Article
Chemistry, Multidisciplinary
Jiangao Li, Hanlin Ou, Jing Li, Xiaodi Yang, Congwu Ge, Dan Ding, Xike Gao
Summary: A facile molecular design strategy based on large pi-extended donor-acceptor (L-pi-D-A) structure is reported for achieving semiconducting polymers (SPs) with highly efficient in vitro and in vivo photoacoustic imaging (PAI) and photothermal therapy (PTT) capabilities.
SCIENCE CHINA-CHEMISTRY
(2021)
Article
Materials Science, Multidisciplinary
Baoling Li, Yabing Gan, Ke Yang, E. Pang, Xiaojie Ren, Shaojing Zhao, Dan He, Fuwen Zhao, Benhua Wang, Peng Yin, Xiangzhi Song, Minhuan Lan
Summary: This study designed and synthesized a molecular structure for multidimensional imaging-guided photodynamic/photothermal therapy. The resultant nanoparticle possesses NIR absorption, photoacoustic imaging, NIR-II fluorescence imaging capabilities, as well as the ability to generate singlet oxygen, hydroxyl radicals, and heat simultaneously.
SCIENCE CHINA-MATERIALS
(2023)
Article
Materials Science, Multidisciplinary
Shaochuan Jia, Zelin Li, Jinping Shao, Huanxiang Yuan, Li Li, Li Xu
Summary: This study reports three conjugated oligomer photothermal agents (PTAs) with improved optical properties by connecting stronger electron-absorbing acceptor groups. The optimal PTA nanoparticles showed high photothermal conversion efficiency and significant antibacterial activity. The design strategy of molecular structure regulation provides a new avenue for the application of high-performance PTAs in photothermal therapy.
ACS APPLIED POLYMER MATERIALS
(2022)
Article
Chemistry, Multidisciplinary
Xinyu Yang, Chunbin Li, Lingxiu Liu, Hongge Zhang, Hai-Tao Feng, Yongdong Li, Guoyu Jiang, Jianguo Wang
Summary: In this article, near-infrared (NIR) fluorescence imaging agents were synthesized using aggregation-induced emission luminogens (AIEgens). The AIEgens exhibited good photophysical properties and cell imaging ability, suggesting great potential for future biomedical applications.
NEW JOURNAL OF CHEMISTRY
(2022)
Article
Materials Science, Multidisciplinary
L. Zhang, H. Forgham, X. Huang, A. Shen, T. P. Davis, R. Qiao, B. Guo
Summary: This review summarizes the recent advances in inorganic photothermal agents for imaging-guided near-infrared-II photothermal therapy. The photothermal agents, which often have intrinsic photoacoustic imaging function, show great potential as all-in-one theranostic nanoplatforms. The article also discusses the potential obstacles and perspectives for future research and clinical translation of such novel nanotheranostics.
MATERIALS TODAY ADVANCES
(2022)
Article
Nanoscience & Nanotechnology
Jianv Wang, Hongye Liao, Jieming Ban, Sen Li, Xia Xiong, Qingqing He, Xinyu Shi, Hongping Shen, Sijin Yang, Changzhen Sun, Li Liu
Summary: In this study, a new near-infrared dye called IR-817 was combined with bovine serum albumin (BSA) to create BSA@IR-817 nanoparticles. The nanoparticles showed improved water solubility, stability, and potential for tumor imaging and photothermal therapy. In addition, in vitro and in vivo experiments demonstrated its strong therapeutic effect on melanoma without significant toxicity.
INTERNATIONAL JOURNAL OF NANOMEDICINE
(2023)
Article
Chemistry, Multidisciplinary
Jun Guan, Chang Liu, Chendong Ji, Wenchao Zhang, Zongyang Fan, Penggang He, Qiuhong Ouyang, Meng Qin, Meizhen Yin
Summary: This study reports the first example of a small organic molecule (N1) derived from perylene monoamide (PMI) that absorbs in the second near-infrared (NIR-II) bio-window and its application as a nano-agent for phototheranostics of deep orthotopic glioblastoma (GBM). The obtained N1 can absorb in the 1000-1400 nm region and exhibit high photothermal conversion. Nano-encapsulation of N1 using an amphiphilic copolymer incorporating a choline analogue enables efficient blood-brain barrier (BBB) crossing and demonstrates excellent photoacoustic imaging and significant growth inhibition of deep orthotopic GBM.
