Rifamycin (BioDeep_00000009058)
PANOMIX_OTCML-2023 Chemicals and Drugs Antibiotics
代谢物信息卡片
Rifamycin SV
化学式: C37H47NO12 (697.3098102)
中文名称: 利福霉素
谱图信息:
最多检出来源 Homo sapiens(blood) 0.18%
分子结构信息
SMILES: C1(=CC2NC(=O)C(=CC=C[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(=O)C)[C@@H]([C@@H](OC)C=CO[C@]3(C)C(C4=C(C(C)=C(O)C(=C41)C=2O)O3)=O)C)C)O
InChI: InChI=1S/C37H47NO12/c1-16-11-10-12-17(2)36(46)38-23-15-24(40)26-27(32(23)44)31(43)21(6)34-28(26)35(45)37(8,50-34)48-14-13-25(47-9)18(3)33(49-22(7)39)20(5)30(42)19(4)29(16)41/h10-16,18-20,25,29-30,33,40-44H,1-9H3,(H,38,46)/b11-10+,14-13+,17-12-/t16-,18+,19+,20+,25-,29-,30+,33+,37-/m0/s1
描述信息
A - Alimentary tract and metabolism > A07 - Antidiarrheals, intestinal antiinflammatory/antiinfective agents > A07A - Intestinal antiinfectives > A07AA - Antibiotics
J - Antiinfectives for systemic use > J04 - Antimycobacterials > J04A - Drugs for treatment of tuberculosis > J04AB - Antibiotics
D - Dermatologicals > D06 - Antibiotics and chemotherapeutics for dermatological use > D06A - Antibiotics for topical use
A member of the class of rifamycins that exhibits antibiotic and antitubercular properties.
S - Sensory organs > S01 - Ophthalmologicals > S01A - Antiinfectives > S01AA - Antibiotics
D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents > D012294 - Rifamycins
C254 - Anti-Infective Agent > C52588 - Antibacterial Agent > C280 - Antitubercular Agent
S - Sensory organs > S02 - Otologicals > S02A - Antiinfectives > S02AA - Antiinfectives
Same as: D02549
同义名列表
3 个代谢物同义名
数据库引用编号
19 个数据库交叉引用编号
- ChEBI: CHEBI:29673
- ChEBI: CHEBI:26580
- KEGG: C12044
- KEGGdrug: D02549
- PubChem: 6324616
- PubChem: 60907
- Metlin: METLIN41003
- DrugBank: DB11753
- ChEMBL: CHEMBL437765
- LipidMAPS: LMPK05000005
- MeSH: Rifamycins
- CAS: 15105-92-7
- CAS: 6998-60-3
- PMhub: MS000022795
- MetaboLights: MTBLC29673
- PubChem: 14199
- 3DMET: B04414
- NIKKAJI: J8.871D
- RefMet: Rifamycin
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
- 168697 - Salinispora arenicola: 10.1021/NP0604580
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
- Yu Wang, Han Fu, Xiao-Jie Shi, Guo-Ping Zhao, Liang-Dong Lyu. Genome-wide screen reveals cellular functions that counteract rifampicin lethality in Escherichia coli.
Microbiology spectrum.
2024 Jan; 12(1):e0289523. doi:
10.1128/spectrum.02895-23. [PMID: 38054714] - Junxiong Cheng, Yafang Chen, Wenfu Cao, Guoqing Zuo. Is rifaximin better than nonabsorbable disaccharides in hepatic encephalopathy?: A meta-analysis.
Medicine.
2021 Dec; 100(51):e28232. doi:
10.1097/md.0000000000028232. [PMID: 34941089] - Khadija A M Glal, Sherief M Abd-Elsalam, Tarek M Mostafa. Nitazoxanide versus rifaximin in preventing the recurrence of hepatic encephalopathy: A randomized double-blind controlled trial.
Journal of hepato-biliary-pancreatic sciences.
2021 Oct; 28(10):812-824. doi:
10.1002/jhbp.947. [PMID: 33768619] - Qiang Zhou, Shu-Ya Peng, Kai Zhang, Guang-Cai Luo, Li Han, Qing-Li He, Gong-Li Tang. A Flavin-Dependent Monooxygenase Mediates Divergent Oxidation of Rifamycin.
Organic letters.
