PMID- 17949859
OWN - NLM
STAT- MEDLINE
DCOM- 20080903
LR  - 20080602
IS  - 0223-5234 (Print)
IS  - 0223-5234 (Linking)
VI  - 43
IP  - 6
DP  - 2008 Jun
TI  - Synthesis and antiproliferative activity of aryl- and heteroaryl-hydrazones 
      derived from xanthone carbaldehydes.
PG  - 1336-43
AB  - In order to explore the antiproliferative effect associated with the xanthone 
      framework, several arylhydrazonomethyl derivatives were synthesized from various 
      isomeric 1,3-dihydroxyxanthone carbaldehydes. Variation in the position of the 
      aldehydic function led to three sets of compounds, bearing the hydrazonomethyl 
      chain at positions 5, 6 or 7 on the xanthone nucleus, respectively. The 
      antiproliferative effect of the compounds was evaluated in vitro using the MTT 
      colorimetric method against two human cancer cell lines (MCF-7, breast 
      adenocarcinoma, and KB 3.1, squamous cell oral carcinoma) for two time periods 
      (24 h and 72 h). Among the series, four compounds exhibited interesting growth 
      inhibitory effects against both the cell lines, with IC(50) values in the 
      micromolar concentration range. When compared with doxorubicin, the xanthone 
      derivatives showed moderate cytotoxic effects. Surprisingly, unlike doxorubicin, 
      these compounds displayed no significant time-dependent change in the 
      concentration causing 50% inhibitory effect in proliferation. This unusual 
      cytotoxicity profile led to the hypothesis that these molecules could be endowed 
      with a mechanism of action distinct to that of doxorubicin.
FAU - Varache-Lembege, Martine
AU  - Varache-Lembege M
AD  - Laboratoire de Chimie Therapeutique, EA2962, Faculte de Pharmacie, Universite 
      Victor Segalen Bordeaux 2, 146 Rue Leo-Saignat, 33076 Bordeaux Cedex, France.
FAU - Moreau, Stephane
AU  - Moreau S
FAU - Larrouture, Stephane
AU  - Larrouture S
FAU - Montaudon, Daniele
AU  - Montaudon D
FAU - Robert, Jacques
AU  - Robert J
FAU - Nuhrich, Alain
AU  - Nuhrich A
LA  - eng
PT  - Journal Article
PT  - Research Support, Non-U.S. Gov't
DEP - 20070915
PL  - France
TA  - Eur J Med Chem
JT  - European journal of medicinal chemistry
JID - 0420510
RN  - 0 (Aldehydes)
RN  - 0 (Hydrazones)
SB  - IM
MH  - Aldehydes/*chemical synthesis/chemistry/*pharmacology
MH  - Cell Line, Tumor
MH  - Cell Proliferation/*drug effects
MH  - Humans
MH  - Hydrazones/*chemical synthesis/chemistry/*pharmacology
MH  - Magnetic Resonance Spectroscopy
MH  - Spectrophotometry, Infrared
EDAT- 2007/10/24 09:00
MHDA- 2008/09/04 09:00
CRDT- 2007/10/24 09:00
PHST- 2007/01/29 00:00 [received]
PHST- 2007/07/27 00:00 [revised]
PHST- 2007/09/06 00:00 [accepted]
PHST- 2007/10/24 09:00 [pubmed]
PHST- 2008/09/04 09:00 [medline]
PHST- 2007/10/24 09:00 [entrez]
AID - S0223-5234(07)00344-3 [pii]
AID - 10.1016/j.ejmech.2007.09.003 [doi]
PST - ppublish
SO  - Eur J Med Chem. 2008 Jun;43(6):1336-43. doi: 10.1016/j.ejmech.2007.09.003. Epub 
      2007 Sep 15.