Review
Chemistry, Multidisciplinary
Cheng Xu, Kanyi Pu
Summary: Second near-infrared photothermal therapy (NIR-II PTT) has advantages of deeper penetration and less toxicity, but faces challenges of suboptimal photothermal conversion and limited therapeutic efficacy. To improve efficacy, multifunctional NIR-II photothermal inorganic or organic materials have been developed for combination with other therapeutic modalities.
CHEMICAL SOCIETY REVIEWS
(2021)
Article
Chemistry, Multidisciplinary
Huanxiang Yuan, Zelin Li, Qi Zhao, Shaochuan Jia, Ting Wang, Li Xu, Haitao Yuan, Shengliang Li
Summary: Infectious diseases caused by pathogenic microorganisms can have serious consequences and threaten life. Drug-resistant bacteria have made traditional antibiotics less effective. This study develops conjugated oligomers with tunable backbones for regulating their photo-thermal conversion, which show high photothermal conversion efficiency. The resulting nanoparticles have strong antimicrobial activity against drug-resistant bacteria under near-infrared irradiation, promoting wound healing in diabetic mice. This work provides ideas for designing efficient antimicrobial agents against drug-resistant microbial infections activated by near-infrared.
ADVANCED FUNCTIONAL MATERIALS
(2023)
Article
Chemistry, Multidisciplinary
Yuta Arisawa, Yasuhiro Kubota, Toshiyasu Inuzuka, Kazumasa Funabiki
Summary: In this study, near-infrared-absorbing anionic heptamethine cyanine (HMC) dyes were synthesized and their photostability and halochromic properties were investigated. By substituting the methyl groups of the anionic HMC dye with phenyl or perfluorophenyl groups, the maximum absorption wavelengths of the dye solutions were red-shifted, and the photostability of the dye in solution under white LED irradiation was improved. The anionic HMC dye with methyl groups exhibited halochromic properties, causing the solution color to change from green to yellow in the presence of acids. This study presents the first reported anionic HMC dye with halochromic properties. Additionally, a stimuli-responsive filter paper adsorbed with anionic HMC dyes was developed, showing color changes from green to yellow upon exposure to HCl gas and from yellow to green upon subsequent exposure to NH3 gas.
Article
Chemistry, Physical
Zimu Wei, Sushil Sharma, Abbey M. Philip, Sanchita Sengupta, Ferdinand C. Grozema
Summary: Donor-bridge-acceptor systems based on BODIPY show potential for bio-imaging and sensing applications, with their photophysical behavior depending on solvent polarity. Factors such as donor-acceptor distance and restricted rotational motion play key roles in tuning the excited state photophysics.
PHYSICAL CHEMISTRY CHEMICAL PHYSICS
(2021)
Review
Chemistry, Multidisciplinary
Yeqing Xia, Weifeng Zhang, Shuai Yang, Liping Wang, Gui Yu
Summary: Covalent organic frameworks (COFs) are new organic porous materials with pre-designable topology, adjustable pore size, and abundant active sites. Donor-acceptor (D-A) type COFs, synthesized by introducing D and A units into the COFs backbone, combine the advantages of D-A type polymers with the unique features of COFs. This review outlines the synthetic strategies of D-A type COFs, summarizes their applications in catalytic reactions, photothermal therapy, and electronic materials, and presents the current challenges and new directions for their development.
ADVANCED MATERIALS
(2023)
Article
Chemistry, Applied
T. P. Gerasimova, A. R. Sirazieva, S. A. Katsyuba, A. A. Kalinin, L. N. Islamova, G. M. Fazleeva, A. A. Shustikov, A. G. Shmelev, A. B. Dobrynin, O. G. Sinyashin
Summary: The photophysical properties of a series of D-pi-A chromophores have been analyzed upon acidification. The appearance of the second emission band is associated with protonation of the nitrogen atom in the donor fragment. Only dyes with a quinoxalinone acceptor fragment show simultaneous appearance of two emission bands, suggesting the crucial role of the latter in providing dual emission upon acidification.
