Ellipticine (BioDeep_00000395707)
PANOMIX_OTCML-2023
代谢物信息卡片
6H-Pyrido(4,3-b)carbazole, 5,11-dimethyl-, hydrochloride
化学式: C17H15ClN2 (282.0924)
中文名称: 椭圆玫瑰树碱盐酸盐, 玫瑰树碱盐酸盐
谱图信息:
最多检出来源 Chinese Herbal Medicine(otcml) 97.22%
分子结构信息
SMILES: CC1=C(C=NC=C2)C2=C(C)C(N3)=C1C4=C3C=CC=C4.Cl
InChI: 1H
描述信息
Ellipticine (NSC 71795) hydrochloride is a potent antineoplastic agent; inhibits DNA topoisomerase II activities.
Ellipticine (NSC 71795) hydrochloride is a potent antineoplastic agent; inhibits DNA topoisomerase II activities.
同义名列表
14 个代谢物同义名
6H-Pyrido(4,3-b)carbazole, 5,11-dimethyl-, hydrochloride; 5,11-Dimethyl-6H-pyrido(4,3-b)carbazole hydrochloride; 5,11-dimethyl-6H-pyrido[4,3-b]carbazole;hydrochloride; 5,11-dimethyl-6H-pyrido[4,3-b]carbazole hydrochloride; 5,11-dimethyl-6H-pyrido(4,3-b)carbazole; Ellipticine (hydrochloride); ellipticine hydrochloride; Ellipticinehydrochloride; ellipticine tartrate; UNII-2E0YMY6M4U; Ellipticine HCl; Ellipticine; 2E0YMY6M4U; NSC 71795 (hydrochloride)
数据库引用编号
6 个数据库交叉引用编号
- PubChem: 169532
- MeSH: ellipticine
- ChemIDplus: 0033668121
- CAS: 33668-12-1
- CAS: 5081-48-1
- medchemexpress: HY-15753A
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
1 个相关的物种来源信息
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：
- PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
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| 亚细胞结构定位 | 关联基因列表 |
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文献列表
- Xingli Li, Chenxian Ye, Mubarak Mulati, Lei Sun, Feng Qian. Ellipticine blocks synergistic effects of IL-17A and TNF-α in epithelial cells and alleviates severe acute pancreatitis-associated acute lung injury.
Biochemical pharmacology.
2020 07; 177(?):113992. doi:
10.1016/j.bcp.2020.113992. [PMID: 32335141] - Yao-Hao Xu, Wei Li, Yong Rao, Zhi-Shu Huang, Sheng Yin. Pyridocarbazole alkaloids from Ochrosia borbonica: lipid-lowering agents inhibit the cell proliferation and adipogenesis of 3T3-L1 adipocyte via intercalating into supercoiled DNA.
Chinese journal of natural medicines.
2019 Sep; 17(9):663-671. doi:
10.1016/s1875-5364(19)30080-9. [PMID: 31526501] - Lei Zhang, Jiang Xu, Feng Wang, Yong Ding, Toby Wang, Grace Jin, Matthew Martz, Zhongzheng Gui, Pingkai Ouyang, P Chen. Histidine-Rich Cell-Penetrating Peptide for Cancer Drug Delivery and Its Uptake Mechanism.
Langmuir : the ACS journal of surfaces and colloids.
2019 03; 35(9):3513-3523. doi:
10.1021/acs.langmuir.8b03175. [PMID: 30673275] - Lei Zhang, W F Drew Bennett, Tao Zheng, Ping-Kai Ouyang, Xinping Ouyang, Xueqing Qiu, Anqi Luo, Mikko Karttunen, P Chen. Effect of Cholesterol on Cellular Uptake of Cancer Drugs Pirarubicin and Ellipticine.
The journal of physical chemistry. B.
