Synthesis and biological evaluation of novel thiocolchicine-podophyllotoxin conjugates

D Passarella; B Peretto; R Blasco y Yepes; G Cappelletti; D Cartelli; C Ronchi; John Snaith; G Fontana; B Danieli; J Borlak

doi:10.1016/j.ejmech.2009.09.047

Synthesis and biological evaluation of novel thiocolchicine-podophyllotoxin conjugates

D Passarella, B Peretto, R Blasco y Yepes, G Cappelletti, D Cartelli, C Ronchi, John Snaith, G Fontana, B Danieli, J Borlak

Chemistry

Research output: Contribution to journal › Article

46 Citations (Scopus)

Abstract

The synthesis and biological evaluation of 9 dimeric compounds obtained by condensation of thiocolchicine and/or podophyllotoxin with 6 different dicarboxylic acids is described. In particular, tubulin assembly assay and immunofluorescence analysis results are reported. The biological data highlighted three compounds as being more active than the others, having a marked ability to inhibit the polymerization of tubulin in vitro and causing significant disruption to the microtubule network in vivo. The spacer unit was found to have a significant effect on biological activity, reinforcing the importance of the design of conjugate compounds to create new biologically active molecules in which the spacer could be useful to improve the solubility and to modulate the efficacy of well known anticancer drugs. (C) 2009 Elsevier Masson SAS. All rights reserved.

Original language	English
Pages (from-to)	219-226
Number of pages	8
Journal	European Journal of Medicinal Chemistry
Volume	45
Issue number	1
DOIs	https://doi.org/10.1016/j.ejmech.2009.09.047
Publication status	Published - 1 Jan 2010

Access to Document

10.1016/j.ejmech.2009.09.047

Cite this

@article{42679d4d5d444eb1a2e4cfb48c465a73,

title = "Synthesis and biological evaluation of novel thiocolchicine-podophyllotoxin conjugates",

abstract = "The synthesis and biological evaluation of 9 dimeric compounds obtained by condensation of thiocolchicine and/or podophyllotoxin with 6 different dicarboxylic acids is described. In particular, tubulin assembly assay and immunofluorescence analysis results are reported. The biological data highlighted three compounds as being more active than the others, having a marked ability to inhibit the polymerization of tubulin in vitro and causing significant disruption to the microtubule network in vivo. The spacer unit was found to have a significant effect on biological activity, reinforcing the importance of the design of conjugate compounds to create new biologically active molecules in which the spacer could be useful to improve the solubility and to modulate the efficacy of well known anticancer drugs. (C) 2009 Elsevier Masson SAS. All rights reserved.",

author = "D Passarella and B Peretto and {Blasco y Yepes}, R and G Cappelletti and D Cartelli and C Ronchi and John Snaith and G Fontana and B Danieli and J Borlak",

year = "2010",

month = jan,

day = "1",

doi = "10.1016/j.ejmech.2009.09.047",

language = "English",

volume = "45",

pages = "219--226",

journal = "European Journal of Medicinal Chemistry",

publisher = "Elsevier",

number = "1",

}

TY - JOUR

T1 - Synthesis and biological evaluation of novel thiocolchicine-podophyllotoxin conjugates

AU - Passarella, D

AU - Peretto, B

AU - Blasco y Yepes, R

AU - Cappelletti, G

AU - Cartelli, D

AU - Ronchi, C

AU - Snaith, John

AU - Fontana, G

AU - Danieli, B

AU - Borlak, J

PY - 2010/1/1

Y1 - 2010/1/1

N2 - The synthesis and biological evaluation of 9 dimeric compounds obtained by condensation of thiocolchicine and/or podophyllotoxin with 6 different dicarboxylic acids is described. In particular, tubulin assembly assay and immunofluorescence analysis results are reported. The biological data highlighted three compounds as being more active than the others, having a marked ability to inhibit the polymerization of tubulin in vitro and causing significant disruption to the microtubule network in vivo. The spacer unit was found to have a significant effect on biological activity, reinforcing the importance of the design of conjugate compounds to create new biologically active molecules in which the spacer could be useful to improve the solubility and to modulate the efficacy of well known anticancer drugs. (C) 2009 Elsevier Masson SAS. All rights reserved.

AB - The synthesis and biological evaluation of 9 dimeric compounds obtained by condensation of thiocolchicine and/or podophyllotoxin with 6 different dicarboxylic acids is described. In particular, tubulin assembly assay and immunofluorescence analysis results are reported. The biological data highlighted three compounds as being more active than the others, having a marked ability to inhibit the polymerization of tubulin in vitro and causing significant disruption to the microtubule network in vivo. The spacer unit was found to have a significant effect on biological activity, reinforcing the importance of the design of conjugate compounds to create new biologically active molecules in which the spacer could be useful to improve the solubility and to modulate the efficacy of well known anticancer drugs. (C) 2009 Elsevier Masson SAS. All rights reserved.

U2 - 10.1016/j.ejmech.2009.09.047

DO - 10.1016/j.ejmech.2009.09.047

M3 - Article

C2 - 19880222

VL - 45

SP - 219

EP - 226

JO - European Journal of Medicinal Chemistry

JF - European Journal of Medicinal Chemistry

IS - 1

ER -

Synthesis and biological evaluation of novel thiocolchicine-podophyllotoxin conjugates

Abstract

Access to Document

Fingerprint

Cite this