Article
Polymer Science
Aurore Caron, Guillaume Noirbent, Didier Gigmes, Frederic Dumur, Jacques Lalevee
Summary: A novel perspective for free radical polymerization of acrylate-based monomers using triplet-triplet annihilation upconversion (TTA-UC) without heavy metal catalysts is proposed. Experimental results suggest a competition between TTA-UC and NIR photothermal activation, with the photothermal effect seeming to be more efficient.
MACROMOLECULAR RAPID COMMUNICATIONS
(2021)
Article
Engineering, Biomedical
Pengfei Sun, Wan Yang, Jiarong He, Liuliang He, Pengfei Chen, Wenjuan Xu, Qingming Shen, Daifeng Li, Quli Fan
Summary: In this study, multifunctional nanoparticles were developed for combined chemotherapy, photothermal therapy, and starvation therapy. The nanoparticles released drugs through donor-acceptor coordination interactions and PBA-diol bonds under acidic and oxidizing conditions. Additionally, 2-DG in the nanoparticles enhanced the therapeutic effects.
ADVANCED HEALTHCARE MATERIALS
(2023)
Article
Chemistry, Multidisciplinary
Shivaprasad Achary Balahoju, Yogesh Kumar Maurya, Piotr J. Chmielewski, Tadeusz Lis, Mateusz Kondratowicz, Joanna Cybinska, Marcin Stepien
Summary: Peripheral substitution of a pi-extended porphyrin with bulky groups can control its curvature and stereochemistry. The coordination of large metal ions and the variation of substituents and ligands affect this control. Experiments have shown that stable enantiopure porphyrin propellers can be synthesized by adjusting experimental conditions.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Review
Chemistry, Multidisciplinary
Arseni Borissov, Yogesh Kumar Maurya, Liliia Moshniaha, Wai-Shing Wong, Marika Zyla-Karwowska, Marcin Stepien
Summary: This review highlights the recent progress in the chemistry of polycyclic heteroaromatic molecules, focusing on structural diversity and synthetic methodology. The article covers literature published from 2016 to 2020, updating the first review on this topic.
Article
Chemistry, Multidisciplinary
Katharina Knippen, Daniel Matuszczyk, Maryana Kraft, Bjoern Bredenkoetter, Georg Eickerling, Tadeusz Lis, Dirk Volkmer, Marcin Stepien
Summary: The study synthesized pi-extended acenaphtho[1,2-d][1,2,3]triazoles, demonstrating similar properties of hydrogen-bonded self-assembly in the solid state and solution. Additionally, Kuratowski-type pentanuclear complexes of Dibanta-H and Cybta-H were prepared, showing unique structures and properties in the complexes.
CHEMISTRY-A EUROPEAN JOURNAL
(2022)
Article
Chemistry, Multidisciplinary
Rakesh Kumar, Piotr J. Chmielewski, Tadeusz Lis, Dirk Volkmer, Marcin Stepien
Summary: Tridecacyclene tetraimide (TCTI), an electron-deficient non-benzenoid nanocarbon, was synthesized with a concise method. TCTI has a non-planar structure and forms pi-stacked dimers in the solid state. In solution, it undergoes eight single-electron reductions, resulting in a range of negatively charged states. The TCTI anions exhibit extended near-infrared absorptions, with a strong band at 1692 nm for the dianion. Computational analysis indicates that the stability of TCTI anions is attributed to the electron-deficient imide groups and the local aromaticity of the reduced acenaphthylene units. TCTI shows potential applications in electrochromic and charge storage fields.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Luis Palomo, Ludovic Favereau, Kabali Senthilkumar, Marcin Stepien, Juan Casado, Francisco J. Ramirez
Summary: Circularly polarized luminescence (CPL) and Raman optical activity (ROA) were observed in a single spectroscopic experiment for a purely organic molecule, [16]cycloparaphenylene lemniscate. The molecule, with a rigid 9,9'-bicarbazole subunit, can be resolved into two configurationally stable enantiomers. Distortion of oligophenylene loops in the structure produces a large magnetic transition dipole moment, leading to the appearance of CPL/ROA couple.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Arseni Borissov, Piotr J. Chmielewski, Carlos Gomez J. Garcia, Tadeusz Lis, Marcin Stepien
Summary: Diradicaloid helicenes were synthesized through a double electrophilic benzannulation strategy, resulting in structurally diverse products. The helicenes exhibited varying levels of singlet diradicaloid character and had narrow optical gaps, leading to significant absorption in the near infrared region. They also showed reversible redox chemistry and possessed intense near infrared absorptions extending beyond 2500 nm in some cases.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Bibek Prajapati, Madan D. Ambhore, Duy-Khoi Dang, Piotr J. Chmielewski, Tadeusz Lis, Carlos J. Gomez-Garcia, Paul M. Zimmerman, Marcin Stepien
Summary: Electronic and steric effects play a crucial role in determining the structure and reactivity of organic compounds. However, tetrafluorenofulvalene (TFF), a twisted alkene, defies conventional rules as its central alkene bond becomes stronger in specific redox states.
