Rational Design of an "all-in-one" Phototheranostic

Overview

Journal Chem Sci

Publisher Royal Society of Chemistry

Specialty Chemistry

Date 2021 Jun 14

PMID 34123091

Citations 6

Authors

Zi-Shu Yang

Yuhang Yao

Adam C Sedgwick

Cuicui Li

Ye Xia

Yan Wang

Lei Kang

Hongmei Su

Bing-Wu Wang

Song Gao

Jonathan L Sessler

Jun-Long Zhang

Affiliations

Soon will be listed here.

Abstract

We report here porphodilactol derivatives and their corresponding metal complexes. These systems show promise as "all-in-one" phototheranostics and are predicated on a design strategy that involves controlling the relationship between intersystem crossing (ISC) and photothermal conversion efficiency following photoexcitation. The requisite balance was achieved by tuning the aromaticity of these porphyrinoid derivatives and forming complexes with one of two lanthanide cations, namely Gd and Lu. The net result led to a metalloporphodilactol system, Gd--, with seemingly optimal ISC efficiency, photothermal conversion efficiency and fluorescence properties, as well as good chemical stability. Encapsulation of Gd-- within mesoporous silica nanoparticles (MSN) allowed its evaluation for tumour diagnosis and therapy. It was found to be effective as an "all-in-one" phototheranostic that allowed for NIR fluorescence/photoacoustic dual-modal imaging while providing an excellent combined PTT/PDT therapeutic efficacy and in 4T1-tumour-bearing mice.

Citing Articles

Donor modulation brings all-in-one phototheranostics for NIR-II imaging-guided type-I photodynamic/photothermal synergistic cancer therapy.

Ren Y, Zhang X, Li L, Yuan Q, Bao B, Li M Chem Sci. 2025; .

PMID: 39968281 PMC: 11831688. DOI: 10.1039/d4sc08685f.

BOINPYs: facile synthesis and photothermal properties triggered by photoinduced nonadiabatic decay.

Gai L, Zhang R, Shi X, Ni Z, Wang S, Zhang J Chem Sci. 2023; 14(6):1434-1442.

PMID: 36794191 PMC: 9906650. DOI: 10.1039/d2sc06435a.

Biomimetically constructing a hypoxia-activated programmable phototheranostics at the molecular level.

Zhang H, Wu J, Xue H, Zhang R, Yang Z, Gao S Chem Sci. 2022; 13(31):8979-8988.

PMID: 36091208 PMC: 9365088. DOI: 10.1039/d2sc02554j.

Luminescent Metal Complexes for Bioassays in the Near-Infrared (NIR) Region.

Jin G, Guo L, Zhang J, Gao S, Zhang J Top Curr Chem (Cham). 2022; 380(5):31.

PMID: 35715540 DOI: 10.1007/s41061-022-00386-6.

Recent Advances in Photosensitizers as Multifunctional Theranostic Agents for Imaging-Guided Photodynamic Therapy of Cancer.

Sarbadhikary P, George B, Abrahamse H Theranostics. 2021; 11(18):9054-9088.

PMID: 34522227 PMC: 8419035. DOI: 10.7150/thno.62479.

References

Hartshorn C, Bradbury M, Lanza G, Nel A, Rao J, Wang A . Nanotechnology Strategies To Advance Outcomes in Clinical Cancer Care. ACS Nano. 2017; 12(1):24-43. PMC: 6589353. DOI: 10.1021/acsnano.7b05108. View

Cheng L, Wang C, Feng L, Yang K, Liu Z . Functional nanomaterials for phototherapies of cancer. Chem Rev. 2014; 114(21):10869-939. DOI: 10.1021/cr400532z. View

Gao D, Guo X, Zhang X, Chen S, Wang Y, Chen T . Multifunctional phototheranostic nanomedicine for cancer imaging and treatment. Mater Today Bio. 2020; 5:100035. PMC: 7083767. DOI: 10.1016/j.mtbio.2019.100035. View

Chen X, Lee D, Yu S, Kim G, Lee S, Cho Y . In vivo near-infrared imaging and phototherapy of tumors using a cathepsin B-activated fluorescent probe. Biomaterials. 2017; 122:130-140. DOI: 10.1016/j.biomaterials.2017.01.020. View

