MELARSOPROL (BioDeep_00000006645)
代谢物信息卡片
MELARSOPROL
化学式: C12H15AsN6OS2 (397.996468)
中文名称: 美拉胂醇
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1C(S[As](S1)C2=CC=C(C=C2)NC3=NC(=NC(=N3)N)N)CO
InChI: InChI=1S/C12H15AsN6OS2/c14-10-17-11(15)19-12(18-10)16-8-3-1-7(2-4-8)13-21-6-9(5-20)22-13/h1-4,9,20H,5-6H2,(H5,14,15,16,17,18,19)
描述信息
P - Antiparasitic products, insecticides and repellents > P01 - Antiprotozoals > P01C - Agents against leishmaniasis and trypanosomiasis > P01CD - Arsenic compounds
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
1 个代谢物同义名
数据库引用编号
13 个数据库交叉引用编号
- ChEBI: CHEBI:6729
- KEGG: C08001
- KEGGdrug: D00832
- PubChem: 10311
- Metlin: METLIN66778
- DrugBank: DB12864
- ChEMBL: CHEMBL166
- MeSH: Melarsoprol
- CAS: 494-79-1
- PMhub: MS000019717
- PubChem: 10202
- NIKKAJI: J9.388B
- RefMet: Melarsoprol
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
- Janet Khatenje Wendo, James Mucunu Mbaria, James Nyabuga Nyariki, Alfred Orina Isaac. Ginkgo biloba attenuated detrimental inflammatory and oxidative events due to Trypanosoma brucei rhodesiense in mice treated with melarsoprol.
PLoS neglected tropical diseases.
2024 Apr; 18(4):e0012103. doi:
10.1371/journal.pntd.0012103. [PMID: 38620045] - Jun Li, Nasir Tajuddeen, Doris Feineis, Virima Mudogo, Marcel Kaiser, Ean-Jeong Seo, Thomas Efferth, Gerhard Bringmann. Jozibrevine D from Ancistrocladus ileboensis, the fifth alkaloid in a series of six possible atropo-diastereomeric naphthylisoquinoline dimers, showing antiparasitic and antileukemic activities.
Bioorganic & medicinal chemistry letters.
2023 Apr; 86(?):129258. doi:
10.1016/j.bmcl.2023.129258. [PMID: 36972793] - Blaise Kimbadi Lombe, Doris Feineis, Virima Mudogo, Marcel Kaiser, Gerhard Bringmann. Spirombandakamine A3 and Cyclombandakamines A8 and A9, Polycyclic Naphthylisoquinoline Dimers, with Antiprotozoal Activity, from a Congolese Ancistrocladus Plant.
Journal of natural products.
2021 04; 84(4):1335-1344. doi:
10.1021/acs.jnatprod.1c00063. [PMID: 33843232] - Shaimaa Fayez, Jun Li, Doris Feineis, Laurent Aké Assi, Marcel Kaiser, Reto Brun, Mohamed A Anany, Harald Wajant, Gerhard Bringmann. A Near-Complete Series of Four Atropisomeric Jozimine A2-Type Naphthylisoquinoline Dimers with Antiplasmodial and Cytotoxic Activities and Related Alkaloids from Ancistrocladus abbreviatus.
Journal of natural products.
2019 11; 82(11):3033-3046. doi:
10.1021/acs.jnatprod.9b00589. [PMID: 31642313] - Dieudonné Tshitenge Tshitenge, Torsten Bruhn, Doris Feineis, David Schmidt, Virima Mudogo, Marcel Kaiser, Reto Brun, Frank Würthner, Suresh Awale, Gerhard Bringmann. Ealamines A-H, a Series of Naphthylisoquinolines with the Rare 7,8'-Coupling Site, from the Congolese Liana Ancistrocladus ealaensis, Targeting Pancreatic Cancer Cells.
Journal of natural products.
