Characterization of nanoparticles combining polyamine detection with photodynamic therapy

Communications Biology - Tập 4 Số 1
Wenting Li1, Lingyun Wang1, Tianlei Sun2, Hao Tang2, Brian Bui3, Derong Cao1, Ruibing Wang2, Wei Chen3
1Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou, China
2State Key Laboratory of Quality Research in Chinese Medicine, Institute of Chinese Medical Sciences, University of Macau, Taipa, Macau SAR, China
3Department of Physics, University of Texas at Arlington, Arlington, TX, USA

Tóm tắt

AbstractPolyamine detection and depletion have been extensively investigated for cancer prevention and treatment. However, the therapeutic efficacy is far from satisfactory, mainly due to a polyamine compensation mechanism from the systemic circulation in the tumor environment. Herein, we explore a new solution for improving polyamine detection as well as a possible consumption therapy based on a new photosensitizer that can efficiently consume polyamines via an irreversible chemical reaction. The new photosensitizer is pyrrolopyrroleaza-BODIPY pyridinium salt (PPAB-PyS) nanoparticles that can react with the over-expressed polyamine in cancer cells and produce two photosensitizers with enhanced phototoxicity on cancer destruction. Meanwhile, PPAB-PyS nanoparticles provide a simultaneous ratiometric fluorescence imaging of intracellular polyamine. This combination polyamine consumption with a chemical reaction provides a new modality to enable polyamine detection along with photodynamic therapy as well as a putative depletion of polyamines for cancer treatment and prevention.

Từ khóa


Tài liệu tham khảo

Pegg, A. E. Toxicity of polyamines and their metabolic products. Chem. Res. Toxicol. 26, 1782–1800 (2013).

Wang, Y. & Casero, R. A. Mammalian polyamine catabolism: a therapeutic target, a pathological problem, or both? J. Biochem. 139, 17–25 (2006).

Casero Robert, A. & Pegg Anthony, E. Polyamine catabolism and disease. Biochem. J. 421, 323–338 (2009).

Milovic, V. & Turchanowa, L. Polyamines and colon cancer. Biochem. Soc. Trans. 31, 381–383 (2003).

Soda K. The mechanisms by which polyamines accelerate tumor spread. J. Exp. Clin. Cancer Res. 30, 95–104 (2011).

Tomasi, M. L. et al. Polyamine and methionine adenosyltransferase 2A crosstalk in human colon and liver cancer. Exp. Cell Res. 319, 1902–1911 (2013).

Arruabarrena-Aristorena A., Zabala-Letona A. & Carracedo A. Oil for the cancer engine: the cross-talk between oncogenic signaling and polyamine metabolism. Sci. Adv. 4, eaar2606 (2018).

Wallace, H. M. & Caslake, R. Polyamines and colon cancer. Eur. J. Gastroenterol. Hepatol. 13, 1033–1039 (2001).

Gomes, A. P., Schild, T. & Blenis, J. Adding polyamine metabolism to the mTORC1 toolkit in cell growth and cancer. Dev. Cell 42, 112–114 (2017).

Wallace, H. M. Targeting polyamine metabolism: a viable therapeutic/preventative solution for cancer? Expert Opin. Pharmacother. 8, 2109–2116 (2007).

Hyvonen, M. T. et al. Role of hypusinated eukaryotic translation initiation factor 5A in polyamine depletion-induced cytostasis. J. Biol. Chem. 282, 34700–34706 (2007).

Petereit, D. G. et al. Combining polyamine depletion with radiation therapy for rapidly dividing head and neck tumors: strategies for improved locoregional control. Int J. Radiat. Oncol. Biol. Phys. 28, 891–898 (1994).

Marton, L. J. & Pegg, A. E. Polyamines as targets for therapeutic intervention. Annu. Rev. Pharmacol. Toxicol. 35, 55–91 (1995).

Pegg, A. E. Mammalian polyamine metabolism and function. IUBMB Life 61, 880–894 (2009).

Gerner, E. W., Bruckheimer, E. & Cohen, A. Cancer pharmacoprevention: targeting polyamine metabolism to manage risk factors for colon cancer. J. Biol. Chem. 293, 18770–18778 (2018).

Devens, B. H., Weeks, R. S., Burns, M. R., Carlson, C. L. & Brawer, M. K. Polyamine depletion therapy in prostate cancer. Prostate Cancer Prostatic Dis. 3, 275–279 (2001).

