Article
Chemistry, Inorganic & Nuclear
Zoufeng Xu, Long Lin, Binbin Fu, Fu-Ping Huang, Qiyuan Zhou, Guangyu Zhu, Zhigang Wang
Summary: The application of new synthetic methods in platinum(iv) anticancer prodrugs increases the availability of accessible entities that can be conjugated to the platinum(iv) center. These new axial ligands not only endow platinum(iv) complexes with unique properties but also inspire new concepts in prodrug design and development.
INORGANIC CHEMISTRY FRONTIERS
(2023)
Article
Pharmacology & Pharmacy
Aleen Khoury, Jennette A. Sakoff, Jayne Gilbert, Kieran F. Scott, Shawan Karan, Christopher P. Gordon, Janice R. Aldrich-Wright
Summary: Platinum(IV) prodrugs showed outstanding activity against various cancer cell lines, with nanomolar activities observed. Cellular accumulation of the complexes was correlated with increased cytotoxicity. COX inhibition or lipophilicity did not solely determine the cytotoxicity of these prodrugs.
Article
Pharmacology & Pharmacy
Anife Ahmedova, Rositsa Mihaylova, Silviya Stoykova, Veronika Mihaylova, Nikola Burdzhiev, Viktoria Elincheva, Georgi Momekov, Denitsa Momekova
Summary: Pt(IV) complexes formed by linking pyrene butyric acid with cisplatin exhibit high anticancer potency against leukemia cells and multidrug-resistant derivatives, while showing low toxicity to healthy cells. The larger bis-pyrene complex is found to potentially be trapped in the cytoskeleton, limiting its cytotoxicity to adherent cells.
Review
Biochemistry & Molecular Biology
Daniil Spector, Olga Krasnovskaya, Kirill Pavlov, Alexander Erofeev, Peter Gorelkin, Elena Beloglazkina, Alexander Majouga
Summary: This review summarizes the research on the development of Pt(IV) prodrugs with NSAIDs as axial ligands, their cytotoxic action and anti-inflammatory activity mechanism studies, structure-activity ratio, and therapeutic efficacy. The chemo-anti-inflammatory strategy aims to efficiently deliver cytotoxic metabolites and NSAIDs intracellularly in tumor cells to reduce side effects and increase therapeutic efficacy. Studies have shown high therapeutic efficacy both in vitro and in vivo.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2021)
Article
Chemistry, Multidisciplinary
Qiyuan Zhou, Shu Chen, Zoufeng Xu, Gongyuan Liu, Shuyuan Zhang, Zhigang Wang, Man-Kit Tse, Shek-Man Yiu, Guangyu Zhu
Summary: This study reports the synthesis of Pt-IV complexes bearing axial pyridines through ligand exchange reactions. It was discovered that these axial pyridines can be quickly released after reduction, indicating their potential as axial leaving groups. Two multitargeted Pt-IV prodrugs containing bioactive pyridinyl ligands, a PARP inhibitor and an EGFR tyrosine kinase inhibitor, were successfully obtained using this method. These conjugates show great potential for overcoming drug resistance, with the latter inhibiting the growth of Pt-resistant tumor in vivo. This research expands the synthetic methods for Pt-IV prodrugs and increases the range of bioactive axial ligands that can be conjugated to a Pt-IV center.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Review
Chemistry, Inorganic & Nuclear
Zoufeng Xu, Zhigang Wang, Zhiqin Deng, Guangyu Zhu
Summary: Platinum-based anticancer drugs have been widely used in clinical practice for over 40 years, with a focus on developing platinum(IV) prodrugs based on traditional platinum(II) anticancer drugs. Recent progress in the field includes synthesizing platinum(IV) prodrugs with new oxidizing reagents, understanding the hydrolysis and stability of platinum(IV) complexes, and exploring reduction processes to achieve controllable intracellular reduction of platinum(IV) prodrugs. This review aims to enhance researchers' understanding of platinum(IV) anticancer prodrugs and inspire new strategies, ideas, and applications in metal-based drugs.