2016 Mar; 120(12):3148-56. doi:
10.1021/acs.jpcb.5b12337. [PMID: 26937690] - Sheng Lu, W F Drew Bennett, Yong Ding, Lei Zhang, Helen Y Fan, Danyang Zhao, Tao Zheng, Ping-Kai Ouyang, Jason Li, Yan Wu, Wen Xu, Dafeng Chu, Yongfang Yuan, Heiko Heerklotz, Mikko Karttunen, P Chen. Design and Characterization of a Multifunctional pH-Triggered Peptide C8 for Selective Anticancer Activity.
Advanced healthcare materials.
2015 Dec; 4(17):2709-18. doi:
10.1002/adhm.201500636. [PMID: 26474414] - Aneta Żabka, Konrad Winnicki, Justyna Teresa Polit, Janusz Maszewski. The effects of anti-DNA topoisomerase II drugs, etoposide and ellipticine, are modified in root meristem cells of Allium cepa by MG132, an inhibitor of 26S proteasomes.
Plant physiology and biochemistry : PPB.
2015 Nov; 96(?):72-82. doi:
10.1016/j.plaphy.2015.07.016. [PMID: 26233708] - Raina Thakur, Anupam Das, Vandna Sharma, Chandan Adhikari, Kalyan Sundar Ghosh, Anjan Chakraborty. Interaction of different prototropic species of an anticancer drug ellipticine with HSA and IgG proteins: multispectroscopic and molecular modeling studies.
Physical chemistry chemical physics : PCCP.
2015 Jul; 17(26):16937-46. doi:
10.1039/c4cp05734a. [PMID: 26060925] - Amrita Banerjee, Sulagna Sanyal, Parijat Majumder, Payal Chakraborty, Kuladip Jana, Chandrima Das, Dipak Dasgupta. Recognition of chromatin by the plant alkaloid, ellipticine as a dual binder.
Biochemical and biophysical research communications.
2015 Jul; 462(4):352-7. doi:
10.1016/j.bbrc.2015.04.140. [PMID: 25960297] - Martin Studenovský, Ondřej Sedláček, Martin Hrubý, Jiří Pánek, Karel Ulbrich. Multi-responsive polymer micelles as ellipticine delivery carriers for cancer therapy.
Anticancer research.
2015 Feb; 35(2):753-7. doi:
NULL. [PMID: 25667454] - Ondrej Sedlacek, Jan Kucka, Jana Mattova, Martin Parizek, Martin Studenovsky, Marie Zadinova, Pavla Pouckova, Martin Hruby. Multistage-targeted pH-responsive polymer conjugate of Auger electron emitter: optimized design and in vivo activity.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences.
2014 Oct; 63(?):216-25. doi:
10.1016/j.ejps.2014.07.012. [PMID: 25110352] - Andreia Montoia, Luiz F Rocha E Silva, Zelina E Torres, David S Costa, Marycleuma C Henrique, Emerson S Lima, Marne C Vasconcellos, Rita C Z Souza, Monica R F Costa, Andriy Grafov, Iryna Grafova, Marcos N Eberlin, Wanderli P Tadei, Rodrigo C N Amorim, Adrian M Pohlit. Antiplasmodial activity of synthetic ellipticine derivatives and an isolated analog.
Bioorganic & medicinal chemistry letters.
2014 Jun; 24(12):2631-4. doi:
10.1016/j.bmcl.2014.04.070. [PMID: 24813729] - Abhigyan Sengupta, Raj Kumar Koninti, Krishna Gavvala, Nirmalya Ballav, Partha Hazra. An anticancer drug to probe non-specific protein-DNA interactions.
Physical chemistry chemical physics : PCCP.
2014 Mar; 16(9):3914-7. doi:
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Nanoscale.
2014 Mar; 6(5):2937-44. doi:
10.1039/c3nr06081k. [PMID: 24477816] - Raina Thakur, Anupam Das, Anjan Chakraborty. The fate of anticancer drug, ellipticine in DPPC and DMPC liposomes upon interaction with HSA: a photophysical approach.