2021 03; 23(6):2342-2346. doi:
10.1021/acs.orglett.1c00485. [PMID: 33683897] - Ying Yuan, Xiaomei Wang, Xiangyi Xu, Yu Liu, Cancan Li, Meng Yang, Yiqing Yang, Zhenkun Ma. Evaluation of a Dual-Acting Antibacterial Agent, TNP-2092, on Gut Microbiota and Potential Application in the Treatment of Gastrointestinal and Liver Disorders.
ACS infectious diseases.
2020 05; 6(5):820-831. doi:
10.1021/acsinfecdis.9b00374. [PMID: 31849218] - A Abdeljelil, A Mahjoub, O Fekih, N Ben Abdessalem, H Mahjoub. [Ligneous conjunctivitis: A diagnosis to consider in the case of a lingering pseudomembranous conjunctivitis!].
Journal francais d'ophtalmologie.
2019 12; 42(10):1139-1142. doi:
10.1016/j.jfo.2019.06.004. [PMID: 31262596] - Pierre Eke, Aundy Kumar, Kuleshwar Prasad Sahu, Louise Nana Wakam, Neelam Sheoran, Mushineni Ashajyothi, Asharani Patel, Fabrice Boyom Fekam. Endophytic bacteria of desert cactus (Euphorbia trigonas Mill) confer drought tolerance and induce growth promotion in tomato (Solanum lycopersicum L.).
Microbiological research.
2019 Nov; 228(?):126302. doi:
10.1016/j.micres.2019.126302. [PMID: 31442862] - Rong Deng, Chenguang Zhou, Dongwei Li, Hao Cai, Siddharth Sukumaran, Montserrat Carrasco-Triguero, Ola Saad, Denise Nazzal, Christopher Lowe, Saroja Ramanujan, Amrita V Kamath. Preclinical and translational pharmacokinetics of a novel THIOMAB™ antibody-antibiotic conjugate against Staphylococcus aureus.
mAbs.
2019 Aug; 11(6):1162-1174. doi:
10.1080/19420862.2019.1627152. [PMID: 31219754] - Yanrong Shi, Juanli Zhang, Xiuyu Tian, Xingkang Wu, Tianhong Li, Chunhua Lu, Yuemao Shen. Isolation of 11,12- seco-Rifamycin W Derivatives Reveals a Cleavage Pattern of the Rifamycin Ansa Chain.
Organic letters.
2019 02; 21(4):900-903. doi:
10.1021/acs.orglett.8b03792. [PMID: 30714736] - Christian Schulz, Kerstin Schütte, Ramiro Vilchez-Vargas, Riccardo Vasapolli, Peter Malfertheiner. Long-Term Effect of Rifaximin with and without Lactulose on the Active Bacterial Assemblages in the Proximal Small Bowel and Faeces in Patients with Minimal Hepatic Encephalopathy.
Digestive diseases (Basel, Switzerland).
2019; 37(2):161-169. doi:
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Acta biochimica et biophysica Sinica.
2018 Aug; 50(8):757-765. doi:
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Nature communications.
2018 06; 9(1):2342. doi:
10.1038/s41467-018-04772-x. [PMID: 29904078] - Emílio V Lage, Joana Magalhães, Marina Pinheiro, Salette Reis. Effect of the alkyl group in the piperazine N-substitution on the therapeutic action of rifamycins: A drug-membrane interaction study.
Chemico-biological interactions.
2018 Jun; 289(?):75-80. doi:
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Liver transplantation : official publication of the American Association for the Study of Liver Diseases and the International Liver Transplantation Society.
2018 05; 24(5):587-594. doi:
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Beijing da xue xue bao. Yi xue ban = Journal of Peking University. Health sciences.
2018 Apr; 50(2):231-238. doi:
NULL. [PMID: 29643520] - Chao Lei, Jingzhi Wang, Yuanyuan Liu, Xinqiang Liu, Guoping Zhao, Jin Wang. A feedback regulatory model for RifQ-mediated repression of rifamycin export in Amycolatopsis mediterranei.
Microbial cell factories.
2018 Jan; 17(1):14. doi:
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Journal of gastroenterology and hepatology.
2018 Jan; 33(1):307-314. doi:
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World journal of gastroenterology.
