Synthesis and antiproliferative activity of novel steroidal dendrimer conjugates

Nancy E. Magaña-Vergara; Lucie Rárová; Delia Soto-Castro; Norberto Farfán; Miroslav Strnad; Rosa Santillan

doi:10.1016/j.steroids.2013.09.001

Synthesis and antiproliferative activity of novel steroidal dendrimer conjugates

Nancy E. Magaña-Vergara, Lucie Rárová, Delia Soto-Castro, Norberto Farfán, Miroslav Strnad, Rosa Santillan

Research output: Contribution to journal › Article › peer-review

4 Scopus citations

Abstract

We describe the synthesis of steroidal dendrimer conjugates of first and second generation with tetramethylene core and 5-hydroxy-isophtalic acid dimethyl ester as branching unit modified to incorporate ethynylestradiol or 17α-estradiol as terminal units. The steroidal dendrimer conjugates, the free drug (steroids) and dendrimer were tested against a panel of cancer cell lines (CEM, MCF7, HeLa) and normal human fibroblast (BJ). The steroidal dendrimer conjugates of first generation exhibited cytotoxic activity and induced apoptosis in chronic leukemia (CEM) as resultant activation of caspase cascade which is mainly provoked in G2/M arrested cells.

Original language	English
Pages (from-to)	1254-1262
Number of pages	9
Journal	Steroids
Volume	78
Issue number	12-13
DOIs	https://doi.org/10.1016/j.steroids.2013.09.001
State	Published - 2013
Externally published	Yes

Keywords

Antiproliferative activity
Ethynylestradiol
Steroidal dendrimer conjugates

Access to Document

10.1016/j.steroids.2013.09.001

Cite this

@article{82290da7f13f4cff8b91e2cf4cd69cae,

title = "Synthesis and antiproliferative activity of novel steroidal dendrimer conjugates",

abstract = "We describe the synthesis of steroidal dendrimer conjugates of first and second generation with tetramethylene core and 5-hydroxy-isophtalic acid dimethyl ester as branching unit modified to incorporate ethynylestradiol or 17α-estradiol as terminal units. The steroidal dendrimer conjugates, the free drug (steroids) and dendrimer were tested against a panel of cancer cell lines (CEM, MCF7, HeLa) and normal human fibroblast (BJ). The steroidal dendrimer conjugates of first generation exhibited cytotoxic activity and induced apoptosis in chronic leukemia (CEM) as resultant activation of caspase cascade which is mainly provoked in G2/M arrested cells.",

keywords = "Antiproliferative activity, Ethynylestradiol, Steroidal dendrimer conjugates",

author = "Maga{\~n}a-Vergara, {Nancy E.} and Lucie R{\'a}rov{\'a} and Delia Soto-Castro and Norberto Farf{\'a}n and Miroslav Strnad and Rosa Santillan",

note = "Funding Information: The authors thank ICyT for the scholarship to N.-E. Maga{\~n}a-Vergara. Thanks are given to Ma. T. Cortez for NMR spectra, G. Cu{\'e}llar for mass spectra and Prof. Igor Alabugin for his suggestions and critical reading of the manuscript. The Ministry of Education, Youth and Sports of the Czech Republic (grant No. MSM 6198959216 ) and the Centre of the Region Han{\'a} for Biotechnological and Agricultural Research (grant No. ED0007/01/01 ). Financial support from CONACYT is gratefully acknowledged. ",

year = "2013",

doi = "10.1016/j.steroids.2013.09.001",

language = "Ingl{\'e}s",

volume = "78",

pages = "1254--1262",

journal = "Steroids",

issn = "0039-128X",

number = "12-13",

}

TY - JOUR

T1 - Synthesis and antiproliferative activity of novel steroidal dendrimer conjugates

AU - Magaña-Vergara, Nancy E.

AU - Rárová, Lucie

AU - Soto-Castro, Delia

AU - Farfán, Norberto

AU - Strnad, Miroslav

AU - Santillan, Rosa

N1 - Funding Information: The authors thank ICyT for the scholarship to N.-E. Magaña-Vergara. Thanks are given to Ma. T. Cortez for NMR spectra, G. Cuéllar for mass spectra and Prof. Igor Alabugin for his suggestions and critical reading of the manuscript. The Ministry of Education, Youth and Sports of the Czech Republic (grant No. MSM 6198959216 ) and the Centre of the Region Haná for Biotechnological and Agricultural Research (grant No. ED0007/01/01 ). Financial support from CONACYT is gratefully acknowledged.

PY - 2013

Y1 - 2013

N2 - We describe the synthesis of steroidal dendrimer conjugates of first and second generation with tetramethylene core and 5-hydroxy-isophtalic acid dimethyl ester as branching unit modified to incorporate ethynylestradiol or 17α-estradiol as terminal units. The steroidal dendrimer conjugates, the free drug (steroids) and dendrimer were tested against a panel of cancer cell lines (CEM, MCF7, HeLa) and normal human fibroblast (BJ). The steroidal dendrimer conjugates of first generation exhibited cytotoxic activity and induced apoptosis in chronic leukemia (CEM) as resultant activation of caspase cascade which is mainly provoked in G2/M arrested cells.

AB - We describe the synthesis of steroidal dendrimer conjugates of first and second generation with tetramethylene core and 5-hydroxy-isophtalic acid dimethyl ester as branching unit modified to incorporate ethynylestradiol or 17α-estradiol as terminal units. The steroidal dendrimer conjugates, the free drug (steroids) and dendrimer were tested against a panel of cancer cell lines (CEM, MCF7, HeLa) and normal human fibroblast (BJ). The steroidal dendrimer conjugates of first generation exhibited cytotoxic activity and induced apoptosis in chronic leukemia (CEM) as resultant activation of caspase cascade which is mainly provoked in G2/M arrested cells.

KW - Antiproliferative activity

KW - Ethynylestradiol

KW - Steroidal dendrimer conjugates

UR - http://www.scopus.com/inward/record.url?scp=84884920039&partnerID=8YFLogxK

U2 - 10.1016/j.steroids.2013.09.001

DO - 10.1016/j.steroids.2013.09.001

M3 - Artículo

SN - 0039-128X

VL - 78

SP - 1254

EP - 1262

JO - Steroids

JF - Steroids

IS - 12-13

ER -

Synthesis and antiproliferative activity of novel steroidal dendrimer conjugates

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this