2019 11; 82(11):3150-3164. doi:
10.1021/acs.jnatprod.9b00755. [PMID: 31630523] - Jerald J Nair, Johannes van Staden. Antiprotozoal alkaloid principles of the plant family Amaryllidaceae.
Bioorganic & medicinal chemistry letters.
2019 10; 29(20):126642. doi:
10.1016/j.bmcl.2019.126642. [PMID: 31515186] - Mahdi M Farimani, Bahareh Khodaei, Hanzaleh Moradi, Abbas Aliabadi, Samad N Ebrahimi, Maria De Mieri, Marcel Kaiser, Matthias Hamburger. Phytochemical Study of Salvia leriifolia Roots: Rearranged Abietane Diterpenoids with Antiprotozoal Activity.
Journal of natural products.
2018 06; 81(6):1384-1390. doi:
10.1021/acs.jnatprod.7b01019. [PMID: 29896963] - Dieudonné Tshitenge Tshitenge, Doris Feineis, Virima Mudogo, Marcel Kaiser, Reto Brun, Ean-Jeong Seo, Thomas Efferth, Gerhard Bringmann. Mbandakamine-Type Naphthylisoquinoline Dimers and Related Alkaloids from the Central African Liana Ancistrocladus ealaensis with Antiparasitic and Antileukemic Activities.
Journal of natural products.
2018 04; 81(4):918-933. doi:
10.1021/acs.jnatprod.7b01041. [PMID: 29560715] - Njogu M Kimani, Josphat C Matasyoh, Marcel Kaiser, Reto Brun, Thomas J Schmidt. Antiprotozoal Sesquiterpene Lactones and Other Constituents from Tarchonanthus camphoratus and Schkuhria pinnata.
Journal of natural products.
2018 01; 81(1):124-130. doi:
10.1021/acs.jnatprod.7b00747. [PMID: 29244495] - Jun Li, Raina Seupel, Torsten Bruhn, Doris Feineis, Marcel Kaiser, Reto Brun, Virima Mudogo, Suresh Awale, Gerhard Bringmann. Jozilebomines A and B, Naphthylisoquinoline Dimers from the Congolese Liana Ancistrocladus ileboensis, with Antiausterity Activities against the PANC-1 Human Pancreatic Cancer Cell Line.
Journal of natural products.
2017 10; 80(10):2807-2817. doi:
10.1021/acs.jnatprod.7b00650. [PMID: 29043798] - Jun Li, Raina Seupel, Doris Feineis, Virima Mudogo, Marcel Kaiser, Reto Brun, Daniela Brünnert, Manik Chatterjee, Ean-Jeong Seo, Thomas Efferth, Gerhard Bringmann. Dioncophyllines C2, D2, and F and Related Naphthylisoquinoline Alkaloids from the Congolese Liana Ancistrocladus ileboensis with Potent Activities against Plasmodium falciparum and against Multiple Myeloma and Leukemia Cell Lines.
Journal of natural products.
2017 02; 80(2):443-458. doi:
10.1021/acs.jnatprod.6b00967. [PMID: 28121440] - Sylvian Cretton, Lise Breant, Lucie Pourrez, Chiara Ambuehl, Laurence Marcourt, Samad Nejad Ebrahimi, Matthias Hamburger, Remo Perozzo, Soumana Karimou, Marcel Kaiser, Muriel Cuendet, Philippe Christen. Antitrypanosomal quinoline alkaloids from the roots of Waltheria indica.
Journal of natural products.
2014 Oct; 77(10):2304-11. doi:
10.1021/np5006554. [PMID: 25314007] - Georg Raber, Thomas Raber, Reingard Raml, Manuela Murko, Christoph Magnes, Kevin A Francesconi. Determination of the trypanocidal drug melarsoprol and its conversion products in biological fluids with HPLC-ICPMS/ESMS.
Talanta.