2017 Dec; 23(47):8355-8366. doi:
10.3748/wjg.v23.i47.8355. [PMID: 29307995] - Agnieszka Gawronska, Marcin Banasiuk, Dominika Lachowicz, Hanna Pituch, Piotr Albrecht, Aleksandra Banaszkiewicz. Metronidazole or Rifaximin for Treatment of Clostridium difficile in Pediatric Patients with Inflammatory Bowel Disease: A Randomized Clinical Trial.
Inflammatory bowel diseases.
2017 12; 23(12):2209-2214. doi:
10.1097/mib.0000000000001249. [PMID: 29084080] - Seung Kak Shin, Oh Sang Kwon, Jong Joon Lee, Yeon Ho Park, Cheol Soo Choi, Sung Hwan Jeong, Duck Joo Choi, Yun Soo Kim, Ju Hyun Kim. Effect of Rifaximin on Hepatic Fibrosis in Bile Duct-ligated Rat Model.
The Korean journal of gastroenterology = Taehan Sohwagi Hakhoe chi.
2017 Nov; 70(5):239-246. doi:
10.4166/kjg.2017.70.5.239. [PMID: 29161793] - El-Sayed Ibrahim, Ayman Alsebaey, Hassan Zaghla, Sabry Moawad Abdelmageed, Khalid Gameel, Eman Abdelsameea. Long-term rifaximin therapy as a primary prevention of hepatorenal syndrome.
European journal of gastroenterology & hepatology.
2017 Nov; 29(11):1247-1250. doi:
10.1097/meg.0000000000000967. [PMID: 28902040] - Chen Li, Li Zhou, Ying Wang, Guoping Zhao, Xiaoming Ding. Conjugation of ϕBT1-derived integrative plasmid pDZL802 in Amycolatopsis mediterranei U32.
Bioengineered.
2017 Sep; 8(5):549-554. doi:
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Digestive diseases and sciences.
2017 09; 62(9):2455-2463. doi:
10.1007/s10620-017-4598-7. [PMID: 28589238] - Kiran Ahire, Archana Sonawale. Comparison of Rifaximin Plus Lactulose with the Lactulose Alone for the Treatment of Hepatic Encephalopathy.
The Journal of the Association of Physicians of India.
2017 Aug; 65(8):42-46. doi:
NULL. [PMID: 28799305] - Yi-An Bi, Renato J Scialis, Sarah Lazzaro, Sumathy Mathialagan, Emi Kimoto, Julie Keefer, Hui Zhang, Anna M Vildhede, Chester Costales, A David Rodrigues, Larry M Tremaine, Manthena V S Varma. Reliable Rate Measurements for Active and Passive Hepatic Uptake Using Plated Human Hepatocytes.
The AAPS journal.
2017 05; 19(3):787-796. doi:
10.1208/s12248-017-0051-2. [PMID: 28188574] - Michael Camilleri, Guy Boeckxstaens. Dietary and pharmacological treatment of abdominal pain in IBS.
Gut.
2017 05; 66(5):966-974. doi:
10.1136/gutjnl-2016-313425. [PMID: 28232472] - Chen Li, Xinqiang Liu, Chao Lei, Han Yan, Zhihui Shao, Ying Wang, Guoping Zhao, Jin Wang, Xiaoming Ding. RifZ (AMED_0655) Is a Pathway-Specific Regulator for Rifamycin Biosynthesis in Amycolatopsis mediterranei.
Applied and environmental microbiology.
2017 04; 83(8):. doi:
10.1128/aem.03201-16. [PMID: 28159794] - Nina Kimer, Julie Steen Pedersen, Troels Malte Busk, Lise Lotte Gluud, Lise Hobolth, Aleksander Krag, Søren Møller, Flemming Bendtsen. Rifaximin has no effect on hemodynamics in decompensated cirrhosis: A randomized, double-blind, placebo-controlled trial.
Hepatology (Baltimore, Md.).
2017 02; 65(2):592-603. doi:
10.1002/hep.28898. [PMID: 27775818] - Wolfgang Stremmel, Kathrin V Schmidt, Vera Schuhmann, Frank Kratzer, Sven F Garbade, Claus-Dieter Langhans, Gert Fricker, Jürgen G Okun. Blood Trimethylamine-N-Oxide Originates from Microbiota Mediated Breakdown of Phosphatidylcholine and Absorption from Small Intestine.
PloS one.
