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Bleomicin

Bleomicin
IUPAC ime
(3- {[(2'(5S,8S,9S,10R,13S)-15- {6-amino-2- [(1S)-3-amino-1- {[(2S)-2,3-diamino-3-oksopropil]amino3-oksopropil] -5-metilpirimidin-4-il}-13-[{[(2R,3S,4S,5S,6S)-3- {[(2R,3S,4S,5R,6R)-4-(karbamoiloksi)-3,5-dihidroksi-6- (hidroksimetil)tetrahidro-2H-piran-2-il]oksi} -4,5-dihidroksi-6-(hidroksimetil)tetrahidro-2H-piran-2-il]oksi} (1H-imidazol-5-il)metil]-9-hidroksi-5-[(1R)-1-hidroksietil]-8,10-dimetil-4,7,12,15-tetraokso-3,6,11,14-tetraazapentadec-1-il}-2,4'-bi-1,3-tiazol-4-il)karbonil]amino}propil)(dimetil)sulfonijum
Klinički podaci
Prodajno imeBlenoxane
Drugs.comMonografija
MedlinePlusa682125
Kategorija trudnoće
  • US: D (Evidencija rizika)
Način primeneintravenozno, intramuskularno, subkutano
Pravni status
Pravni status
  • US: ℞-only
Farmakokinetički podaci
Bioraspoloživostdobro se apsorbuje
Metabolizam?
Poluvreme eliminacije2 sata
Izlučivanjerenalno (60-70%)
Identifikatori
CAS broj11056-06-7 ДаY
ATC kodL01DC01 (WHO)
PubChemCID 456190
DrugBankDB00290 ДаY
ChemSpider401687 ДаY
UNII40S1VHN69B ДаY
KEGGD07535 ДаY
ChEMBLCHEMBL403664 ДаY
Hemijski podaci
FormulaC55H84N17O21S3
Molarna masa1415,551
  • CC1=C(N=C(N=C1N)[C@H](CC(=O)N)NC[C@@H](C(=O)N)N)C(=O)N[C@@H](C(C2=CN=CN2)O[C@H]3[C@H]([C@H]([C@@H]([C@@H](O3)CO)O)O)O[C@@H]4[C@H]([C@H]([C@@H]([C@H](O4)CO)O)OC(=O)N)O)C(=O)N[C@H](C)[C@H]([C@H](C)C(=O)N[C@@H]([C@@H](C)O)C(=O)NCCC5=NC(=CS5)C6=NC(=CS6)C(=O)NCCC[S+](C)C)O
  • InChI=1S/C55H83N17O21S3/c1-20-33(69-46(72-44(20)58)25(12-31(57)76)64-13-24(56)45(59)82)50(86)71-35(41(26-14-61-19-65-26)91-54-43(39(80)37(78)29(15-73)90-54)92-53-40(81)42(93-55(60)88)38(79)30(16-74)89-53)51(87)66-22(3)36(77)21(2)47(83)70-34(23(4)75)49(85)63-10-8-32-67-28(18-94-32)52-68-27(17-95-52)48(84)62-9-7-11-96(5)6/h14,17-19,21-25,29-30,34-43,53-54,64,73-75,77-81H,7-13,15-16,56H2,1-6H3,(H13-,57,58,59,60,61,62,63,65,66,69,70,71,72,76,82,83,84,85,86,87,88)/p+1/t21-,22+,23+,24-,25-,29-,30+,34-,35-,36-,37+,38+,39-,40-,41?,42-,43-,53+,54-/m0/s1 ДаY
  • Key:OYVAGSVQBOHSSS-QRQYLRPSSA-O ДаY

Bleomicin je glikopeptidni antibiotik koji proizvodi bakterija Streptomyces verticillus. Bleomicin je familija strukturno srodnih jedinjenja. Kad se koristi kao antikancerni agens, hemoterapeutske forme su prvenstveno bleomicin A2 i B2. On deluju tako što uzrokuje prekidanje DNK. Ovaj lek se koristi za tretiranje Hodžkinovog limfoma (kao komponenta ABVD i BEACOPP režima), karcinoma skvamoznih ćelija, i raka testisa, kao i u tretmanu bradavica tabana[1] i kao sredstvo koje utiče na plevrodezu.[2]

  1. ^ Lewis, TG; Nydorf, ED (2006). „Intralesional bleomycin for warts: a review.”. Journal of Drugs in Dermatology. 5 (6): 499—504. PMID 16774100. 
  2. ^ Shaw, P; Agarwal, R (2004). Shaw, Paul HS, ур. „Pleurodesis for malignant pleural effusions”. Cochrane Database of Systematic Reviews (1): CD002916. PMID 14973997. doi:10.1002/14651858.CD002916.pub2. 
  • Claussen, C.A.; Long, E.C. (1999). „Nucleic Acid Recognition by Metal Complexes of Bleomycin”. Chem. Rev. 99 (9): 2797—2816. PMID 11749501. doi:10.1021/cr980449z. 
  • Shen, B.; Du, L.C.; Sanchez, C.; Edwards, D.J.; Chen, M.; Murrell, J.M. (2001). „The biosynthetic gene cluster for the anticancer drug bleomycin from Streptomyces verticillus ATCC15003 as a model for hybrid peptide-polyketide natural product biosynthesis”. Journal of Industrial Microbiology & Biotechnology. 27 (6): 378—385. PMID 11774003. doi:10.1038/sj.jim.7000194. 

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Bleomicin
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