Issue 25, 2012
From the journal:

Organic & Biomolecular Chemistry

A novel C,D-spirolactone analogue of paclitaxel: autophagy instead of apoptosis as a previously unknown mechanism of cytotoxic action for taxoids†

Milena V. Trmcic,a   Radomir V. Matovic,b   Gordana I. Tovilovic,c   Biljana Z. Ristic,d   Vladimir S. Trajkovic,*d   Zorana B. Ferjancic*a  and  Radomir N. Saicic*a  

* Corresponding authors

a Faculty of Chemistry, University of Belgrade, Studentski trg 16, 11158 Belgrade, 118 P. O. B. 51 PAC, Serbia
E-mail: rsaicic@chem.bg.ac.rs, zferjan@chem.bg.ac.rs
Tel: +381 11 32 82 537

b ICTM-Centre for Chemistry, Njegoseva 12, 11000 Belgrade, Serbia

c Institute for Biological Research, University of Belgrade, Despota Stefana 142, 11000 Belgrade, Serbia

d School of Medicine, University of Belgrade, Dr Subotica 1, 11000 Belgrade, Serbia
E-mail: vtrajkovic@med.bg.ac.rs
Fax: +381 11 36 43 235
Tel: +381 11 36 43 233

Abstract

The design, synthesis and biological evaluation of a novel C,D-spirolactone analogue of paclitaxel is described. This is the first paclitaxel analogue without an oxetane D-ring that shows a significant cytotoxic effect (activity one order of magnitude lower than paclitaxel). More importantly, its cytotoxicity is a result of a different mechanism of action, involving mTOR inhibition-dependent autophagy instead of G2/M cell cycle arrest-dependent apoptosis.

Graphical abstract: A novel C,D-spirolactone analogue of paclitaxel: autophagy instead of apoptosis as a previously unknown mechanism of cytotoxic action for taxoids

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Article information

DOI
https://doi.org/10.1039/C2OB25514F
Article type
Paper
Submitted
09 Mar 2012
Accepted
02 May 2012
First published
02 May 2012

Org. Biomol. Chem., 2012,10, 4933-4942

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A novel C,D-spirolactone analogue of paclitaxel: autophagy instead of apoptosis as a previously unknown mechanism of cytotoxic action for taxoids

M. V. Trmcic, R. V. Matovic, G. I. Tovilovic, B. Z. Ristic, V. S. Trajkovic, Z. B. Ferjancic and R. N. Saicic, Org. Biomol. Chem., 2012, 10, 4933 DOI: 10.1039/C2OB25514F

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