2017; 12(1):e0170742. doi:
10.1371/journal.pone.0170742. [PMID: 28129384] - James H Tabibian, Andrea Gossard, Mounif El-Youssef, John E Eaton, Jan Petz, Roberta Jorgensen, Felicity B Enders, Anilga Tabibian, Keith D Lindor. Prospective Clinical Trial of Rifaximin Therapy for Patients With Primary Sclerosing Cholangitis.
American journal of therapeutics.
2017 Jan; 24(1):e56-e63. doi:
10.1097/mjt.0000000000000102. [PMID: 24914504] - Amr S Hanafy, Ahmad M Hassaneen. Rifaximin and midodrine improve clinical outcome in refractory ascites including renal function, weight loss, and short-term survival.
European journal of gastroenterology & hepatology.
2016 Dec; 28(12):1455-1461. doi:
10.1097/meg.0000000000000743. [PMID: 27622998] - Tien Dong, Andrew Aronsohn, K Gautham Reddy, Helen S Te. Rifaximin Decreases the Incidence and Severity of Acute Kidney Injury and Hepatorenal Syndrome in Cirrhosis.
Digestive diseases and sciences.
2016 12; 61(12):3621-3626. doi:
10.1007/s10620-016-4313-0. [PMID: 27655104] - Emma C Stevenson, Giles A Major, Robin C Spiller, Sarah A Kuehne, Nigel P Minton. Coinfection and Emergence of Rifamycin Resistance during a Recurrent Clostridium difficile Infection.
Journal of clinical microbiology.
2016 11; 54(11):2689-2694. doi:
10.1128/jcm.01025-16. [PMID: 27558181] - Alam García-Heredia, Santos García, José Ángel Merino-Mascorro, Peter Feng, Norma Heredia. Natural plant products inhibits growth and alters the swarming motility, biofilm formation, and expression of virulence genes in enteroaggregative and enterohemorrhagic Escherichia coli.
Food microbiology.
2016 Oct; 59(?):124-32. doi:
10.1016/j.fm.2016.06.001. [PMID: 27375253] - Natalia Zeber-Lubecka, Maria Kulecka, Filip Ambrozkiewicz, Agnieszka Paziewska, Krzysztof Goryca, Jakub Karczmarski, Tymon Rubel, Wojciech Wojtowicz, Piotr Mlynarz, Lukasz Marczak, Roman Tomecki, Michal Mikula, Jerzy Ostrowski. Limited prolonged effects of rifaximin treatment on irritable bowel syndrome-related differences in the fecal microbiome and metabolome.
Gut microbes.
2016 09; 7(5):397-413. doi:
10.1080/19490976.2016.1215805. [PMID: 27662586] - Todd J Zurlinden, Garrett J Eppers, Brad Reisfeld. Physiologically Based Pharmacokinetic Model of Rifapentine and 25-Desacetyl Rifapentine Disposition in Humans.
Antimicrobial agents and chemotherapy.
2016 08; 60(8):4860-8. doi:
10.1128/aac.00031-16. [PMID: 27270284] - M Assem, M Elsabaawy, M Abdelrashed, S Elemam, S Khodeer, W Hamed, A Abdelaziz, G El-Azab. Efficacy and safety of alternating norfloxacin and rifaximin as primary prophylaxis for spontaneous bacterial peritonitis in cirrhotic ascites: a prospective randomized open-label comparative multicenter study.
Hepatology international.
2016 Mar; 10(2):377-85. doi:
10.1007/s12072-015-9688-z. [PMID: 26660707] - Matteo Fornai, Luca Antonioli, Carolina Pellegrini, Rocchina Colucci, Deborah Sacco, Erika Tirotta, Gianfranco Natale, Alessia Bartalucci, Marina Flaibani, Cecilia Renzulli, Emilia Ghelardi, Corrado Blandizzi, Carmelo Scarpignato. Small bowel protection against NSAID-injury in rats: Effect of rifaximin, a poorly absorbed, GI targeted, antibiotic.
Pharmacological research.
2016 Feb; 104(?):186-96. doi:
10.1016/j.phrs.2015.12.031. [PMID: 26747402] - M Pimentel. Review article: potential mechanisms of action of rifaximin in the management of irritable bowel syndrome with diarrhoea.
Alimentary pharmacology & therapeutics.