2013 Nov; 116(?):876-81. doi:
10.1016/j.talanta.2013.07.066. [PMID: 24148488] - Anne Baumann, Thorben Pfeifer, Daniel Melles, Uwe Karst. Investigation of the biotransformation of melarsoprol by electrochemistry coupled to complementary LC/ESI-MS and LC/ICP-MS analysis.
Analytical and bioanalytical chemistry.
2013 Jun; 405(15):5249-58. doi:
10.1007/s00216-013-6929-7. [PMID: 23552974] - Nicola Baker, Lucy Glover, Jane C Munday, David Aguinaga Andrés, Michael P Barrett, Harry P de Koning, David Horn. Aquaglyceroporin 2 controls susceptibility to melarsoprol and pentamidine in African trypanosomes.
Proceedings of the National Academy of Sciences of the United States of America.
2012 Jul; 109(27):10996-1001. doi:
10.1073/pnas.1202885109. [PMID: 22711816] - Sam Alsford, Sabine Eckert, Nicola Baker, Lucy Glover, Alejandro Sanchez-Flores, Ka Fai Leung, Daniel J Turner, Mark C Field, Matthew Berriman, David Horn. High-throughput decoding of antitrypanosomal drug efficacy and resistance.
Nature.
2012 Jan; 482(7384):232-6. doi:
10.1038/nature10771. [PMID: 22278056] - Andreas Link, Philipp Heidler, Marcel Kaiser, Reto Brun. Synthesis of a series of N6-substituted adenosines with activity against trypanosomatid parasites.
European journal of medicinal chemistry.
2009 Sep; 44(9):3665-71. doi:
10.1016/j.ejmech.2009.02.010. [PMID: 19285758] - Maria Forlenza, Joern P Scharsack, Neli M Kachamakova, Anja J Taverne-Thiele, Jan H W M Rombout, Geert F Wiegertjes. Differential contribution of neutrophilic granulocytes and macrophages to nitrosative stress in a host-parasite animal model.
Molecular immunology.
2008 Jun; 45(11):3178-89. doi:
10.1016/j.molimm.2008.02.025. [PMID: 18406465] - Martin Senn, Sigmund Gunzenhauser, Reto Brun, Urs Séquin. Antiprotozoal polyacetylenes from the Tanzanian medicinal plant Cussonia zimmermannii.
Journal of natural products.
2007 Oct; 70(10):1565-9. doi:
10.1021/np0702133. [PMID: 17922552] - Anne-Emmanuelle Hay, Jean-Robert Ioset, Kouassi Maximin Ahua, Drissa Diallo, Reto Brun, Kurt Hostettmann. Limonoid orthoacetates and antiprotozoal compounds from the roots of Pseudocedrela kotschyi.
Journal of natural products.
2007 Jan; 70(1):9-13. doi:
10.1021/np0680230. [PMID: 17253841] - Mhairi L Stewart, Sanjeev Krishna, Richard J S Burchmore, Reto Brun, Harry P de Koning, David W Boykin, Richard R Tidwell, J Ed Hall, Michael P Barrett. Detection of arsenical drug resistance in Trypanosoma brucei with a simple fluorescence test.
Lancet (London, England).
2005 Aug; 366(9484):486-7. doi:
10.1016/s0140-6736(05)66793-1. [PMID: 16084257] - Sabine Van Miert, Steven Hostyn, Bert U W Maes, Kanyanga Cimanga, Reto Brun, Marcel Kaiser, Péter Mátyus, Roger Dommisse, Guy Lemière, Arnold Vlietinck, Luc Pieters. Isoneocryptolepine, a synthetic indoloquinoline alkaloid, as an antiplasmodial lead compound.
Journal of natural products.
2005 May; 68(5):674-7. doi:
10.1021/np0496284. [PMID: 15921407] - Gerhard Bringmann, Michael Dreyer, Hélène Kopff, Heiko Rischer, Michael Wohlfarth, Hamid A Hadi, Reto Brun, Harald Meimberg, Günther Heubl. ent-Dioncophylleine A and related dehydrogenated naphthylisoquinoline alkaloids, the first Asian dioncophyllaceae-type alkaloids, from the 'new'plant species Ancistrocladus benomensis.
