Synthesis and HSA binding characterisation of the water soluble 7-succinylpaclitaxel.
A water soluble paclitaxel analogue, the 7-hemisuccinylpaclitaxel, was synthesised and its binding to human serum albumin (HSA) was characterised by difference circular dichroism and optical biosensor methodologies. The carboxylate group was introduced at paclitaxel C-7 position to improve the drug water solubility without significantly changing the biological activity. The paclitaxel analogue showed a relatively low affinity to HSA (3.5x10(4) M(-1)), while no significant interactions were evidenced with selective markers for the most characterised binding sites on the carrier, suggesting a non-selective binding to low affinity binding sites.
Battaglia
Arturo
A
Istituto ISOF - C.N.R. - via Gobetti, 101 40129, Bologna, Italy. battaglia@area.bo.cnr.it
Bertucci
Carlo
C
Bombardelli
Ezio
E
Cimitan
Samanta
S
Guerrini
Andrea
A
Morazzoni
Paolo
P
Riva
Antonella
A
D001665:Binding Sites; D002942:Circular Dichroism / Q000295:instrumentation; D006801:Humans; D015394:Molecular Structure; D017239:Paclitaxel / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism; D011485:Protein Binding; D012709:Serum Albumin / Q000737:chemistry / Q000378:metabolism*; D012995:Solubility; D013997:Time Factors; D014867:Water / Q000737:chemistry*
C481188:7-succinylpaclitaxel; D012709:Serum Albumin; D014867:Water; D017239:Paclitaxel