Magnetoliposomes as carriers for promising antitumor thieno[3,2-b] pyridin-7-arylamines: photophysical and biological studies

Rodrigues Ana Rita O.; Almeida B. G.; Rodrigues Juliana M.; Queiroz Maria Joao R. P.; Calhelha R. C.; Ferreira Isabel C. F. R.; Pires A.; Pereira A. M.; Araujo J. P.; Coutinho Paulo J. G.; Castanheira Elisabete M. S.

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Magnetoliposomes as carriers for promising antitumor thieno[3,2-b] pyridin-7-arylamines: photophysical and biological studies

机译：磁罗脂作为承诺抗肿瘤Thieno的载体[3,2-B]吡啶-7-芳基胺：光药和生物学研究

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Magnetoliposomes containing superparamagnetic manganese ferrite nanoparticles were tested as nanocarriers for two new promising antitumor drugs, a N-(3-methoxyphenyl) thieno[3,2-b]pyridin-7-amine (1) and a N-(2-methoxy- phenyl)thieno[ 3,2-b] pyridin-7-amine (2). The fluorescence emission of both compounds was studied in different polar and non-polar media, evidencing a strong intramolecular charge transfer character of the excited state of both compounds. These in vitro potent antitumor thienopyridine derivatives were successfully incorporated in both aqueous and solid magnetoliposomes, with encapsulation efficiencies higher than 75%. The magnetic properties of magnetoliposomes containing manganese ferrite nanoparticles were measured for the first time, proving a superparamagnetic behaviour. Growth inhibition assays on several human tumor cell lines showed very low GI(50) values for drug-loaded aqueous magnetoliposomes, comparing in most cell lines with the ones previously obtained using the neat compounds. These results are important for future drug delivery applications using magnetoliposomes in oncology, through a dual therapeutic approach (simultaneous chemotherapy and magnetic hyperthermia).

机译：含有超顺磁性锰铁素体纳米颗粒的磁罗脂以两种新的有前途抗肿瘤药物，一种N-（3-甲氧基苯基）Thieno [3,2-B]吡啶-7-胺（1）和N-（2-甲氧基 - 苯基）Thieno [3,2-B]吡啶-7-胺（2）。在不同的极性和非极性培养基中研究了两种化合物的荧光发射，证明了两种化合物的激发态的强大分子内电荷转移特征。这些体外有效的抗肿瘤噻吩吡啶衍生物在水性和固体氧化物体中成功掺入，封装效率高于75％。首次测量含有锰铁氧体纳米颗粒的磁性胶质体的磁性，证明了超顺磁性。几种人肿瘤细胞系上的生长抑制测定显示出对药物载体水性橄榄状体的非常低的GI（50）个值，比较与先前使用整齐化合物获得的细胞系相比。这些结果对于在肿瘤中使用磁橄榄球的未来药物递送应用非常重要，通过双重治疗方法（同时化疗和磁热热）。

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《RSC Advances》 |2017年第25期|共10页
作者
Rodrigues Ana Rita O.; Almeida B. G.; Rodrigues Juliana M.; Queiroz Maria Joao R. P.; Calhelha R. C.; Ferreira Isabel C. F. R.; Pires A.; Pereira A. M.; Araujo J. P.; Coutinho Paulo J. G.; Castanheira Elisabete M. S.;
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Univ Minho Ctr Fis CFUM Campus Gualtar P-4710057 Braga Portugal;

Univ Minho Ctr Fis CFUM Campus Gualtar P-4710057 Braga Portugal;

Univ Minho Ctr Quim CQUM Campus Gualtar P-4710057 Braga Portugal;

Univ Minho Ctr Quim CQUM Campus Gualtar P-4710057 Braga Portugal;

Polytech Inst Braganca Ctr Invest Montanha CIMO ESA Campus Sta Apolonia P-5301855 Braganca Portugal;

Polytech Inst Braganca Ctr Invest Montanha CIMO ESA Campus Sta Apolonia P-5301855 Braganca Portugal;

IFIMUP IN Inst Nanociencia &

Nanotecnol P-4169007 Oporto Portugal;

IFIMUP IN Inst Nanociencia &

Nanotecnol P-4169007 Oporto Portugal;