Wallace, H. M., Fraser, A. V. & Hughes, A. A perspective of polyamine metabolism. Biochem. J. 376, 1–14 (2003).

Linsalata, M., Orlando, A. & Russo, F. Pharmacological and dietary agents for colorectal cancer chemoprevention: effects on polyamine metabolism (Review). Int. J. Oncol. 45, 1802–1812 (2014).

Dai, F. et al. Design, synthesis, and biological evaluation of mitochondria-targeted flavone–naphthalimide–polyamine conjugates with antimetastatic activity. J. Med. Chem. 60, 2071–2083 (2017).

Li, J. et al. Discovery of the polyamine conjugate with benzo[cd]indol-2(1H)-one as a lysosome-targeted antimetastatic agent. J. Med. Chem. 61, 6814–6829 (2018).

Liu, H. et al. Polyamine-based Pt(IV) prodrugs as substrates for polyamine transporters preferentially accumulate in cancer metastases as DNA and polyamine metabolism dual-targeted antimetastatic agents. J. Med. Chem. 62, 11324–11334 (2019).

Chen J. et al. Supramolecular trap for catching polyamines in cells as an anti-tumor strategy. Nat. Commun. 10, 3546 (2019).

Ding, Y.-F. et al. Host–guest interactions initiated supramolecular chitosan nanogels for selective intracellular drug delivery. ACS Appl. Mater. Interfaces 11, 28665–28670 (2019).

Cheng, Q. et al. Dual stimuli-responsive bispillar[5]arene-based nanoparticles for precisely selective drug delivery in cancer cells. Chem. Commun. 55, 2340–2343 (2019).

Chen, Y. et al. Supramolecular chemotherapy: cooperative enhancement of antitumor activity by combining controlled release of oxaliplatin and consuming of spermine by cucurbit[7]uril. ACS Appl. Mater. Interfaces 9, 8602–8608 (2017).

Hao, Q. et al. Supramolecular chemotherapy: carboxylated pillar[6]arene for decreasing cytotoxicity of oxaliplatin to normal cells and improving its anticancer bioactivity against colorectal cancer. ACS Appl. Mater. Interfaces 10, 5365–5372 (2018).

Agostinelli, E., Vianello, F., Magliulo, G., Thomas, T. & Thomas, T. J. Nanoparticle strategies for cancer therapeutics: Nucleic acids, polyamines, bovine serum amine oxidase and iron oxide nanoparticles (Review). Int. J. Oncol. 46, 5–16 (2015).

Seiler, N. Thirty years of polyamine-related approaches to cancer therapy. Retrospect and prospect. Part 2. Structural analogues and derivatives. Curr. Drug Targets 4, 565–585 (2003).

Skruber, K., Chaplin, K. J. & Phanstiel, O. Synthesis and bioevaluation of macrocycle–polyamine conjugates as cell migration inhibitors. J. Med. Chem. 60, 8606–8619 (2017).

Li, L., Wang, L., Tang, H. & Cao, D. A facile synthesis of novel near-infrared pyrrolopyrrole aza-BODIPY luminogens with aggregation-enhanced emission characteristics. Chem. Commun. 53, 8352–8355 (2017).

Li, L. et al. A highly efficient, colorimetric and fluorescent probe for recognition of aliphatic primary amines based on a unique cascade chromophore reaction. Chem. Commun. 55, 9789–9792 (2019).

Li, L. et al. Pyrrolopyrrole aza-BODIPY dyes for ultrasensitive and highly selective biogenic diamine detection. Sens. Actuators B Chem. 312, 127953 (2020).

Ford, J. M., Hait, W. N., Matlin, S. A. & Benz, C. C. Modulation of resistance to alkylating agents in cancer cell by gossypol enantiomers. Cancer Lett. 56, 85–94 (1991).

Rui, L.-L. et al. Functional organic nanoparticles for photodynamic therapy. Chin. Chem. Lett. 27, 1412–1420 (2016).

Yi, G. et al. Recent advances in nanoparticle carriers for photodynamic therapy. Quant. Imaging Med. Surg. 8, 433–443 (2018).

Gao, P., Pan, W., Li, N. & Tang, B. Boosting cancer therapy with organelle-targeted nanomaterials. ACS Appl Mater. Interfaces 11, 26529–26558 (2019).

Pandey, N. K. et al. Aggregation-induced emission luminogens for highly effective microwave dynamic therapy. Bioact. Mater. https://doi.org/10.1016/j.bioactmat.2021.05.031 (2021).