Article
Chemistry, Multidisciplinary
Sha Li, Yahan Sun, Xiaofang Li, Oskar Smaga, Sebastian Koniarz, Milosz Pawlicki, Piotr J. Chmielewski
Summary: A new series of aromatic porphyrinoids was synthesized by inserting primary amines into the antiaromatic ring of 5,14-dimesityl-norcorrolatonickel(ii) activated by iodosobenzene. The resulting substituted 10-azacorroles were analyzed using spectroscopic and electrochemical methods, as well as XRD analysis. Protonated forms of azacorroles were found to retain aromaticity despite the disruption of the original pi-electron delocalization pathway.
CHEMICAL COMMUNICATIONS
(2023)
Article
Chemistry, Multidisciplinary
Sebastian Koniarz, Kinga Szydelko, Michal J. Bialek, Karolina Hurej, Piotr J. Chmielewski
Summary: A family of transition metal complexes based on meso-aryl-2-aza-21-carbaporphyrin (N-confused porphyrin, NCP) derivatives were synthesized and characterized. The chirality of these complexes was demonstrated by enantiomeric separation and analysis. Preliminary catalytic study showed the activity of iridium(III) ortho-metallated complexes in the N-heterocyclization of primary amines with diols.
Article
Chemistry, Multidisciplinary
Sha Li, Yahan Sun, Xiaofang Li, Oskar Smaga, Sebastian Koniarz, Marcin Stepien, Piotr J. Chmielewski
Summary: A 1,3-cycloaddition reaction between 2-(tert-butyl)-8H-isoquinolino[4,3,2-de]phenanthridin-9-ium chloride and Ni-II norcorrole in the presence of base has been demonstrated to yield a family of chiral derivatives fused with pyrrole subunits of the macrocycle. Dehydrogenation of the cycloaddition products leads to dibenzoullazine ortho-fused antiaromatic porphyrinoids.
CHEMICAL COMMUNICATIONS
(2022)
Article
Chemistry, Organic
Joanna Hager, Seongsoo Kang, Piotr J. Chmielewski, Tadeusz Lis, Dongho Kim, Marcin Stepien
Summary: In this study, a series of pi-extended dibenzoullazines containing an acenaphthylene subunit were successfully synthesized using two different synthetic strategies. These compounds exhibit strong fluorescence and moderate solvatochromism, making them potentially useful in various applications. Additionally, a chiral ullazine analogue with axial chirality was discovered and successfully resolved into enantiomers.
ORGANIC CHEMISTRY FRONTIERS
(2022)
Article
Chemistry, Multidisciplinary
Irena Izydorczyk, Otilia Stoica, Mariusz Krawiec, Remi Blieck, Rafal Zuzak, Marcin Stepien, Antonio M. Echavarren, Szymon Godlewski
Summary: Cyclobuta[1,2-b:3,4-b ']ditetracene, an analogue of nonacene, has been successfully synthesized by the combination of solution and on-surface chemistry. The atomic structure and electronic properties on Au(111) have been determined using high resolution scanning tunnelling microscopy/spectroscopy and density functional theory calculations. The theoretical calculations reveal that the π conjugation is mainly dominated by the radialene-type contribution, with an admixture of cyclobutadiene-like antiaromaticity.
CHEMICAL COMMUNICATIONS
(2022)