Mitochondria-targeted fluorescent carbon nano-platform for NIR-triggered hyperthermia and mitochondrial inhibition

Eun Bi Kang; Insik In; Kang-Dae Lee; Sung Young Park

Journal of Industrial and Engineering Chemistry, Vol.55, 224-233, November, 2017

DOI10.1016/j.jiec.2017.06.053 Export Citation

Mitochondria-targeted fluorescent carbon nano-platform for NIR-triggered hyperthermia and mitochondrial inhibition

Eun Bi Kang¹, Insik In^{2, 3}, Kang-Dae Lee^{4, †}, and Sung Young Park^{1, 3, †}

¹Department of Chemical and Biological Engineering, Korea National University of Transportation, Chungju 380-702, Republic of Korea
²Department of Polymer Science and Engineering, Korea National University of Transportation, Chungju 380-702, Republic of Korea
³Department of IT Convergence, Korea National University of Transportation, Chungju 380-702, Republic of Korea
⁴Department of Otolaryngology—Head and Neck Surgery, Kosin University College of Medicine, Busan 49267, Republic of Korea

E-mail:,

We report mitochondria-targeted photothermal nanoparticles with the blocker 3-bromopyruvate (BP), delocalized lipophilic triphenylphosphonium (TPP) cations to target them to the mitochondrial membrane, and folic acid (FA) to target cancer cells. The carbonized polyethylene glycol grafted poly (dimethyl aminoethyl methacrylate)-q-catechol (F-PEG-g-PDMA-CCDP) was crosslinked with boronic acid-grafted polyethylene glycol-g-poly (dimethyl aminoethyl methacrylate) conjugated with IR825 as a near-infrared (NIR) responsive fluorescent agent, FA, TPP, BP (PEG-g-PDMA-FA/IR/TPP/BP). The F-PEG-g- PDMA-CCDP@PEG-g-PDMA-FA/IR/TPP/BP (F-FNP) showed in vitro anticancer activity to normal and cancer cell under NIR light treatments. The blocking of metabolic activity in mitochondria with a photothermal system might represent a new pathway for cancer therapy.

Keywords:Fluorescent carbon nanoparticles;Triphenylphosphonium;IR825;Target delivery;Mitochondria;Photothermal therapy

[References]

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Langer RQ, Rev. Biophys., 48(4), 424 (2015)
Yamada Y, Harashima H, Adv. Drug Deliv. Rev., 60, 1439 (2008)
Yamada Y, Akita H, Kogure K, Kamiya H, Harashima H, Mitochondrion, 7, 63 (2007)
Wu S, Cao Q, Wang X, Cheng K, Cheng Z, Chem. Commun., 50, 8919 (2014)
Hu Q, Gao M, Feng G, Liu B, Angew. Chem.-Int. Edit., 53, 14225 (2014)
Marrache S, Dhar S, Chem. Sci., 6, 1832 (2015)
Sharker SM, Kim SM, Lee J, Choi KH, Shin G, Lee S, Lee KD, Jeong JH, Lee H, Park SY, J. Control. Release, 217, 211 (2015)
Sharker SM, Lee JE, Kim SH, Jeong JH, In I, Lee H, Park SY, Biomaterials, 61, 229 (2015)
Sharker SM, Kim SM, Kim SH, In I, Lee H, Park SY, J. Mater. Chem., 3, 5833 (2015)
Cho HJ, Chung M, Shim MS, J. Ind. Eng. Chem., 31, 15 (2015)
Sharker SM, Kang EB, Shin C, Kim SH, Lee G, Park SY, J. Appl. Polym. Sci., 133, 43791 (2016)
Lee H, Lee KD, Pyo KB, Park SY, Lee H, Langmuir, 26(6), 3790 (2010)
Kang EB, Lee JE, Jeong JH, Lee G, In I, Park SY, J. Ind. Eng. Chem., 33, 336 (2016)
Sharker SM, Kim SM, Lee J, Jeong JH, In I, Lee KD, Lee H, Park SY, Nanoscale, 7, 5468 (2015)
Kim SH, Sharker SM, Lee H, In I, Lee KD, Park SY, RSC Adv., 6, 61482 (2016)
Kim YK, Sharker SM, In I, Park SY, Carbon, 103, 412 (2016)
Eda G, Lin YY, Mattevi C, Yamaguchi H, Chen HA, Chen IS, Chen CW, Chhowalla M, Adv. Mater., 22(4), 505 (2010)
Bonaccorso F, Sun Z, Hasan T, Ferrari AC, Nat. Photonics, 4, 611 (2010)
Cheng L, He WW, Gong H, Wang C, Chen Q, Cheng ZP, Liu Z, Adv. Funct. Mater., 23(47), 5893 (2013)
Sharker SM, Jeong CJ, Kim SM, Lee JE, Jeong JH, In I, Lee H, Park SY, Chem. Asian J., 9, 2921 (2014)
Bertrand N, Wu J, Xu X, Kamaly N, Farokhzad OC, Adv. Drug Deliv. Rev., 66, 2 (2014)
Jung HS, Han J, Lee JH, Lee JH, Choi JM, Kweon HS, Han JH, Kim JH, Byun KM, Jung JH, Kang C, Kim JS, J. Am. Chem. Soc., 137(8), 3017 (2015)
Choi Y, Kim S, Choi MH, Ryoo SR, Park J, Min DH, Kim BS, Adv. Funct. Mater., 24(37), 5781 (2014)
Li Y, Xiao W, Xiao K, Berti L, Luo J, Tseng HP, Fung G, Lam KG, Angew. Chem.-Int. Edit., 124, 2918 (2012)
Kim SH, Lee JE, Sharker SM, Jeong JH, In I, Park SY, Biomacromolecules, 16(11), 3519 (2015)
Smith RA, Porteous CM, Gane AM, Murphy MP, Proc. Natl. Acad. Sci. U. S. A., 100, 5407 (2003)
Zhang XJ, Chen DW, Ba S, Zhu J, Zhang J, Hong W, Zhao XL, Hu HY, Qiao MX, Biomacromolecules, 15(11), 4032 (2014)
Vaikunth C, Pavla K, Jindrich K, Mol. Pharm., 5(5), 776 (2008)
Mac ESR, Callahan DJ, Chilkoti A, Nanomedicine, 5, 793 (2010)
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Jaque D, Maestro LM, Rosal BD, Haro-Gonzalez P, Benayas A, Plaza JL, Rodriguez EM, Sole JG, Nanoscale, 6, 9494 (2014)

