CAS 103930-51-4

7-O-(2,6-dideoxy-2-fluorotalopyranose)adriamycinone

Description:

7-O-(2,6-dideoxy-2-fluorotalopyranose)adriamycinone is a derivative of adriamycinone, which is an anthracycline antibiotic known for its anticancer properties. This compound features a sugar moiety, specifically 2,6-dideoxy-2-fluorotalopyranose, attached to the 7-O position of the adriamycinone structure. The presence of the fluorine atom in the sugar moiety may influence the compound's biological activity, potentially enhancing its efficacy or altering its pharmacokinetics compared to its parent compound. The modification of the sugar component can affect the compound's solubility, stability, and interaction with cellular targets, which are critical factors in drug design. As with many anthracyclines, this compound may exhibit cytotoxic effects by intercalating into DNA and inhibiting topoisomerase II, leading to apoptosis in cancer cells. However, the specific characteristics, such as its solubility, stability, and biological activity, would require empirical investigation to fully understand its potential therapeutic applications and mechanisms of action.

Formula: C₂₇H₂₇FO₁₂

InChI: InChI=1/C27H27FO12/c1-9-20(31)25(36)19(28)26(39-9)40-13-7-27(37,14(30)8-29)6-11-16(13)24(35)18-17(22(11)33)21(32)10-4-3-5-12(38-2)15(10)23(18)34/h3-5,9,13,19-20,25-26,29,31,33,35-37H,6-8H2,1-2H3/t9-,13-,19+,20+,25-,26-,27-/m0/s1

Synonyms:

• Dfta
• FT-Adm
• 5,12-Naphthacenedione, 10-((2,6-dideoxy-2-fluoro-alpha-L-talopyranosyl)oxy)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-, (8S-cis)-
• (1S,3S)-3,5,12-trihydroxy-3-(hydroxyacetyl)-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 2,6-dideoxy-2-fluoro-alpha-L-talopyranoside
• 7-O-(2,6-Dideoxy-2-fluorotalopyranose)adriamycinone