COORDINATION CHEMISTRY REVIEWS
(2021)
Article
Chemistry, Inorganic & Nuclear
Zoufeng Xu, Wai Kit Tang, Qiyuan Zhou, Shu Chen, Chi-Kit Siu, Guangyu Zhu
Summary: The study revealed that the hydrolytic stability of Pt(iv) complexes is influenced by other ligands, with successful application to improve the stability of Pt(iv) complexes containing axial dichloroacetate ligands.
INORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Biochemistry & Molecular Biology
Man Kshetri, Wjdan Jogadi, Suha Alqarni, Payel Datta, May Cheline, Arpit Sharma, Tyler Betters, Deonya Broyles, Yao-Rong Zheng
Summary: We conducted the first comprehensive investigation on the impact of head group modifications on the anticancer activities of fatty-acid-like Pt(IV) prodrugs (FALPs). We created a small library of FALPs with diverse head group modifications and found that hydrophilic modifications enhanced the potency of these metallodrugs, while hydrophobic modifications decreased their cytotoxicity.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2023)
Article
Pharmacology & Pharmacy
Nikhil Biswas, Aiman Abu Ammar, Marina Frusic-Zlotkin, Naama Adi-Hen, Yonat Lehman-Katabi, Yael Levi-Kalisman, Taher Nassar, Simon Benita
Summary: Oxaliplatin palmitate acetate (OPA), a platinum (IV) oxaliplatin derivative, showed higher toxicity in in vitro and in vivo studies compared to oxaliplatin, but was not considered a prodrug of oxaliplatin. The release of OPA from nanoparticles did not prolong in the plasma, and both OPA solution and OPA nanoparticles demonstrated promising antitumor efficacy in various cancer models.
INTERNATIONAL JOURNAL OF PHARMACEUTICS
(2021)
Article
Pharmacology & Pharmacy
Aleen Khoury, Jennette A. Sakoff, Jayne Gilbert, Shawan Karan, Christopher P. Gordon, Janice R. Aldrich-Wright
Summary: Four platinum(IV) prodrugs incorporating a biotin moiety showed exceptional cytotoxicity against cancer cell lines. One of the prodrugs exhibited the lowest cytotoxicity in prostate cancer cells, while another prodrug showed higher activity in colon cancer cells. Some prodrugs also demonstrated selectivity towards breast cancer cells compared to healthy cells, which was not observed with their platinum(II) precursors.
Article
Chemistry, Inorganic & Nuclear
Carlo Marotta, Ester Giorgi, Francesca Binacchi, Damiano Cirri, Chiara Gabbiani, Alessandro Pratesi
Summary: The discovery of cisplatin's antineoplastic properties in 1965 renewed the interest in metal complexes for medicinal applications. Researchers have been studying safer and more effective alternatives to cisplatin, including platinum(IV)-based compounds. These compounds have attracted attention because they can be reduced in cells to activate the platinum center and offer advantages such as reducing side effects. This review summarizes the recent achievements in the field of Pt(IV) prodrugs.
INORGANICA CHIMICA ACTA
(2023)
Article
Chemistry, Inorganic & Nuclear
Ying Tu, Hao-Ming Li, Meng-Meng Wang, Yan Su, Hong-Ke Liu, Zhi Su
Summary: This study developed a dual-targeted platinum (IV) prodrug Pt-CMN, which significantly enhanced anticancer performance and provided a new strategy for enhancing anticancer effects through subcellular organelle targeting.
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY
(2022)
Article
Chemistry, Inorganic & Nuclear
Paride Papadia, Alessandra Barbanente, Nicoletta Ditaranto, James D. Hoeschele, Giovanni Natile, Cristina Marzano, Valentina Gandin, Nicola Margiotta
Summary: Six enantiomerically pure, oxaliplatin-like platinum compounds with unsaturated cyclic diamine as a substitute for oxaliplatin were investigated for their promising antiproliferative activities, showing potential in overcoming resistance to platinum-based drugs. The R,R enantiomer was found to be most effective in Pt(ii) complexes while the S,S enantiomer showed greater efficacy in Pt(iv) derivatives, suggesting potential for further preclinical investigation.