Schweitzer C, Schmidt R . Physical mechanisms of generation and deactivation of singlet oxygen. Chem Rev. 2003; 103(5):1685-757. DOI: 10.1021/cr010371d. View

He X, Gao J, Gambhir S, Cheng Z . Near-infrared fluorescent nanoprobes for cancer molecular imaging: status and challenges. Trends Mol Med. 2010; 16(12):574-83. PMC: 2994979. DOI: 10.1016/j.molmed.2010.08.006. View

Chen Y, Li S, Chi Y, Cheng Y, Pu S, Yeh Y . Switching luminescent properties in osmium-based beta-diketonate complexes. Chemphyschem. 2005; 6(10):2012-7. DOI: 10.1002/cphc.200500252. View

Tardivo J, Del Giglio A, de Oliveira C, Gabrielli D, Junqueira H, Tada D . Methylene blue in photodynamic therapy: From basic mechanisms to clinical applications. Photodiagnosis Photodyn Ther. 2014; 2(3):175-91. DOI: 10.1016/S1572-1000(05)00097-9. View

Liu Y, Bhattarai P, Dai Z, Chen X . Photothermal therapy and photoacoustic imaging via nanotheranostics in fighting cancer. Chem Soc Rev. 2018; 48(7):2053-2108. PMC: 6437026. DOI: 10.1039/c8cs00618k. View

10.

Ding H, Yu H, Dong Y, Tian R, Huang G, Boothman D . Photoactivation switch from type II to type I reactions by electron-rich micelles for improved photodynamic therapy of cancer cells under hypoxia. J Control Release. 2011; 156(3):276-80. PMC: 3230725. DOI: 10.1016/j.jconrel.2011.08.019. View

11.

Bunzli J . Lanthanide luminescence for biomedical analyses and imaging. Chem Rev. 2010; 110(5):2729-55. DOI: 10.1021/cr900362e. View

12.

Yun S, Kwok S . Light in diagnosis, therapy and surgery. Nat Biomed Eng. 2017; 1. PMC: 5476943. DOI: 10.1038/s41551-016-0008. View

13.

Arnaut L, Pereira M, Dabrowski J, Silva E, Schaberle F, Abreu A . Photodynamic therapy efficacy enhanced by dynamics: the role of charge transfer and photostability in the selection of photosensitizers. Chemistry. 2014; 20(18):5346-57. DOI: 10.1002/chem.201304202. View

14.

Kelkar S, Reineke T . Theranostics: combining imaging and therapy. Bioconjug Chem. 2011; 22(10):1879-903. DOI: 10.1021/bc200151q. View

15.

Guidolin K, Zheng G . Nanomedicines Lost in Translation. ACS Nano. 2019; 13(12):13620-13626. DOI: 10.1021/acsnano.9b08659. View

16.

Ke X, Zhao H, Zou X, Ning Y, Cheng X, Su H . Fine-Tuning of β-Substitution to Modulate the Lowest Triplet Excited States: A Bioinspired Approach to Design Phosphorescent Metalloporphyrinoids. J Am Chem Soc. 2015; 137(33):10745-52. DOI: 10.1021/jacs.5b06332. View

17.

Ke X, Yang B, Cheng X, Chan S, Zhang J . Ytterbium(III) porpholactones: β-lactonization of porphyrin ligands enhances sensitization efficiency of lanthanide near-infrared luminescence. Chemistry. 2014; 20(15):4324-33. DOI: 10.1002/chem.201303972. View

18.

Borg R, Rochford J . Molecular Photoacoustic Contrast Agents: Design Principles & Applications. Photochem Photobiol. 2018; 94(6):1175-1209. PMC: 6252265. DOI: 10.1111/php.12967. View

19.

Lee D, Koo H, Sun I, Ryu J, Kim K, Kwon I . Multifunctional nanoparticles for multimodal imaging and theragnosis. Chem Soc Rev. 2011; 41(7):2656-72. DOI: 10.1039/c2cs15261d. View

20.

Sun W, Li M, Fan J, Peng X . Activity-Based Sensing and Theranostic Probes Based on Photoinduced Electron Transfer. Acc Chem Res. 2019; 52(10):2818-2831. DOI: 10.1021/acs.accounts.9b00340. View