Detail
Article
Online article
FT
Medvik - BMC
  • Something wrong with this record ?

Synthesis and cytotoxic activity of various 5-[alkoxy-(4-nitro-phenyl)-methyl]-uracils in their racemic form

L Spacilova, P Dzubak, M Hajduch, S Krupkova, P Hradil, J Hlavac

. 2007 ; 17 (23) : 6647-6650.

Language English Country Great Britain

Document type Comparative Study

Persistent link   https://www.medvik.cz/link/bmc10026720
E-resources

NLK ScienceDirect (archiv) from 1993-01-01 to 2009-12-31

The preparation of various 5-[alkoxy-(4-nitro-phenyl)-methyl]-uracils with alkyl chain lengths C(1)-C(12) is described. The synthesis is based on the preparation of 5-[chloro-(4-nitro-phenyl)-methyl]-uracil and subsequent substitution of chlorine with appropriate alcohols. The resulting ethers were tested for their cytotoxic activity in vitro against five cancer cell lines. The compounds were less active in lung resistance protein expressing cell lines, suggesting the involvement of this multidrug resistant protein in control of the biological activity. Cytotoxic substances induced rapid inhibition of DNA and modulation of RNA synthesis followed by induction of apoptosis. The data indicate that the biological activity of 5-[alkoxy-(4-nitro-phenyl)-methyl]-uracils depends on the alkyl chain length.

000      
00000naa 2200000 a 4500
001      
bmc10026720
003      
CZ-PrNML
005      
20111210192437.0
008      
101029s2007 xxk e eng||
009      
AR
040    __
$a ABA008 $b cze $c ABA008 $d ABA008 $e AACR2
041    0_
$a eng
044    __
$a xxk
100    1_
$a Brulíková, Lucie, $d 1980- $7 xx0140920
245    10
$a Synthesis and cytotoxic activity of various 5-[alkoxy-(4-nitro-phenyl)-methyl]-uracils in their racemic form / $c L Spacilova, P Dzubak, M Hajduch, S Krupkova, P Hradil, J Hlavac
314    __
$a Department of Organic Chemistry, Faculty of Science, Palacky University, Tr. Svobody 8, 771 46 Olomouc, Czech Republic.
520    9_
$a The preparation of various 5-[alkoxy-(4-nitro-phenyl)-methyl]-uracils with alkyl chain lengths C(1)-C(12) is described. The synthesis is based on the preparation of 5-[chloro-(4-nitro-phenyl)-methyl]-uracil and subsequent substitution of chlorine with appropriate alcohols. The resulting ethers were tested for their cytotoxic activity in vitro against five cancer cell lines. The compounds were less active in lung resistance protein expressing cell lines, suggesting the involvement of this multidrug resistant protein in control of the biological activity. Cytotoxic substances induced rapid inhibition of DNA and modulation of RNA synthesis followed by induction of apoptosis. The data indicate that the biological activity of 5-[alkoxy-(4-nitro-phenyl)-methyl]-uracils depends on the alkyl chain length.
650    _2
$a alkoholy $x chemická syntéza $x toxicita $7 D000438
650    _2
$a protinádorové látky $x chemická syntéza $x toxicita $7 D000970
650    _2
$a nádorové buněčné linie $7 D045744
650    _2
$a cytotoxiny $x chemická syntéza $x toxicita $7 D003603
650    _2
$a lidé $7 D006801
650    _2
$a buňky K562 $7 D020014
650    _2
$a stereoizomerie $7 D013237
650    _2
$a uracil $x analogy a deriváty $x chemická syntéza $x toxicita $7 D014498
650    _2
$a financování organizované $7 D005381
655    _2
$a srovnávací studie $7 D003160
700    1_
$a Džubák, Petr $7 xx0080445
700    1_
$a Hajdúch, Marián, $d 1969- $7 xx0050218
700    1_
$a Křupková, Soňa, $d 1982- $7 _AN054701
700    1_
$a Hradil, Pavel, $d 1957- $7 ola2002158136
700    1_
$a Hlaváč, Jan, $d 1969- $7 ola2002158139
773    0_
$w MED00000770 $t Bioorganic & medicinal chemistry letters $g Roč. 17, č. 23 (2007), s. 6647-6650 $x 0960-894X
910    __
$a ABA008 $b x $y 7
990    __
$a 20101029113533 $b ABA008
991    __
$a 20101029153319 $b ABA008
999    __
$a ok $b bmc $g 801827 $s 666583
BAS    __
$a 3
BMC    __
$a 2007 $b 17 $c 23 $d 6647-6650 $m Bioorganic & medicinal chemistry letters $n Bioorg Med Chem Lett $x MED00000770
LZP    __
$a 2010-B3/vtme

Find record