Journal of photochemistry and photobiology. B, Biology.
2014 Jan; 130(?):122-31. doi:
10.1016/j.jphotobiol.2013.10.016. [PMID: 24322006] - Santhi Latha Pandrangi, Rajasekhar Chikati, Pradeep Singh Chauhan, Chitta Suresh Kumar, Anropa Banarji, Sunita Saxena. Effects of ellipticine on ALDH1A1-expressing breast cancer stem cells--an in vitro and in silico study.
Tumour biology : the journal of the International Society for Oncodevelopmental Biology and Medicine.
2014 Jan; 35(1):723-37. doi:
10.1007/s13277-013-1099-y. [PMID: 23982874] - Saptaparni Ghosh, Anirban Kar, Shantanu Chowdhury, Dipak Dasgupta. Ellipticine binds to a human telomere sequence: an additional mode of action as a putative anticancer agent?.
Biochemistry.
2013 Jun; 52(24):4127-37. doi:
10.1021/bi400080t. [PMID: 23697684] - L F Rocha e Silva, A Montoia, R C N Amorim, M R Melo, M C Henrique, S M Nunomura, M R F Costa, V F Andrade Neto, D S Costa, G Dantas, J Lavrado, R Moreira, A Paulo, A C Pinto, W P Tadei, R S Zacardi, M N Eberlin, A M Pohlit. Comparative in vitro and in vivo antimalarial activity of the indole alkaloids ellipticine, olivacine, cryptolepine and a synthetic cryptolepine analog.
Phytomedicine : international journal of phytotherapy and phytopharmacology.
2012 Dec; 20(1):71-6. doi:
10.1016/j.phymed.2012.09.008. [PMID: 23092722] - Weina Ma, Sheng Lu, Pei Pan, Parisa Sadatmousavi, Yongfang Yuan, P Chen. Pharmacokinetics of peptide mediated delivery of anticancer drug ellipticine.
PloS one.
2012; 7(8):e43684. doi:
10.1371/journal.pone.0043684. [PMID: 22952737] - Sanghamitra Banerjee, Ashok Pabbathi, M Chandra Sekhar, Anunay Samanta. Dual fluorescence of ellipticine: excited state proton transfer from solvent versus solvent mediated intramolecular proton transfer.
The journal of physical chemistry. A.
2011 Aug; 115(33):9217-25. doi:
10.1021/jp206232b. [PMID: 21812494] - Ngoc Quang Tran, Xuan Hoi Pham, Renu Tuteja, Narendra Tuteja. Inhibition of unwinding and ATPase activities of pea MCM6 DNA helicase by actinomycin and nogalamycin.
Plant signaling & behavior.
2011 Mar; 6(3):327-9. doi:
10.4161/psb.6.3.13355. [PMID: 21336027] - Iyared Kumrit, Apichart Suksamrarn, Puttinan Meepawpan, Sineenard Songsri, Nuchnipa Nuntawong. Labdane-type diterpenes from Hedychium gardnerianum with potent cytotoxicity against human small cell lung cancer cells.
Phytotherapy research : PTR.
2010 Jul; 24(7):1009-13. doi:
10.1002/ptr.3057. [PMID: 19960422] - Kristina Beijer, Alexandra Abrahamson, Björn Brunström, Ingvar Brandt. CYP1A inhibition in fish gill filaments: a novel assay applied on pharmaceuticals and other chemicals.
Aquatic toxicology (Amsterdam, Netherlands).
2010 Jan; 96(2):145-50. doi:
10.1016/j.aquatox.2009.10.018. [PMID: 19913926] - Marie Stiborova, Michaela Moserova, Barbora Mrazova, Vera Kotrbova, Eva Frei. Role of cytochromes P450 and peroxidases in metabolism of the anticancer drug ellipticine: additional evidence of their contribution to ellipticine activation in rat liver, lung and kidney.
Neuro endocrinology letters.
