1-20 of 20 (Display the 20 citations in PubMed) 1: Nishiyama T, Hatae N, Mizutani M, Yoshimura T, Kitamura T, Miyano M, Fujii M, Satsuki N, Ishikura M, Hibino S, Choshi T. Concise synthesis and antiproliferative activity evaluation of ellipticine quinone and its analogs. Eur J Med Chem. 2017 Aug 18;136:1-13. doi: 10.1016/j.ejmech.2017.04.071. Epub 2017 Apr 28. PMID: 28477443. 2: Ramkumar N, Nagarajan R. Total synthesis of ellipticine quinones, olivacine, and calothrixin B. J Org Chem. 2014 Jan 17;79(2):736-41. doi: 10.1021/jo402593w. Epub 2014 Jan 6. PMID: 24372379. 3: Schmidt AW, Reddy KR, Knölker HJ. Occurrence, biogenesis, and synthesis of biologically active carbazole alkaloids. 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Cancer Res. 2007 Jun 15;67(12):5831-9. doi: 10.1158/0008-5472.CAN-06-4533. PMID: 17575151. 7: Bennasar ML, Roca T, Ferrando F. Regioselective intramolecular reactions of 2-indolylacyl radicals with pyridines: a direct synthetic entry to ellipticine quinones. J Org Chem. 2005 Oct 28;70(22):9077-80. doi: 10.1021/jo0514974. PMID: 16238359. 8: Asche C, Frank W, Albert A, Kucklaender U. Synthesis, antitumour activity and structure-activity relationships of 5H-benzo[b]carbazoles. Bioorg Med Chem. 2005 Feb 1;13(3):819-37. doi: 10.1016/j.bmc.2004.10.038. PMID: 15653349. 9: Bernardo PH, Chai CL, Heath GA, Mahon PJ, Smith GD, Waring P, Wilkes BA. Synthesis, electrochemistry, and bioactivity of the cyanobacterial calothrixins and related quinones. J Med Chem. 2004 Sep 23;47(20):4958-63. doi: 10.1021/jm049625o. PMID: 15369400. 10: Harding MM, Grummitt AR. 9-hydroxyellipticine and derivatives as chemotherapy agents. Mini Rev Med Chem. 2003 Mar;3(2):67-76. doi: 10.2174/1389557033405377. 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Sister-chromatid exchanges, chromosomal aberrations and cytotoxicity produced by topoisomerase II-targeted drugs in sensitive (A2780) and resistant (A2780-DX3) human ovarian cancer cells: correlations with the formation of DNA double-strand breaks. Mutat Res. 1994 Nov 1;311(1):21-9. doi: 10.1016/0027-5107(94)90069-8. PMID: 7526171. 15: Langdon SP, Hendriks HR, Braakhuis BJ, Pratesi G, Berger DP, Fodstad O, Fiebig HH, Boven E. Preclinical phase II studies in human tumor xenografts: a European multicenter follow-up study. Ann Oncol. 1994 May;5(5):415-22. doi: 10.1093/oxfordjournals.annonc.a058872. PMID: 8075048. 16: Capranico G, Palumbo M, Tinelli S, Mabilia M, Pozzan A, Zunino F. Conformational drug determinants of the sequence specificity of drug-stimulated topoisomerase II DNA cleavage. J Mol Biol. 1994 Jan 28;235(4):1218-30. doi: 10.1006/jmbi.1994.1075. PMID: 8308885. 17: Fesen MR, Kohn KW, Leteurtre F, Pommier Y. Inhibitors of human immunodeficiency virus integrase. Proc Natl Acad Sci U S A. 1993 Mar 15;90(6):2399-403. doi: 10.1073/pnas.90.6.2399. PMID: 8460151; PMCID: PMC46094. 18: Orengo G, Noviello E, Cimoli G, Pagnan G, Parodi S, Venturini M, Conte P, Schenone F, Conzi G, Russo P. Potentiation of topoisomerase I and II inhibitors cell killing by tumor necrosis factor: relationship to DNA strand breakage formation. Jpn J Cancer Res. 1992 Nov;83(11):1132-6. doi: 10.1111/j.1349-7006.1992.tb02735.x. PMID: 1336489; PMCID: PMC5918720. 19: Sumner AT. Inhibitors of topoisomerases do not block the passage of human lymphocyte chromosomes through mitosis. J Cell Sci. 1992 Sep;103 ( Pt 1):105-15. PMID: 1331132. 20: Traganos F, Kapuscinski J, Darzynkiewicz Z. Caffeine modulates the effects of DNA-intercalating drugs in vitro: a flow cytometric and spectrophotometric analysis of caffeine interaction with novantrone, doxorubicin, ellipticine, and the doxorubicin analogue AD198. Cancer Res. 1991 Jul 15;51(14):3682-9. PMID: 2065324.