Paromomicin

Paromomicin
(IUPAC) ime
	(2R,3S,4R,5R,6S)-5-amino-6-[(1R,2S,3S,4R,6S)-; 4,6-diamino-2-[(2S,3R,4R,5R)-4-[(2R,3R,4R,5R,6S)-; 3-amino-6-(aminometil)-4,5-dihidroksi-oksan-2-il]; oksi-3-hidroksi-5-(hidroksimetil)oksolan-2-il]oksi-; 3-hidroksi-cikloheksil]oksi-2-(hidroksimetil)oksan-3,4-diol
Klinički podaci
AHFS/Drugs.com	Monografija
MedlinePlus	a601098
Identifikatori
CAS broj	1263-89-4
ATC kod	A07AA06
PubChem	441375
DrugBank	DB01421
ChemSpider	390117
ChEMBL	CHEMBL370143
Hemijski podaci
Formula	C23H47N5O18S
Mol. masa	615,629 g/mol
SMILES	eMolekuli & PubHem
InChI
	InChI=1S/C23H45N5O14.H2O4S/c24-2-7-13(32)15(34)10(27)21(37-7)41-19-9(4-30)39-23(17(19)36)42-20-12(31)5(25)1-6(26)18(20)40-22-11(28)16(35)14(33)8(3-29)38-22;1-5(2,3)4/h5-23,29-36H,1-4,24-28H2;(H2,1,2,3,4)/t5-,6+,7+,8-,9-,10-,11-,12+,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23+;/m1./s1 ; Key: LJRDOKAZOAKLDU-UDXJMMFXSA-N
Farmakokinetički podaci
Bioraspoloživost	None
Metabolizam	None
Poluvreme eliminacije	?
Izlučivanje	Fecalno
Farmakoinformacioni podaci
Trudnoća	B(US)
Pravni status	Rx only SAD
Način primene	Oralno, intramuskularno

Paromomicin je aminoglikozidni antibiotik, koji je izolovan iz Streptomyces krestomuceticus 1950-tih.^[5] On je otkriven u kompaniji Parke Dejvis (sad Pfizer), i uveden kao Humatin 1960.^[6] On je takođe poznat pod imenima monomicin i aminozidin.^[7]

Upotreba

On je antibiotik koji je dizajniran za borbu protiv intestinalnih infekcija, kao što su kriptosporidioza^[8] i amebiaza,^[9] ali i drugih bolesti, poput lajšmanioza.^[10]

Mehanizam

Paromomicin inhibira sintezu proteina u nerezistentnim ćelijama putem vezivanja za 16S ribozomalnu RNK.^[11]. Ovaj antibiotik širokog spektara je rastvoran u vodi i veoma je sličan po dejstvu sa neomicinom. Antimikrobno dejstvo paromomicina protiv Escherichia coli i Staphylococcus aureus je istraženo.^[12]

Reference

↑ Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today 15 (23-24): 1052-7. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. edit
↑ Evan E. Bolton, Yanli Wang, Paul A. Thiessen, Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry 4: 217-241. DOI:10.1016/S1574-1400(08)00012-1.
↑ Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. edit
↑ Gaulton A, Bellis LJ, Bento AP, Chambers J, Davies M, Hersey A, Light Y, McGlinchey S, Michalovich D, Al-Lazikani B, Overington JP. (2012). „ChEMBL: a large-scale bioactivity database for drug discovery”. Nucleic Acids Res 40 (Database issue): D1100-7. DOI:10.1093/nar/gkr777. PMID 21948594. edit
↑ Davidson R.N., den Boer M., Ritmeijer K. (2008). „Paromomycin”. Transactions of the Royal Society of Tropical Medicine and Hygiene 103 (7): 653–60. DOI:10.1016/j.trstmh.2008.09.008. PMID 18947845.
↑ Pharmaceutical Manufacturing Encyclopedia, Page 1166.
↑ Neal R.A. et al. (1994). „Aminosidine ointments for the treatment of experimental cutaneous leishmaniasis”. Transactions of the Royal Society of Tropical Medicine and Hygiene 88 (2): 223–5. DOI:10.1016/0035-9203(94)90307-7. PMID 8036682.
↑ Sweetman S.C. (Editor). (2002). Martindale: the complete drug reference. 33rd ed. London: Pharmaceutical Press
↑ „paromomycin at Dorland's Medical Dictionary”.
↑ Sundar S, Jha TK, Thakur CP, Sinha PK, Bhattacharya SK (June 2007). „Injectable paromomycin for visceral leishmaniasis in India”. N. Engl. J. Med. 356 (25): 2571–81. DOI:10.1056/NEJMoa066536. PMID 17582067.
↑ Vicens, Quentin; Eric Westhof (August 2001). „Crystal Structure of Paromomycin Docked into the Eubacterial Ribosomal Decoding A Site”. Structure 9 (8): 647–658. DOI:10.1016/S0969-2126(01)00629-3. PMID 11587639. Arhivirano iz originala na datum 2008-03-15. Pristupljeno 2007-02-10.
↑ „Paromomycin” (pdf). Toku-E. 12. 1. 2010.. Arhivirano iz originala na datum 2014-04-26. Pristupljeno 11. 6. 2012.

[1] Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today 15 (23-24): 1052-7. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. edit

[2] Evan E. Bolton, Yanli Wang, Paul A. Thiessen, Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry 4: 217-241. DOI:10.1016/S1574-1400(08)00012-1.

[3] Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. edit

[4] Gaulton A, Bellis LJ, Bento AP, Chambers J, Davies M, Hersey A, Light Y, McGlinchey S, Michalovich D, Al-Lazikani B, Overington JP. (2012). „ChEMBL: a large-scale bioactivity database for drug discovery”. Nucleic Acids Res 40 (Database issue): D1100-7. DOI:10.1093/nar/gkr777. PMID 21948594. edit

[Davidson2008-5] Davidson R.N., den Boer M., Ritmeijer K. (2008). „Paromomycin”. Transactions of the Royal Society of Tropical Medicine and Hygiene 103 (7): 653–60. DOI:10.1016/j.trstmh.2008.09.008. PMID 18947845.

[6] Pharmaceutical Manufacturing Encyclopedia, Page 1166.

[Neal1994-7] Neal R.A. et al. (1994). „Aminosidine ointments for the treatment of experimental cutaneous leishmaniasis”. Transactions of the Royal Society of Tropical Medicine and Hygiene 88 (2): 223–5. DOI:10.1016/0035-9203(94)90307-7. PMID 8036682.

[8] Sweetman S.C. (Editor). (2002). Martindale: the complete drug reference. 33rd ed. London: Pharmaceutical Press

[9] „paromomycin at Dorland's Medical Dictionary”.

[pmid17582067-10] Sundar S, Jha TK, Thakur CP, Sinha PK, Bhattacharya SK (June 2007). „Injectable paromomycin for visceral leishmaniasis in India”. N. Engl. J. Med. 356 (25): 2571–81. DOI:10.1056/NEJMoa066536. PMID 17582067.

[11] Vicens, Quentin; Eric Westhof (August 2001). „Crystal Structure of Paromomycin Docked into the Eubacterial Ribosomal Decoding A Site”. Structure 9 (8): 647–658. DOI:10.1016/S0969-2126(01)00629-3. PMID 11587639. Arhivirano iz originala na datum 2008-03-15. Pristupljeno 2007-02-10.

[12] „Paromomycin” (pdf). Toku-E. 12. 1. 2010.. Arhivirano iz originala na datum 2014-04-26. Pristupljeno 11. 6. 2012.

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