IFIMUP IN Inst Nanociencia &

Nanotecnol P-4169007 Oporto Portugal;

Univ Minho Ctr Fis CFUM Campus Gualtar P-4710057 Braga Portugal;

Univ Minho Ctr Fis CFUM Campus Gualtar P-4710057 Braga Portugal;

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中图分类化学;
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1. Magnetoliposomes as carriers for promising antitumor thieno[3,2-b] pyridin-7-arylamines: photophysical and biological studies [J] . Rodrigues Ana Rita O., Almeida B. G., Rodrigues Juliana M., RSC Advances . 2017,第25期

机译：磁罗脂作为承诺抗肿瘤Thieno的载体[3,2-B]吡啶-7-芳基胺：光药和生物学研究
2. Novel cyano- and amidino-substituted derivatives of thieno[2,3-b]- and thieno[3,2-b]thiophene-2-carboxanilides and thieno]3',2':4,5]thieno- and thieno[2',3':4,5]thieno [2,3-c]quinolones: Synthesis, photochemical synthesis, DNA binding, and antitumor [J] . Ivana Jarak, Marijeta Kralj, Ivo Piantanida, Bioorganic and medicinal chemistry . 2006,第8期

机译：硫代[2,3-b]-和硫代[3,2-b]噻吩-2-甲酰苯胺和硫代] 3'，2'：4,5]硫代-和硫代[[]的氰基和a基取代的衍生物2'，3'：4,5] thieno [2,3-c]喹诺酮类化合物：合成，光化学合成，DNA结合和抗肿瘤
3. Novel cyano- and amidino-substituted derivatives of thieno[2,3-b]- and thieno[3,2-b]thiophene-2-carboxanilides and thieno]3',2':4,5]thieno- and thieno[2',3':4,5]thieno [2,3-c]quinolones: Synthesis, photochemical synthesis, DNA binding, and antitumor [J] . Ivana Jarak, Marijeta Kralj, Ivo Piantanida, Bioorganic and Medicinal Chemistry . 2006,第8期

机译：硫代[2,3-b]-和硫代[3,2-b]噻吩-2-甲酰苯胺和硫代] 3'，2'：4,5]硫代-和硫代[[]的氰基和a基取代的衍生物2'，3'：4,5]噻吩并[2,3-c]喹诺酮类化合物：合成，光化学合成，DNA结合和抗肿瘤
4. 2-Methyl-2-nitrosopropane, a promising label for biological thiol targets: a combined EPR and ESI-MS/MS study. [C] . Mathilde Triquigneaux, Beatrice Tuccio, Laurence Charles American Society for Mass Spectrometry Conference on Mass Spectrometry and Allied Topics . 2010

机译：2-甲基-2-亚硝基丙烷，一种用于生物硫醇靶标的有希望的标记：EPR和ESI-MS / MS研究。
5. Synthetic and Chemical Biological Studies of the Diazofluorene Antitumor Antibiotics. [D] . Woo, Christina May. 2013

机译：重氮芴抗肿瘤抗生素的合成和化学生物学研究。
6. Design synthesis and biological evaluation of a new thieno23-dpyrimidine-based urea derivative with potential antitumor activity against tamoxifen sensitive and resistant breast cancer cell lines [O] . Marwa Sharaky, Marwa Kamel, Marwa A. Aziz, 2020

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7. Magnetoliposomes as carriers for promising antitumor thieno3,2-bpyridin-7-arylamines: photophysical and biological studies [O] . Rodrigues Ana Rita O., Almeida B. G., Rodrigues Juliana M., 2017

机译：磁脂质体作为有前途的抗肿瘤噻吩并3,2-b吡啶-7-芳基胺的载体：光物理和生物学研究
8. Promising Research Areas-I. A Study of the Biological Effects of Chemical Substances Employing the Concepts and Techniques of Physical Chemistry [R] . McManus, J. F. A. 1968

机译：有希望的研究领域 - 我。用物理化学概念和技术研究化学物质的生物学效应

Magnetoliposomes as carriers for promising antitumor thieno[3,2-b] pyridin-7-arylamines: photophysical and biological studies

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