Synthesis and antitumour and antiangiogenesis activity of polymers containing methacryloyl‐2‐oxy‐1,2,3‐propane tricarboxylic acid
Identifieur interne : 003508 ( Main/Exploration ); précédent : 003507; suivant : 003509Synthesis and antitumour and antiangiogenesis activity of polymers containing methacryloyl‐2‐oxy‐1,2,3‐propane tricarboxylic acid
Auteurs : Sun-Mi Lee [Corée du Sud] ; Il-Doo Chung [Corée du Sud] ; Neung-Ju Lee [Corée du Sud] ; Chang-Sik Ha [Corée du Sud] ; Chi-Ho Lee [Corée du Sud] ; Won-Jei Cho [Corée du Sud]Source :
- Polymer International [ 0959-8103 ] ; 2001-01.
English descriptors
- Teeft :
- Anhydride, Antiangiogenesis, Antiangiogenetic, Antiangiogenetic activities, Antitumour, Antitumour activity, Appl polym, Blood vessels, Cancer cell lines, Chem, Choi, Control group, Cooh groups, Cytotoxicity, Methacrylic anhydride, Methylene protons, Mmol, Molecular weights, Monomer, Mtca, Normal cell line, Permeation chromatography, Polydispersity indices, Polym, Polym chem, Polymer, Polymer backbone, Pusan, Radical polymerizations, Replication, Sarcoma, Survival time, Tricarboxylic, Tricarboxylic acid, Tricarboxylic anhydride, Tumour, Tumour cell line, Vivo antitumour activities, Vivo antitumour activity.
Abstract
A new monomer, methacryloyl‐2‐oxy‐1,2,3‐propane tricarboxylic acid (MTCA), was synthesized from citric acid and methacrylic anhydride. Poly(methacryloyl‐2‐oxy‐1,2,3‐propane tricarboxylic acid) and poly(methacryloyl‐2‐oxy‐1,2,3‐propane tricarboxylic acid)‐co‐(maleic anhydride) were prepared by radical polymerizations. Terpoly(methacryloyl‐2‐oxy‐1,2,3‐propane tricarboxylic acid–maleic anhydride–furan) was obtained by in situ terpolymerization of MTCA and exo‐3,6‐epoxy‐1,2,3,6‐tetrahydrophthalic anhydride. The synthesized samples were identified by FTIR, 1H NMR and 13C NMR spectroscopies. The number‐average molecular weights of the fractionated polymers determined by GPC were in the range 14 900–16 600 and polydispersity indices were less than 1.14. The in vitro IC50 values of the monomer and polymers against cancer and normal cell lines were much higher than those of 5‐fluorouracil (5‐FU). The in vivo antitumour activities of the synthesized samples at a dosage of 0.8 mg kg−1 against mice bearing the sarcoma 180 tumour cell line decreased in the order terpoly(MTCA‐MAH‐FUR) > poly(MTCA‐co‐MAH) > poly(MTCA) > MTCA > 5‐FU. The synthesized samples inhibited DNA replication and angiogenetic activity more than did 5‐FU. © 2001 Society of Chemical Industry
Url:
DOI: 10.1002/1097-0126(200101)50:1<119::AID-PI597>3.0.CO;2-I
Affiliations:
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unit="vol">50</biblScope><biblScope unit="issue">1</biblScope><biblScope unit="page" from="119">119</biblScope><biblScope unit="page" to="128">128</biblScope><biblScope unit="page-count">10</biblScope><publisher>John Wiley & Sons, Ltd.