CAS 18378-89-7

Mitramicina

Descrizione:

Mitramicina, noto anche come Mitramicina A, è un antibiotico poliketide prodotto dal batterio Streptomyces argillaceus. È caratterizzato dalla sua struttura complessa, che include un nucleo tetraciclico e molteplici moieties di zucchero, contribuendo alla sua attività biologica. Mitramicina mostra proprietà antitumorali, principalmente legandosi al DNA e inibendo la trascrizione, il che interrompe la sintesi di proteine necessarie per la proliferazione delle cellule tumorali. È particolarmente efficace contro alcuni tipi di tumori, incluso il cancro testicolare e vari sarcomi. Il composto ha una bassa solubilità in acqua, il che può influenzare la sua biodisponibilità e applicazione terapeutica. Il meccanismo d'azione di Mitramicina coinvolge la chelazione di ioni metallici, il che migliora ulteriormente la sua capacità di interferire con i processi cellulari. A causa dei suoi effetti potenti e dei potenziali effetti collaterali, il suo uso è tipicamente riservato a situazioni cliniche specifiche, e la ricerca in corso continua a esplorare la sua efficacia e sicurezza nel trattamento del cancro.

Formula: C₅₂H₇₆O₂₄

InChI: InChI=1S/C52H76O24/c1-18-29(72-34-14-30(43(58)21(4)68-34)73-33-13-28(54)42(57)20(3)67-33)12-26-10-25-11-27(49(66-9)48(63)41(56)19(2)53)50(47(62)39(25)46(61)38(26)40(18)55)76-36-16-31(44(59)23(6)70-36)74-35-15-32(45(60)22(5)69-35)75-37-17-52(8,65)51(64)24(7)71-37/h10,12,19-24,27-28,30-37,41-45,49-51,53-61,64-65H,11,13-17H2,1-9H3/t19-,20-,21-,22-,23-,24-,27+,28-,30-,31-,32-,33+,34+,35+,36+,37+,41+,42-,43-,44-,45+,49+,50+,51-,52+/m1/s1

InChI key: InChIKey=CFCUWKMKBJTWLW-BKHRDMLASA-N

SMILES: O=C1C=2C(C[C@@]([C@@H](C([C@H]([C@@H](C)O)O)=O)OC)([C@@H]1O[C@H]3C[C@@H](O[C@H]4C[C@@H](O[C@H]5C[C@](C)(O)[C@H](O)[C@@H](C)O5)[C@@H](O)[C@@H](C)O4)[C@H](O)[C@@H](C)O3)[H])=CC=6C(C2O)=C(O)C(C)=C(O[C@H]7C[C@@H](O[C@H]8C[C@@H](O)[C@H](O)[C@@H](C)O8)[C@H](O)[C@@H](C)O7)C6

Sinonimi:

• <span class="text-smallcaps">D</smallcap>-threo-2-Pentulose, 5-deoxy-1-C-[(2S,3S)-7-[[2,6-dideoxy-3-O-(2,6-dideoxy-β-<smallcap>D</smallcap>-arabino-hexopyranosyl)-β-<smallcap>D</smallcap>-arabino-hexopyranosyl]oxy]-3-[(O-2,6-dideoxy-3-C-methyl-β-<smallcap>D</smallcap>-ribo-hexopyranosyl-(1→3)-O-2,6-dideoxy-β-<smallcap>D</smallcap>-lyxo-hexopyranosyl-(1→3)-2,6-dideoxy-β-<smallcap>D</span>-arabino-hexopyranosyl)oxy]-1,2,3,4-tetrahydro-5,10-dihydroxy-6-methyl-4-oxo-2-anthracenyl]-1-O-methyl-, (1S)-
• A 2371
• Antibiotic LA 7017
• Aureolic acid
• Mithracin
• Mithramycin
• Mithramycin A
• Mitramycin
• Nsc 24559
• Pa 144
• Plicamycin
• Plicatomycin
• [1S(2S,3S)]-5-Deoxy-1-C-[7-[[2,6-dideoxy-3-O-(2,6-dideoxy-β-<span class="text-smallcaps">D</smallcap>-arabino-hexopyranosyl)-β-<smallcap>D</smallcap>-arabino-hexopyranosyl]oxy]-3-[(O-2,6-dideoxy-3-C-methyl-β-<smallcap>D</smallcap>-ribo-hexopyranosyl-(1→3)-O-2,6-dideoxy-β-<smallcap>D</smallcap>-arabino-hexopyranosyl-(1→3)-2,6-dideoxy-β-<smallcap>D</smallcap>-lyxo-hexopyranosyl)oxy]-1,2,3,4-tetrahydro-5,10-dihydroxy-6-methyl-4-oxo-2-anthracenyl]-1-O-methyl-<smallcap>D</span>-threo-2-pentulose
• [1S(2S,3S)]-5-Deoxy-1-C-[7-[[2,6-dideoxy-3-O-(2,6-dideoxy-β-D-arabino-hexopyranosyl)-β-D-arabino-hexopyranosyl]oxy]-3-[(O-2,6-dideoxy-3-C-methyl-β-D-ribo-hexopyranosyl-(1→3)-O-2,6-dideoxy-β-D-arabino-hexopyranosyl-(1→3)-2,6-dideoxy-β-D-lyxo-hexopyranosyl)oxy]-1,2,3,4-tetrahydro-5,10-dihydroxy-6-methyl-4-oxo-2-anthracenyl]-1-O-methyl-D-threo-2-pentulose

Plicamycin

CAS: 18378-89-7

Formula: C₅₂H₇₆O₂₄

Purezza: 98%

Colore e forma: Solid

Peso molecolare: 1085.1454

Ref: IN-DA00I1FJ

Mithramycin A

CAS: 18378-89-7

Formula: C₅₂H₇₆O₂₄

Purezza: ≥ 98.0%

Colore e forma: Yellow powder

Peso molecolare: 1085.15

Ref: 7W-GA1050

Mithramycin A from Streptomyces argillaceus

CAS: 18378-89-7

Mithramycin A from Streptomyces argillaceus

Formula: C₅₂H₇₆O₂₄

Purezza: By hplc: 98.0% (Typical Value in Batch COA)

Colore e forma: yellow powder

Peso molecolare: 1,085.15g/mol

Ref: 54-BIM1003

Mithramycin A

CAS: 18378-89-7

Mithramycin A (Plicamycin), a DNA-binding antitumor antibiotic, is a selective specificity protein 1 (Sp1) inhibitor, which inhibits the growth of various

Formula: C₅₂H₇₆O₂₄

Purezza: 99.28% - 99.92%

Colore e forma: Yellow Powder

Peso molecolare: 1085.15

Ref: TM-T5530

Mithramycin A

CAS: 18378-89-7

Antineoplastic antibiotic; RNA synthesis inhibitor

Formula: C₅₂H₇₆O₂₄

Purezza: Min. 95%

Colore e forma: Yellow Powder

Peso molecolare: 1,085.15 g/mol

Ref: 3D-AM34906

Mithramycin A

Prodotto controllato

CAS: 18378-89-7

Applications Mithramycin A is an anticancer antibiotic that selectively binds to G-C-rich DNA in the presence of Mg2+ or Zn2+, inhibiting RNA and DNA polymerase action. Mithramycin A inhibits c-myc expression and induces myeloid differentiation of HL-60 promyelocytic leukemia cells.
References Miller, et al.: Am. J. Med. Sci., 294, 388 (1987), Demicheli, et al.: Biochem. Biophys. Res. Commun., 177 511 (1991), Max, H., et al.: Cancer Res., 63, 7436 (2003), Lockman, J., et al.: J. Med. Chem., 53, 8734 (2010),

Formula: C₅₂H₇₆O₂₄

Colore e forma: Yellow Crystalline Powder

Peso molecolare: 1085.15

Ref: TR-M369500