[Referenced By]

[1] Tibbitt MW, Dahlman JE, Langer R, J. Am. Chem. Soc., 138(3), 704 (2016)

[2] Langer RQ, Rev. Biophys., 48(4), 424 (2015)

[3] Yamada Y, Harashima H, Adv. Drug Deliv. Rev., 60, 1439 (2008)

[4] Yamada Y, Akita H, Kogure K, Kamiya H, Harashima H, Mitochondrion, 7, 63 (2007)

[5] Wu S, Cao Q, Wang X, Cheng K, Cheng Z, Chem. Commun., 50, 8919 (2014)

[6] Hu Q, Gao M, Feng G, Liu B, Angew. Chem.-Int. Edit., 53, 14225 (2014)

[7] Marrache S, Dhar S, Chem. Sci., 6, 1832 (2015)

[8] Sharker SM, Kim SM, Lee J, Choi KH, Shin G, Lee S, Lee KD, Jeong JH, Lee H, Park SY, J. Control. Release, 217, 211 (2015)

[9] Sharker SM, Lee JE, Kim SH, Jeong JH, In I, Lee H, Park SY, Biomaterials, 61, 229 (2015)

[10] Sharker SM, Kim SM, Kim SH, In I, Lee H, Park SY, J. Mater. Chem., 3, 5833 (2015)

[11] Cho HJ, Chung M, Shim MS, J. Ind. Eng. Chem., 31, 15 (2015)

[12] Sharker SM, Kang EB, Shin C, Kim SH, Lee G, Park SY, J. Appl. Polym. Sci., 133, 43791 (2016)

[13] Lee H, Lee KD, Pyo KB, Park SY, Lee H, Langmuir, 26(6), 3790 (2010)

[14] Kang EB, Lee JE, Jeong JH, Lee G, In I, Park SY, J. Ind. Eng. Chem., 33, 336 (2016)

[15] Sharker SM, Kim SM, Lee J, Jeong JH, In I, Lee KD, Lee H, Park SY, Nanoscale, 7, 5468 (2015)

[16] Kim SH, Sharker SM, Lee H, In I, Lee KD, Park SY, RSC Adv., 6, 61482 (2016)

[17] Kim YK, Sharker SM, In I, Park SY, Carbon, 103, 412 (2016)

[18] Eda G, Lin YY, Mattevi C, Yamaguchi H, Chen HA, Chen IS, Chen CW, Chhowalla M, Adv. Mater., 22(4), 505 (2010)

[19] Bonaccorso F, Sun Z, Hasan T, Ferrari AC, Nat. Photonics, 4, 611 (2010)

[20] Cheng L, He WW, Gong H, Wang C, Chen Q, Cheng ZP, Liu Z, Adv. Funct. Mater., 23(47), 5893 (2013)

[21] Sharker SM, Jeong CJ, Kim SM, Lee JE, Jeong JH, In I, Lee H, Park SY, Chem. Asian J., 9, 2921 (2014)

[22] Bertrand N, Wu J, Xu X, Kamaly N, Farokhzad OC, Adv. Drug Deliv. Rev., 66, 2 (2014)

[23] Jung HS, Han J, Lee JH, Lee JH, Choi JM, Kweon HS, Han JH, Kim JH, Byun KM, Jung JH, Kang C, Kim JS, J. Am. Chem. Soc., 137(8), 3017 (2015)

[24] Choi Y, Kim S, Choi MH, Ryoo SR, Park J, Min DH, Kim BS, Adv. Funct. Mater., 24(37), 5781 (2014)

[25] Li Y, Xiao W, Xiao K, Berti L, Luo J, Tseng HP, Fung G, Lam KG, Angew. Chem.-Int. Edit., 124, 2918 (2012)

[26] Kim SH, Lee JE, Sharker SM, Jeong JH, In I, Park SY, Biomacromolecules, 16(11), 3519 (2015)

[27] Smith RA, Porteous CM, Gane AM, Murphy MP, Proc. Natl. Acad. Sci. U. S. A., 100, 5407 (2003)

[28] Zhang XJ, Chen DW, Ba S, Zhu J, Zhang J, Hong W, Zhao XL, Hu HY, Qiao MX, Biomacromolecules, 15(11), 4032 (2014)

[29] Vaikunth C, Pavla K, Jindrich K, Mol. Pharm., 5(5), 776 (2008)

[30] Mac ESR, Callahan DJ, Chilkoti A, Nanomedicine, 5, 793 (2010)

[31] Paulo CSO, Neves RP, Ferreira LS, Nanotechnology, 22, 494002 (2011)

[32] Jaque D, Maestro LM, Rosal BD, Haro-Gonzalez P, Benayas A, Plaza JL, Rodriguez EM, Sole JG, Nanoscale, 6, 9494 (2014)