CAS 104542-46-3

urdamicina B

Descrizione:

urdamicina B è un composto antibiotico naturale appartenente alla classe degli antibiotici antraciclinici, noti per le loro potenti proprietà antibatteriche. Viene prodotto mediante fermentazione di ceppi specifici di batteri del genere Streptomyces. urdamicina B presenta una struttura molecolare complessa caratterizzata da un sistema di anelli policiclici, che contribuisce alla sua attività biologica. Il composto ha dimostrato efficacia contro una gamma di batteri Gram-positivi, rendendolo di interesse nel campo della chimica medicinale e dello sviluppo di antibiotici. Il suo meccanismo d'azione coinvolge tipicamente l'interferenza con la sintesi del DNA batterico, portando alla morte cellulare. Inoltre, urdamicina B potrebbe possedere proprietà antitumorali, sebbene la sua applicazione principale rimanga nel contrastare le infezioni batteriche. Come per molti antibiotici, il potenziale sviluppo di resistenza è una preoccupazione, rendendo necessaria una ricerca continua sulla sua efficacia e profilo di sicurezza. In generale, urdamicina B rappresenta un composto significativo nello studio dei prodotti naturali e delle loro applicazioni in farmacologia.

Formula: C₃₇H₄₄O₁₃

InChI: InChI=1/C37H44O13/c1-15-24(49-28-11-22(38)32(40)16(2)48-28)9-10-27(47-15)50-26-12-25(46-17(3)33(26)41)19-7-8-21-31(34(19)42)36(44)20-6-5-18-13-37(4,45)14-23(39)29(18)30(20)35(21)43/h5-8,15-17,22,24-28,32-33,38,40-42,45H,9-14H2,1-4H3/t15-,16+,17+,22+,24-,25+,26+,27-,28-,32+,33+,37+/m0/s1

InChI key: InChIKey=RVYIFZVNJLDNAV-VSYBRGMMSA-N

SMILES: O=C1C=2C3=C(C=CC2C(=O)C=4C1=CC=C(C4O)[C@H]5C[C@@H](O[C@@H]6O[C@@H](C)[C@@H](O[C@H]7C[C@@H](O)[C@H](O)[C@@H](C)O7)CC6)[C@H](O)[C@@H](C)O5)C[C@@](C)(O)CC3=O

Sinonimi:

• (1R)-1,5-anhydro-2,6-dideoxy-3-O-{(2S,5S,6S)-5-[(2,6-dideoxy-beta-D-arabino-hexopyranosyl)oxy]-6-methyltetrahydro-2H-pyran-2-yl}-1-[(3R)-3,8-dihydroxy-3-methyl-1,7,12-trioxo-1,2,3,4,7,12-hexahydrotetraphen-9-yl]-D-arabino-hexitol
• (3R)-9-[2,6-Dideoxy-3-O-[(2S,5S,6S)-5-[(2,6-dideoxy-β-<span class="text-smallcaps">D</smallcap>-arabino-hexopyranosyl)oxy]tetrahydro-6-methyl-2H-pyran-2-yl]-β-<smallcap>D</span>-arabino-hexopyranosyl]-3,4-dihydro-3,8-dihydroxy-3-methylbenz[a]anthracene-1,7,12(2H)-trione
• (R)-9-(2,6-Dideoxy-3-O-((2S-(2alpha,5beta,6beta))-5-((2,6-dideoxy-beta-D-arabino-hexopyranosyl)oxy)tetrahydro-6-methyl-2H-pyran-2-yl)-beta-D-arabino-hexopyranosyl)-3,4-dihydro-3,8-dihydroxy-3-methylbenz(a)anthracene-1,7,12(2H)-trione
• Benz(a)anthracene-1,7,12(2H)-trione, 9-(2,6-dideoxy-3-O-((2S-(2alpha,5beta,6beta))-5-((2,6-dideoxy-beta-D-arabino-hexopyranosyl)oxy)tetrahydro-6-methyl-2H-pyran-2-yl)-beta-D-arabino-hexopyranosyl)-3,4-dihydro-3,8-dihydroxy-3-methyl-, (R)-
• Benz[a]anthracene-1,7,12(2H)-trione, 9-[2,6-dideoxy-3-O-[(2S,5S,6S)-5-[(2,6-dideoxy-β-<span class="text-smallcaps">D</smallcap>-arabino-hexopyranosyl)oxy]tetrahydro-6-methyl-2H-pyran-2-yl]-β-<smallcap>D</span>-arabino-hexopyranosyl]-3,4-dihydro-3,8-dihydroxy-3-methyl-, (3R)-
• Benz[a]anthracene-1,7,12(2H)-trione, 9-[2,6-dideoxy-3-O-[[2S-(2α,5β,6β)]-5-[(2,6-dideoxy-β-<span class="text-smallcaps">D</smallcap>-arabino-hexopyranosyl)oxy]tetrahydro-6-methyl-2H-pyran-2-yl]-β-<smallcap>D</span>-arabino-hexopyranosyl]-3,4-dihydro-3,8-dihydroxy-3-methyl-, (R)-
• Urdamycin B
• (3R)-9-[2,6-Dideoxy-3-O-[(2S,5S,6S)-5-[(2,6-dideoxy-β-D-arabino-hexopyranosyl)oxy]tetrahydro-6-methyl-2H-pyran-2-yl]-β-D-arabino-hexopyranosyl]-3,4-dihydro-3,8-dihydroxy-3-methylbenz[a]anthracene-1,7,12(2H)-trione
• Benz[a]anthracene-1,7,12(2H)-trione, 9-[2,6-dideoxy-3-O-[(2S,5S,6S)-5-[(2,6-dideoxy-β-D-arabino-hexopyranosyl)oxy]tetrahydro-6-methyl-2H-pyran-2-yl]-β-D-arabino-hexopyranosyl]-3,4-dihydro-3,8-dihydroxy-3-methyl-, (3R)-
• Benz[a]anthracene-1,7,12(2H)-trione, 9-[2,6-dideoxy-3-O-[[2S-(2α,5β,6β)]-5-[(2,6-dideoxy-β-D-arabino-hexopyranosyl)oxy]tetrahydro-6-methyl-2H-pyran-2-yl]-β-D-arabino-hexopyranosyl]-3,4-dihydro-3,8-dihydroxy-3-methyl-, (R)-
• C12406

Urdamycin B

CAS: 104542-46-3

Formula: C₃₇H₄₄O₁₃

Purezza: 88.18%

Colore e forma: Purple amorphous solid

Peso molecolare: 697.0

Ref: 8R-JU0097

Urdamycin B

CAS: 104542-46-3

Urdamycin B, an antibiotic derived from the metabolic products of Streptomyces fradiae, effectively inhibits fungi and bacteria, and exhibits anti-proliferative activity against mouse leukemia cells L1210. Its potential uses include research on cancer, bacterial, and fungal infections [1] [2].

Formula: C₃₇H₄₄O₁₃

Colore e forma: Solid

Peso molecolare: 696.74

Ref: TM-TN7537

Urdamycin B

CAS: 104542-46-3

Urdamycin B is an anthracycline antibiotic, which is derived from the bacterium *Streptomyces fradiae*. This compound acts by intercalating into DNA, disrupting the replication and transcription processes, leading to cell death. Its mode of action involves inhibiting topoisomerase II, an enzyme critical for DNA replication and cell cycle progression. This mechanism impairs cellular proliferation, making it effective against rapidly dividing cells.

Formula: C₃₇H₄₄O₁₃

Purezza: Min. 95%

Peso molecolare: 696.70 g/mol

Ref: 3D-EEA54246