Journal of natural products.
2005 May; 68(5):686-90. doi:
10.1021/np049626j. [PMID: 15921410] - Gerhard Bringmann, Michael Dreyer, Heiko Rischer, Kristina Wolf, Hamid A Hadi, Reto Brun, Harald Meimberg, Günther Heubl. Ancistrobenomine a, the first naphthylisoquinoline oxygenated at Me-3, and related 5,1'-coupled alkaloids, from the 'new' plant species ancistrocladusbenomensis.
Journal of natural products.
2004 Dec; 67(12):2058-62. doi:
10.1021/np0497651. [PMID: 15620251] - Gerhard Bringmann, Michael Dreyer, Johan H Faber, Petur Weihe Dalsgaard, Dan Staerk, Jerzy W Jaroszewski, Henry Ndangalasi, Frank Mbago, Reto Brun, Søren Brøgger Christensen. Ancistrotanzanine C and related 5,1'- and 7,3'-coupled naphthylisoquinoline alkaloids from Ancistrocladus tanzaniensis.
Journal of natural products.
2004 May; 67(5):743-8. doi:
10.1021/np0340549. [PMID: 15165131] - Philippe Rousselot, Jérôme Larghero, Sylvaine Labaume, Joël Poupon, Martine Chopin, Christine Dosquet, Jean-Pierre Marolleau, Anne Janin, Jean-Claude Brouet, Jean-Paul Fermand. Arsenic trioxide is effective in the treatment of multiple myeloma in SCID mice.
European journal of haematology.
2004 Mar; 72(3):166-71. doi:
10.1046/j.0902-4441.2003.00194.x. [PMID: 14962234] - Pierre Kamnaing, Apollinaire Tsopmo, Eric A Tanifum, Marguerite H K Tchuendem, Pierre Tane, Johnson F Ayafor, Olov Sterner, Donna Rattendi, Maurice M Iwu, Brian Schuster, Cyrus Bacchi. Trypanocidal diarylheptanoids from Aframomum letestuianum.
Journal of natural products.
2003 Mar; 66(3):364-7. doi:
10.1021/np020362f. [PMID: 12662093] - Gerhard Bringmann, Kim Messer, Reto Brun, Virima Mudogo. Ancistrocongolines A-D, new naphthylisoquinoline alkaloids from ancistrocladus congolensis.
Journal of natural products.
2002 Aug; 65(8):1096-101. doi:
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Transactions of the Royal Society of Tropical Medicine and Hygiene.
2002 May; 96(3):329-33. doi:
10.1016/s0035-9203(02)90115-x. [PMID: 12174791] - José Antonio Ruiz, Pere P Simarro, Teofilo Josenando. Control of human African trypanosomiasis in the Quiçama focus, Angola.
Bulletin of the World Health Organization.
2002; 80(9):738-45. doi:
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Tropical medicine & international health : TM & IH.
2001 Nov; 6(11):906-14. doi:
10.1046/j.1365-3156.2001.00775.x. [PMID: 11703845] - C Burri, J Keiser. Pharmacokinetic investigations in patients from northern Angola refractory to melarsoprol treatment.
Tropical medicine & international health : TM & IH.
2001 May; 6(5):412-20. doi:
10.1046/j.1365-3156.2001.00725.x. [PMID: 11348536] - E Matovu, J C Enyaru, D Legros, C Schmid, T Seebeck, R Kaminsky. Melarsoprol refractory T. b. gambiense from Omugo, north-western Uganda.
Tropical medicine & international health : TM & IH.
2001 May; 6(5):407-11. doi:
10.1046/j.1365-3156.2001.00712.x. [PMID: 11348535] - J Keiser, O Ericsson, C Burri. Investigations of the metabolites of the trypanocidal drug melarsoprol.
