Pyronaridine (BioDeep_00000624698)

   


代谢物信息卡片


4-({7-chloro-2-methoxy-1H,5H-benzo[b]1,5-naphthyridin-10-yl}imino)-2,6-bis(pyrrolidin-1-ylmethyl)cyclohexa-2,5-dien-1-one

化学式: C29H32ClN5O2 (517.2244402)
中文名称: 咯萘啶
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: COC1=NC2=C(C3=C(C=C(C=C3)Cl)N=C2C=C1)NC4=CC(=C(C(=C4)CN5CCCC5)O)CN6CCCC6
InChI: InChI=1S/C29H32ClN5O2/c1-37-26-9-8-24-28(33-26)27(23-7-6-21(30)16-25(23)32-24)31-22-14-19(17-34-10-2-3-11-34)29(36)20(15-22)18-35-12-4-5-13-35/h6-9,14-16,36H,2-5,10-13,17-18H2,1H3,(H,31,32)

描述信息

D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000981 - Antiprotozoal Agents
C254 - Anti-Infective Agent > C276 - Antiparasitic Agent > C277 - Antiprotozoal Agent

同义名列表

2 个代谢物同义名

Pyronaridine; 4-({7-chloro-2-methoxy-1H,5H-benzo[b]1,5-naphthyridin-10-yl}imino)-2,6-bis(pyrrolidin-1-ylmethyl)cyclohexa-2,5-dien-1-one



数据库引用编号

7 个数据库交叉引用编号

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)

0 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。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。