2010; 31 Suppl 2(?):26-35. doi:
. [PMID: 21187821] - Vijaya M Lakshmi, Fong-Fu Hsu, Terry V Zenser. Identification of new 2-amino-3-methylimidazo[4,5-f]quinoline urinary metabolites from beta-naphthoflavone-treated mice.
Drug metabolism and disposition: the biological fate of chemicals.
2009 Aug; 37(8):1690-7. doi:
10.1124/dmd.109.027342. [PMID: 19451400] - Chao Lu, Wenge Wang, Wafik S El-Deiry. Non-genotoxic anti-neoplastic effects of ellipticine derivative NSC176327 in p53-deficient human colon carcinoma cells involve stimulation of p73.
Cancer biology & therapy.
2008 Dec; 7(12):2039-46. doi:
10.4161/cbt.7.12.7461. [PMID: 19106635] - Beata Tylińska, Ryszard Jasztold-Howorko, Henryk Mastalarz, Katarzyna Szczaurska-Nowak, Joanna Wietrzyk. Synthesis and anticancer activity of new 1-substituted-6H-pyrido[4,3-b]carbazole derivatives.
Archiv der Pharmazie.
2008 Jun; 341(6):351-6. doi:
10.1002/ardp.200700203. [PMID: 18404778] - Marie Stiborová, Volker M Arlt, Colin J Henderson, C Roland Wolf, Vera Kotrbová, Michaela Moserová, Jirí Hudecek, David H Phillips, Eva Frei. Role of hepatic cytochromes P450 in bioactivation of the anticancer drug ellipticine: studies with the hepatic NADPH:cytochrome P450 reductase null mouse.
Toxicology and applied pharmacology.
2008 Feb; 226(3):318-27. doi:
10.1016/j.taap.2007.09.017. [PMID: 17976674] - Dagmar Aimová, Lucie Svobodová, Vera Kotrbová, Barbora Mrázová, Petr Hodek, Jirí Hudecek, Radka Václavíková, Eva Frei, Marie Stiborová. The anticancer drug ellipticine is a potent inducer of rat cytochromes P450 1A1 and 1A2, thereby modulating its own metabolism.
Drug metabolism and disposition: the biological fate of chemicals.
2007 Oct; 35(10):1926-34. doi:
10.1124/dmd.107.016048. [PMID: 17656468] - Marie Stiborová, Martina Rupertová, Dagmar Aimová, Helena Ryslavá, Eva Frei. Formation and persistence of DNA adducts of anticancer drug ellipticine in rats.
Toxicology.
2007 Jul; 236(1-2):50-60. doi:
10.1016/j.tox.2007.03.026. [PMID: 17482743] - Marie Stiborová, Jitka Poljaková, Helena Ryslavá, Martin Dracínský, Tomás Eckschlager, Eva Frei. Mammalian peroxidases activate anticancer drug ellipticine to intermediates forming deoxyguanosine adducts in DNA identical to those found in vivo and generated from 12-hydroxyellipticine and 13-hydroxyellipticine.
International journal of cancer.
2007 Jan; 120(2):243-51. doi:
10.1002/ijc.22247. [PMID: 17066455] - Leide P Cavalcanti, Iris L Torriani. Thermotropic phase behavior of DPPC liposome systems in the presence of the anti-cancer agent 'Ellipticine'.
European biophysics journal : EBJ.
2006 Dec; 36(1):67-71. doi:
10.1007/s00249-006-0077-3. [PMID: 16794849] - S Y Fung, J Duhamel, P Chen. Solvent effect on the photophysical properties of the anticancer agent ellipticine.
The journal of physical chemistry. A.
2006 Oct; 110(40):11446-54. doi:
10.1021/jp062778y. [PMID: 17020255] - L P Cavalcanti, O Konovalov, I L Torriani. Lipid model membranes for drug interaction study.
European biophysics journal : EBJ.