Clinical pharmacology and therapeutics.
2000 May; 67(5):478-88. doi:
10.1067/mcp.2000.105990. [PMID: 10824626] - J D Onyango, C Burri, R Brun. An automated biological assay to determine levels of the trypanocidal drug melarsoprol in biological fluids.
Acta tropica.
2000 Jan; 74(1):95-100. doi:
10.1016/s0001-706x(99)00080-7. [PMID: 10643913] - A Buguet. Is sleeping sickness a circadian disorder? The serotonergic hypothesis.
Chronobiology international.
1999 Jul; 16(4):477-89. doi:
10.3109/07420529908998722. [PMID: 10442241] - P Rousselot, S Labaume, J P Marolleau, J Larghero, M H Noguera, J C Brouet, J P Fermand. Arsenic trioxide and melarsoprol induce apoptosis in plasma cell lines and in plasma cells from myeloma patients.
Cancer research.
1999 Mar; 59(5):1041-8. doi:
. [PMID: 10070961] - S L Soignet, W P Tong, S Hirschfeld, R P Warrell. Clinical study of an organic arsenical, melarsoprol, in patients with advanced leukemia.
Cancer chemotherapy and pharmacology.
1999; 44(5):417-21. doi:
10.1007/s002800050998. [PMID: 10501916] - U Bronner, R Brun, F Doua, O Ericsson, C Burri, J Keiser, T W Miézan, Y F Boa, L Rombo, L L Gustafsson. Discrepancy in plasma melarsoprol concentrations between HPLC and bioassay methods in patients with T. gambiense sleeping sickness indicates that melarsoprol is metabolized.
Tropical medicine & international health : TM & IH.
1998 Nov; 3(11):913-7. doi:
10.1046/j.1365-3156.1998.00327.x. [PMID: 9855405] - A G Scott, A Tait, C M Turner. Trypanosoma brucei: lack of cross-resistance to melarsoprol in vitro by cymelarsan-resistant parasites.
Experimental parasitology.
1997 Jul; 86(3):181-90. doi:
10.1006/expr.1997.4167. [PMID: 9225768] - S M Harrison, R W Harris, J D Bales. Attempt to correlate urine arsenic excretion with clinical course during melarsoprol therapy of patients with Rhodesian trypanosomiasis.
The American journal of tropical medicine and hygiene.
1997 Jun; 56(6):632-6. doi:
10.4269/ajtmh.1997.56.632. [PMID: 9230794] - S G Rhind, B H Sabiston, P N Shek, A Buguet, G Muanga, A Stanghellini, M Dumas, M W Radomski. Effect of melarsoprol treatment on circulating IL-10 and TNF-alpha levels in human African trypanosomiasis.
Clinical immunology and immunopathology.
1997 May; 83(2):185-9. doi:
10.1006/clin.1997.4350. [PMID: 9143380] - O Ericsson, E K Schweda, U Bronner, L Rombo, M Fridén, L L Gustafsson. Determination of melarsoprol in biological fluids by high-performance liquid chromatography and characterisation of two stereoisomers by nuclear magnetic resonance spectroscopy.
Journal of chromatography. B, Biomedical sciences and applications.
1997 Mar; 690(1-2):243-51. doi:
10.1016/s0378-4347(96)00418-5. [PMID: 9106049] - B B Youan, S Coulibaly, T B Miezan, F Doua, M Bamba. In vivo evaluation of sixteen plant extracts on mice inoculated with Trypanosoma brucei gambiense.
Bulletin of the World Health Organization.
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British journal of clinical pharmacology.
1995 Mar; 39(3):289-95. doi:
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Acta tropica.
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1994 Jun; 57(1):69-74. doi:
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Chemotherapy.
1993 Jul; 39(4):225-34. doi:
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Acta tropica.
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