2016 Jan; 43 Suppl 1(?):37-49. doi:
10.1111/apt.13437. [PMID: 26618924] - J S Bajaj. Review article: potential mechanisms of action of rifaximin in the management of hepatic encephalopathy and other complications of cirrhosis.
Alimentary pharmacology & therapeutics.
2016 Jan; 43 Suppl 1(?):11-26. doi:
10.1111/apt.13435. [PMID: 26618922] - Qingchen Li, Feifei Dai, Liping Zhu, Jiawei Wang, Yun Jing. [Ocular syndromes in patients with neurobrucellosis].
[Zhonghua yan ke za zhi] Chinese journal of ophthalmology.
2015 Dec; 51(12):896-900. doi:
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Journal of digestive diseases.
2015 Nov; 16(11):665-74. doi:
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Clinical nephrology.
2015 Aug; 84(2):111-5. doi:
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The British journal of nutrition.
2015 Jul; 114(2):169-80. doi:
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European journal of gastroenterology & hepatology.
2015 Jul; 27(7):840-5. doi:
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Microbial cell factories.
2015 Jun; 14(?):75. doi:
10.1186/s12934-015-0264-y. [PMID: 26041361] - Tarek Mostafa, Gamal Badra, Mahmoud Abdallah. The efficacy and the immunomodulatory effect of rifaximin in prophylaxis of spontaneous bacterial peritonitis in cirrhotic Egyptian patients.
The Turkish journal of gastroenterology : the official journal of Turkish Society of Gastroenterology.
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Journal of pharmaceutical and biomedical analysis.
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Drug design, development and therapy.
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PloS one.
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BMC gastroenterology.
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Pharmacological research.
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Antimicrobial agents and chemotherapy.
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Clinical neuropharmacology.
2014 Jul; 37(4):91-5. doi:
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Clinical pharmacokinetics.
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International journal of colorectal disease.
2014 Feb; 29(2):263-4. doi:
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Acta chimica Slovenica.
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PloS one.
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Digestive diseases and sciences.
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American journal of health-system pharmacy : AJHP : official journal of the American Society of Health-System Pharmacists.
2013 May; 70(10):874-6. doi:
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Journal of pediatric hematology/oncology.
2013 May; 35(4):e149-52. doi:
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Journal of hepatology.
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Journal of clinical gastroenterology.
2013 Feb; 47(2):188-92. doi:
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PloS one.
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Toxicological sciences : an official journal of the Society of Toxicology.
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Journal of separation science.
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Clinical gastroenterology and hepatology : the official clinical practice journal of the American Gastroenterological Association.
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World journal of gastroenterology.
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Liver international : official journal of the International Association for the Study of the Liver.
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World journal of gastroenterology.
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Drug metabolism and disposition: the biological fate of chemicals.
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American journal of physiology. Gastrointestinal and liver physiology.
2012 Jan; 302(1):G168-75. doi:
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Acta biochimica et biophysica Sinica.
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Archives of microbiology.
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Digestive diseases and sciences.
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Antimicrobial agents and chemotherapy.
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Antibiotiki i khimioterapiia = Antibiotics and chemoterapy [sic].
2011; 56(5-6):64-8. doi:
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The Journal of antimicrobial chemotherapy.
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Alimentary pharmacology & therapeutics.
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Cell research.
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Journal of enzyme inhibition and medicinal chemistry.
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Xenobiotica; the fate of foreign compounds in biological systems.
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Biomedical chromatography : BMC.
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The American journal of gastroenterology.
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Biomedical chromatography : BMC.
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Alimentary pharmacology & therapeutics.
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Antimicrobial agents and chemotherapy.
2009 Jan; 53(1):281-6. doi:
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International journal of colorectal disease.
2009 Jan; 24(1):49-55. doi:
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Drug metabolism and disposition: the biological fate of chemicals.
2008 Dec; 36(12):2492-8. doi:
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MMW Fortschritte der Medizin.
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Drug metabolism and disposition: the biological fate of chemicals.
2008 Oct; 36(10):1998-2004. doi:
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Antimicrobial agents and chemotherapy.
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Journal of pharmaceutical and biomedical analysis.
2007 Nov; 45(4):616-24. doi:
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Luminescence : the journal of biological and chemical luminescence.
2007 Nov; 22(6):559-66. doi:
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The Journal of clinical endocrinology and metabolism.
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Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2007 Nov; 859(1):103-10. doi:
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