文献列表

  • Ana C Puhl, Giovanni F Gomes, Samara Damasceno, Andre S Godoy, Gabriela D Noske, Aline M Nakamura, Victor O Gawriljuk, Rafaela S Fernandes, Natalia Monakhova, Olga Riabova, Thomas R Lane, Vadim Makarov, Flavio P Veras, Sabrina S Batah, Alexandre T Fabro, Glaucius Oliva, Fernando Q Cunha, José C Alves-Filho, Thiago M Cunha, Sean Ekins. Pyronaridine Protects against SARS-CoV-2 Infection in Mouse. ACS infectious diseases. 2022 Jun; 8(6):1147-1160. doi: 10.1021/acsinfecdis.2c00091. [PMID: 35609344]
  • Abdullahi Tsanni. African scientists race to test COVID drugs - but face major hurdles. Nature. 2021 11; 599(7883):25-27. doi: 10.1038/d41586-021-02995-5. [PMID: 34732862]
  • Lucy Martinez-Guerrero, Xiaohong Zhang, Kimberley M Zorn, Sean Ekins, Stephen H Wright. Cationic Compounds with SARS-CoV-2 Antiviral Activity and Their Interaction with Organic Cation Transporter/Multidrug and Toxin Extruder Secretory Transporters. The Journal of pharmacology and experimental therapeutics. 2021 10; 379(1):96-107. doi: 10.1124/jpet.121.000619. [PMID: 34253645]
  • Erik Koehne, Nina Zander, Miriam Rodi, Jana Held, Wolfgang Hoffmann, Rella Zoleko-Manego, Michael Ramharter, Ghyslain Mombo-Ngoma, Peter G Kremsner, Andrea Kreidenweiss. Evidence for in vitro and in vivo activity of the antimalarial pyronaridine against Schistosoma. PLoS neglected tropical diseases. 2021 06; 15(6):e0009511. doi: 10.1371/journal.pntd.0009511. [PMID: 34166393]
  • Sanjeev Krishna, Yolanda Augustin, Jigang Wang, Chengchao Xu, Henry M Staines, Hans Platteeuw, Adeeba Kamarulzaman, Amadou Sall, Peter Kremsner. Repurposing Antimalarials to Tackle the COVID-19 Pandemic. Trends in parasitology. 2021 01; 37(1):8-11. doi: 10.1016/j.pt.2020.10.003. [PMID: 33153922]
  • Faezeh Sadat Hosseini, Massoud Amanlou. Anti-HCV and anti-malaria agent, potential candidates to repurpose for coronavirus infection: Virtual screening, molecular docking, and molecular dynamics simulation study. Life sciences. 2020 Oct; 258(?):118205. doi: 10.1016/j.lfs.2020.118205. [PMID: 32777300]
  • Gasper Maeda, Joan J E Munissi, Sofia Lindblad, Sandra Duffy, Jerry Pelletier, Vicky M Avery, Stephen S Nyandoro, Máté Erdélyi. A Meroisoprenoid, Heptenolides, and C-Benzylated Flavonoids from Sphaerocoryne gracilis ssp. gracilis. Journal of natural products. 2020 02; 83(2):316-322. doi: 10.1021/acs.jnatprod.9b00721. [PMID: 32067457]
  • Luke P Robertson, Leonardo Lucantoni, Sandra Duffy, Vicky M Avery, Anthony R Carroll. Acrotrione: An Oxidized Xanthene from the Roots of Acronychia pubescens. Journal of natural products. 2019 04; 82(4):1019-1023. doi: 10.1021/acs.jnatprod.8b00956. [PMID: 30865443]
  • Sarath P D Senadeera, Leonardo Lucantoni, Sandra Duffy, Vicky M Avery, Anthony R Carroll. Antiplasmodial β-Triketone-Flavanone Hybrids from the Flowers of the Australian Tree Corymbia torelliana. Journal of natural products. 2018 07; 81(7):1588-1597. doi: 10.1021/acs.jnatprod.8b00154. [PMID: 29969262]
  • Luke P Robertson, Sandra Duffy, Yun Wang, Dongdong Wang, Vicky M Avery, Anthony R Carroll. Pimentelamines A-C, Indole Alkaloids Isolated from the Leaves of the Australian Tree Flindersia pimenteliana. Journal of natural products. 2017 12; 80(12):3211-3217. doi: 10.1021/acs.jnatprod.7b00587. [PMID: 29236492]
  • Sarath P D Senadeera, Sandra Duffy, Vicky M Avery, Anthony R Carroll. Antiplasmodial β-triketones from the flowers of the Australian tree Angophora woodsiana. Bioorganic & medicinal chemistry letters. 2017 06; 27(11):2602-2607. doi: 10.1016/j.bmcl.2017.03.065. [PMID: 28400231]
  • Stephen S Nyandoro, Joan J E Munissi, Amra Gruhonjic, Sandra Duffy, Fangfang Pan, Rakesh Puttreddy, John P Holleran, Paul A Fitzpatrick, Jerry Pelletier, Vicky M Avery, Kari Rissanen, Máté Erdélyi. Polyoxygenated Cyclohexenes and Other Constituents of Cleistochlamys kirkii Leaves. Journal of natural products. 2017 01; 80(1):114-125. doi: 10.1021/acs.jnatprod.6b00759. [PMID: 28001067]
  • Tsegaye Deyou, Ivan Gumula, Fangfang Pang, Amra Gruhonjic, Michael Mumo, John Holleran, Sandra Duffy, Paul A Fitzpatrick, Matthias Heydenreich, Göran Landberg, Solomon Derese, Vicky Avery, Kari Rissanen, Máté Erdélyi, Abiy Yenesew. Rotenoids, Flavonoids, and Chalcones from the Root Bark of Millettia usaramensis. Journal of natural products. 2015 Dec; 78(12):2932-9. doi: 10.1021/acs.jnatprod.5b00581. [PMID: 26651537]
  • Carrie A Morris, Stephen R Dueker, Peter N Lohstroh, Li-Quan Wang, Xin-Ping Fang, Donald Jung, Luis Lopez-Lazaro, Mark Baker, Stephan Duparc, Isabelle Borghini-Fuhrer, Rolf Pokorny, Jang-Sik Shin, Lawrence Fleckenstein. Mass balance and metabolism of the antimalarial pyronaridine in healthy volunteers. European journal of drug metabolism and pharmacokinetics. 2015 Mar; 40(1):75-86. doi: 10.1007/s13318-014-0182-0. [PMID: 24590312]
  • Podjanee Jittamala, Sasithon Pukrittayakamee, Elizabeth A Ashley, François Nosten, Borimas Hanboonkunupakarn, Sue J Lee, Praiya Thana, Kalayanee Chairat, Daniel Blessborn, Salwaluk Panapipat, Nicholas J White, Nicholas P J Day, Joel Tarning. Pharmacokinetic interactions between primaquine and pyronaridine-artesunate in healthy adult Thai subjects. Antimicrobial agents and chemotherapy. 2015 Jan; 59(1):505-13. doi: 10.1128/aac.03829-14. [PMID: 25385096]