</publisher><pubPlace>Chichester, UK</pubPlace><date type="published" when="2001-01">2001-01</date></imprint><idno type="ISSN">0959-8103</idno></series></biblStruct></sourceDesc><seriesStmt><idno type="ISSN">0959-8103</idno></seriesStmt></fileDesc><profileDesc><textClass><keywords scheme="Teeft" xml:lang="en"><term>Anhydride</term><term>Antiangiogenesis</term><term>Antiangiogenetic</term><term>Antiangiogenetic activities</term><term>Antitumour</term><term>Antitumour activity</term><term>Appl polym</term><term>Blood vessels</term><term>Cancer cell lines</term><term>Chem</term><term>Choi</term><term>Control group</term><term>Cooh groups</term><term>Cytotoxicity</term><term>Methacrylic anhydride</term><term>Methylene protons</term><term>Mmol</term><term>Molecular weights</term><term>Monomer</term><term>Mtca</term><term>Normal cell line</term><term>Permeation chromatography</term><term>Polydispersity indices</term><term>Polym</term><term>Polym chem</term><term>Polymer</term><term>Polymer backbone</term><term>Pusan</term><term>Radical polymerizations</term><term>Replication</term><term>Sarcoma</term><term>Survival time</term><term>Tricarboxylic</term><term>Tricarboxylic acid</term><term>Tricarboxylic anhydride</term><term>Tumour</term><term>Tumour cell line</term><term>Vivo antitumour activities</term><term>Vivo antitumour activity</term></keywords></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">A new monomer, methacryloyl‐2‐oxy‐1,2,3‐propane tricarboxylic acid (MTCA), was synthesized from citric acid and methacrylic anhydride. Poly(methacryloyl‐2‐oxy‐1,2,3‐propane tricarboxylic acid) and poly(methacryloyl‐2‐oxy‐1,2,3‐propane tricarboxylic acid)‐co‐(maleic anhydride) were prepared by radical polymerizations. Terpoly(methacryloyl‐2‐oxy‐1,2,3‐propane tricarboxylic acid–maleic anhydride–furan) was obtained by in situ terpolymerization of MTCA and exo‐3,6‐epoxy‐1,2,3,6‐tetrahydrophthalic anhydride. The synthesized samples were identified by FTIR, 1H NMR and 13C NMR spectroscopies. The number‐average molecular weights of the fractionated polymers determined by GPC were in the range 14 900–16 600 and polydispersity indices were less than 1.14. The in vitro IC50 values of the monomer and polymers against cancer and normal cell lines were much higher than those of 5‐fluorouracil (5‐FU). The in vivo antitumour activities of the synthesized samples at a dosage of 0.8 mg kg−1 against mice bearing the sarcoma 180 tumour cell line decreased in the order terpoly(MTCA‐MAH‐FUR) > poly(MTCA‐co‐MAH) > poly(MTCA) > MTCA > 5‐FU. The synthesized samples inhibited DNA replication and angiogenetic activity more than did 5‐FU. © 2001 Society of Chemical Industry</div></front></TEI><affiliations><list><country><li>Corée du Sud</li></country></list><tree><country name="Corée du Sud"><noRegion><name sortKey="Lee, Sun I" sort="Lee, Sun I" uniqKey="Lee S" first="Sun-Mi" last="Lee">Sun-Mi Lee</name></noRegion><name sortKey="Cho, Won Ei" sort="Cho, Won Ei" uniqKey="Cho W" first="Won-Jei" last="Cho">Won-Jei Cho</name><name sortKey="Cho, Won Ei" sort="Cho, Won Ei" uniqKey="Cho W" first="Won-Jei" last="Cho">Won-Jei Cho</name><name sortKey="Chung, Il Oo" sort="Chung, Il Oo" uniqKey="Chung I" first="Il-Doo" last="Chung">Il-Doo Chung</name><name sortKey="Ha, Chang Ik" sort="Ha, Chang Ik" uniqKey="Ha C" first="Chang-Sik" last="Ha">Chang-Sik Ha</name><name sortKey="Lee, Chi O" sort="Lee, Chi O" uniqKey="Lee C" first="Chi-Ho" last="Lee">Chi-Ho Lee</name><name sortKey="Lee, Neung U" sort="Lee, Neung U" uniqKey="Lee N" first="Neung-Ju" last="Lee">Neung-Ju Lee</name></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
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