Synthesis and preliminary in vitro biological evaluation of 7α-testosterone-chlorambucil hybrid designed for the treatment of prostate cancer.

Abstract:

:The synthesis of 7α-testosterone-chlorambucil hybrid is reported. This compound is made from testosterone in a 6 step reaction sequence and with 23% overall yield. An alternative convergent reaction sequence yielded the same hybrid through a Grubbs metathesis reaction between chlorambucil allyl ester and 7α-allyltestosterone with 35% overall yield. MTT assays showed that the hybrid is selective towards hormone-dependent prostate cancer cell line (LNCaP (AR+)) and shows similar activity than the parent drug, chlorambucil. Thus, the new hybrid shows promising potential for drug targeting of hormone-dependent prostate cancer through its capacity of delivering chlorambucil directly to the site of treatment. This could extend the use of chlorambucil to prostate cancer in the future.

journal_name

Eur J Med Chem

authors

Bastien D,Hanna R,Leblanc V,Asselin É,Bérubé G

doi

10.1016/j.ejmech.2013.04.027

subject

Has Abstract

pub_date

2013-06-01 00:00:00

pages

442-7

eissn

0223-5234

issn

1768-3254

pii

S0223-5234(13)00259-6

journal_volume

64

pub_type

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