  • Sophie H Adjalley, Geoffrey L Johnston, Tao Li, Richard T Eastman, Eric H Ekland, Abraham G Eappen, Adam Richman, B Kim Lee Sim, Marcus C S Lee, Stephen L Hoffman, David A Fidock. Quantitative assessment of Plasmodium falciparum sexual development reveals potent transmission-blocking activity by methylene blue. Proceedings of the National Academy of Sciences of the United States of America. 2011 Nov; 108(47):E1214-23. doi: 10.1073/pnas.1112037108. [PMID: 22042867]
  • Ana Carolina A V Kayano, Stefanie C P Lopes, Fernanda G Bueno, Elaine C Cabral, Wanessa C Souza-Neiras, Lucy M Yamauchi, Mary A Foglio, Marcos N Eberlin, João Carlos P Mello, Fabio T M Costa. In vitro and in vivo assessment of the anti-malarial activity of Caesalpinia pluviosa. Malaria journal. 2011 May; 10(?):112. doi: 10.1186/1475-2875-10-112. [PMID: 21535894]
  • Sang Hyun Park, Kannampalli Pradeep. Absorption, distribution, excretion, and pharmacokinetics of 14C-pyronaridine tetraphosphate in male and female Sprague-Dawley rats. Journal of biomedicine & biotechnology. 2010; 2010(?):590707. doi: 10.1155/2010/590707. [PMID: 20379367]
  • Beesan Tan, Himanshu Naik, In-Jin Jang, Kyung-Sang Yu, Lee E Kirsch, Chang-Sik Shin, J Carl Craft, Lawrence Fleckenstein. Population pharmacokinetics of artesunate and dihydroartemisinin following single- and multiple-dosing of oral artesunate in healthy subjects. Malaria journal. 2009 Dec; 8(?):304. doi: 10.1186/1475-2875-8-304. [PMID: 20021657]
  • Eva Maria Hodel, Abdunoor Mulokozi Kabanywanyi, Aggrey Malila, Boris Zanolari, Thomas Mercier, Hans-Peter Beck, Thierry Buclin, Piero Olliaro, Laurent Arthur Decosterd, Blaise Genton. Residual antimalarials in malaria patients from Tanzania--implications on drug efficacy assessment and spread of parasite resistance. PloS one. 2009 Dec; 4(12):e8184. doi: 10.1371/journal.pone.0008184. [PMID: 20011529]
  • E M Hodel, B Zanolari, T Mercier, J Biollaz, J Keiser, P Olliaro, B Genton, L A Decosterd. A single LC-tandem mass spectrometry method for the simultaneous determination of 14 antimalarial drugs and their metabolites in human plasma. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2009 Apr; 877(10):867-86. doi: 10.1016/j.jchromb.2009.02.006. [PMID: 19249251]
  • Michael Ramharter, Florian Kurth, Annette C Schreier, Johannes Nemeth, Isabelle von Glasenapp, Sabine Bélard, Meike Schlie, Judith Kammer, Philemon Koumba Koumba, Badara Cisse, Benjamin Mordmüller, Bertrand Lell, Saadou Issifou, Claude Oeuvray, Lawrence Fleckenstein, Peter G Kremsner. Fixed-dose pyronaridine-artesunate combination for treatment of uncomplicated falciparum malaria in pediatric patients in Gabon. The Journal of infectious diseases. 2008 Sep; 198(6):911-9. doi: 10.1086/591096. [PMID: 18694333]
  • Himanshu Naik, She-Yi Wei, Mark S Schmidt, Daryl J Murry, Lawrence Fleckenstein. Development and validation of a liquid chromatography-mass spectrometry assay for the determination of pyronaridine in human urine. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2007 Jun; 853(1-2):80-7. doi: 10.1016/j.jchromb.2007.02.054. [PMID: 17409032]
  • S Ramanathan, S Karupiah, N K Nair, P L Olliaro, V Navaratnam, W H Wernsdorfer, S M Mansor. A new and simple solid-phase extraction method for LC determination of pyronaridine in human plasma. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2005 Sep; 824(1-2):45-50. doi: 10.1016/j.jchromb.2005.06.034. [PMID: 16046285]
  • Jaeick Lee, Junghyun Son, Suk-Jae Chung, Eung-Seok Lee, Dong-Hyun Kim. In vitro and in vivo metabolism of pyronaridine characterized by low-energy collision-induced dissociation mass spectrometry with electrospray ionization. Journal of mass spectrometry : JMS. 2004 Sep; 39(9):1036-43. doi: 10.1002/jms.663. [PMID: 15386754]
  • Jochen Wiesner, Regina Ortmann, Hassan Jomaa, Martin Schlitzer. New antimalarial drugs. Angewandte Chemie (International ed. in English). 2003 Nov; 42(43):5274-93. doi: 10.1002/anie.200200569. [PMID: 14613157]
  • Chinedum P Babalola, Gerhard K E Scriba, Akin Sowunmi, Olaniyi A Alawode. Liquid chromatographic determination of pyronaridine in human plasma and oral dosage form. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2003 Oct; 795(2):265-72. doi: 10.1016/s1570-0232(03)00591-9. [PMID: 14522031]
  • Y C Chen, L Fleckenstein. Improved assay method for the determination of pyronaridine in plasma and whole blood by high-performance liquid chromatography for application to clinical pharmacokinetic studies. Journal of chromatography. B, Biomedical sciences and applications. 2001 Mar; 752(1):39-46. doi: 10.1016/s0378-4347(00)00512-0. [PMID: 11254195]
  • B M Kotecka, G B Barlin, M D Edstein, K H Rieckmann. New quinoline di-Mannich base compounds with greater antimalarial activity than chloroquine, amodiaquine, or pyronaridine. Antimicrobial agents and chemotherapy. 1997 Jun; 41(6):1369-74. doi: 10.1128/aac.41.6.1369. [PMID: 9174201]
  • S D Jayaraman, S Ismail, N K Nair, V Navaratnam. Determination of pyronaridine in blood plasma by high-performance liquid chromatography for application in clinical pharmacological studies. Journal of chromatography. B, Biomedical sciences and applications. 1997 Mar; 690(1-2):253-7. doi: 10.1016/s0378-4347(96)00410-0. [PMID: 9106050]
  • S A Wages, L C Patchen, F C Churchill. Analysis of blood and urine samples from Macaca mulata for pyronaridine by high-performance liquid chromatography with electrochemical detection. Journal of chromatography. 1990 Apr; 527(1):115-26. doi: 10.1016/s0378-4347(00)82088-5. [PMID: 2365769]