Synthesis and biological activities of high affinity taxane-based fluorescent probes.
Three fluorescent probes 3a,3b, and 4 have been synthesized through conjugation of fluorescein and difluorescein groups to the 7-OH of C-2 modified paclitaxel and cephalomannine derivatives with very high affinity to microtubules. All these probes exhibited potent tubulin assembly promotion and tumor cell killing activities, thus may be useful as tools for the determination of thermodynamic parameters and exploration of ligand-microtubule interactions.
Li
Xuan
X
Key Lab of Bioactive Substances and Resources Utilization of Chinese Herbal Medicine (PUMC), Ministry of Education, Beijing 100050, China.
Barasoain
Isabel
I
Matesanz
Ruth
R
Díaz
J Fernando
JF
Fang
Wei-Shuo
WS
D016880:Anisotropy; D001952:Bridged-Ring Compounds / Q000737:chemistry*; D002626:Chemistry, Pharmaceutical / Q000379:methods*; D004305:Dose-Response Relationship, Drug; D015195:Drug Design; D019793:Fluorescein / Q000737:chemistry; D005456:Fluorescent Dyes / Q000138:chemical synthesis* / Q000494:pharmacology*; D008024:Ligands; D008870:Microtubules / Q000378:metabolism; D008956:Models, Chemical; D010936:Plant Extracts / Q000378:metabolism; D043823:Taxoids / Q000138:chemical synthesis / Q000737:chemistry*; D013696:Temperature; D013816:Thermodynamics; D014404:Tubulin / Q000737:chemistry
D001952:Bridged-Ring Compounds; D005456:Fluorescent Dyes; D008024:Ligands; D010936:Plant Extracts; D043823:Taxoids; D014404:Tubulin; C080625:taxane; C056348:cephalomannine; D019793:Fluorescein