2006 May; 35(5):431-8. doi:
10.1007/s00249-006-0050-1. [PMID: 16598469] - Yu-Chun Kuo, Po-Lin Kuo, Ya-Ling Hsu, Chien-Yu Cho, Chun-Ching Lin. Ellipticine induces apoptosis through p53-dependent pathway in human hepatocellular carcinoma HepG2 cells.
Life sciences.
2006 Apr; 78(22):2550-7. doi:
10.1016/j.lfs.2005.10.041. [PMID: 16337242] - Po-Lin Kuo, Ya-Ling Hsu, Yu-Chun Kuo, Cheng-Hsiung Chang, Chun-Ching Lin. The anti-proliferative inhibition of ellipticine in human breast mda-mb-231 cancer cells is through cell cycle arrest and apoptosis induction.
Anti-cancer drugs.
2005 Aug; 16(7):789-95. doi:
10.1097/01.cad.0000171768.36317.93. [PMID: 16027529] - Leanne Hanson, Leopold May, Pamela Tuma, James Keeven, Patrick Mehl, Michelle Ferenz, Suresh V Ambudkar, John Golin. The role of hydrogen bond acceptor groups in the interaction of substrates with Pdr5p, a major yeast drug transporter.
Biochemistry.
2005 Jul; 44(28):9703-13. doi:
10.1021/bi0502994. [PMID: 16008355] - Albert Canals, Mònica Purciolas, Joan Aymamí, Miquel Coll. The anticancer agent ellipticine unwinds DNA by intercalative binding in an orientation parallel to base pairs.
Acta crystallographica. Section D, Biological crystallography.
2005 Jul; 61(Pt 7):1009-12. doi:
10.1107/s0907444905015404. [PMID: 15983425] - Po-Lin Kuo, Ya-Ling Hsu, Cheng-Hsiung Chang, Chun-Ching Lin. The mechanism of ellipticine-induced apoptosis and cell cycle arrest in human breast MCF-7 cancer cells.
Cancer letters.
2005 Jun; 223(2):293-301. doi:
10.1016/j.canlet.2004.09.046. [PMID: 15896464] - Jubo Liu, Faquan Zeng, Christine Allen. Influence of serum protein on polycarbonate-based copolymer micelles as a delivery system for a hydrophobic anti-cancer agent.
Journal of controlled release : official journal of the Controlled Release Society.
2005 Mar; 103(2):481-97. doi:
10.1016/j.jconrel.2004.12.013. [PMID: 15763628] - Angela A Salim, Mary J Garson, David J Craik. New indole alkaloids from the roots of Ochrosia acuminata.
Journal of natural products.
2004 Oct; 67(10):1719-21. doi:
10.1021/np049812p. [PMID: 15497947] - Maria Hägg, Maria Berndtsson, Aleksandra Mandic, Rong Zhou, Maria C Shoshan, Stig Linder. Induction of endoplasmic reticulum stress by ellipticine plant alkaloids.
Molecular cancer therapeutics.
2004 Apr; 3(4):489-97. doi:
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Current medicinal chemistry. Anti-cancer agents.
2004 Mar; 4(2):149-72. doi:
10.2174/1568011043482070. [PMID: 15032720] - Marie Stiborová, Andrea Breuer, Dagmar Aimová, Martina Stiborová-Rupertová, Manfred Wiessler, Eva Frei. DNA adduct formation by the anticancer drug ellipticine in rats determined by 32P postlabeling.
International journal of cancer.
2003 Dec; 107(6):885-90. doi:
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Zeitschrift fur Naturforschung. C, Journal of biosciences.
2002 Sep; 57(9-10):797-800. doi:
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Biochemical and biophysical research communications.
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FEBS letters.
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Experimental cell research.
1997 Oct; 236(1):259-67. doi:
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Tsitologiia.
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Journal of medicinal chemistry.
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Biophysical journal.
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Cancer research.
1989 Apr; 49(7):1836-42. doi:
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Mutation research.
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Cancer research.
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