DALTON TRANSACTIONS
(2021)
Article
Chemistry, Inorganic & Nuclear
Juan Sanchez-Camacho, Sonia Infante-Tadeo, Ana C. Carrasco, Stefano Scoditti, A'lvaro Martinez, Fabienne Barroso-Bujans, Emilia Sicilia, Ana M. Pizarro, Luca Salassa
Summary: In this study, two new asymmetric Pt(IV) derivatives were designed and synthesized, which could be effectively activated into toxic Pt(II) species by incubation with nicotinamide adenine dinucleotide, sodium ascorbate, and glutathione in the dark and under light irradiation. One of the derivatives displayed enhanced toxicity in MDA-MB-231 breast cancer cells preincubated with ascorbate, suggesting selective triggering of oxaliplatin generation through redox activation. Covalent binding of the flavin to the Pt complex was shown to be pivotal for this effect.
INORGANIC CHEMISTRY
(2023)
Article
Chemistry, Inorganic & Nuclear
Houzong Yao, Yuliana F. Gunawan, Gongyuan Liu, Man-Kit Tse, Guangyu Zhu
Summary: In this study, a series of carboplatin-based photoactivable platinum(iv) prodrugs containing BODIPY axial ligands with different lengths were designed and synthesized. These prodrugs can be rapidly photoactivated under irradiation and exhibit moderate photocytotoxicity. Optimization of axial ligands can promote the photoactivation of these prodrugs.
DALTON TRANSACTIONS
(2021)
Article
Chemistry, Multidisciplinary
Xiaozhen Li, Di Zhang, Guihong Lu, Tingchao He, Yingpeng Wan, Man-Kit Tse, Can Ren, Pengfei Wang, Shengliang Li, Jingdong Luo, Chun-Sing Lee
Summary: Recent progress has been made in developing photothermal agents (PTAs) for biomedical and energy applications. Photochemical synthesis offers a cost-effective and environmentally friendly alternative to traditional methods. The synthesized nonplanar small molecules (NSMs) show promising photophysical properties and excellent photothermal performance, making them suitable for in vivo applications such as photoacoustic imaging and tumor ablation.
ADVANCED MATERIALS
(2021)
Article
Chemistry, Inorganic & Nuclear
Shu Chen, Ka-Yan Ng, Qiyuan Zhou, Houzong Yao, Zhiqin Deng, Man-Kit Tse, Guangyu Zhu
Summary: This study synthesized six mono-carbonated Pt(iv) complexes with axial carbonate ligands of various electron-withdrawing abilities, and prepared corresponding mono-carboxylated analogues as references to investigate the differences in hydrolysis and reduction rates. It was found that mono-carbonated Pt(iv) complexes are less stable and reduced faster compared to mono-carboxylated ones, and the hydrolysis and reduction profiles depend on both the electron-withdrawing ability of the carbonates and the nature of the opposite axial ligands.
DALTON TRANSACTIONS
(2022)
Article
Chemistry, Physical
Di Zhang, Jie Zou, Weilong Chen, Shek-Man Yiu, Man-Kit Tse, Jingdong Luo, Alex K-Y Jen
Summary: This study reports the synthesis and analysis of structure-property relationship of dipolar heptamethines containing a strong electron acceptor. The results show that these compounds have lower electro-optic activities but better chemical and thermal stability and higher synthetic efficacy. By fine-tuning the structure and properties of the molecules, larger nonlinear optical effects have been achieved in photonic devices.
CHEMISTRY OF MATERIALS
(2022)
Article
Biochemistry & Molecular Biology
Chi-Fung Yeung, Sik-Him Tang, Zhe Yang, Tsun-Yin Li, Ka-Kit Li, Yuen-Man Chan, Hau-Lam Shek, Kai-Wa Io, King-Ting Tam, Shek-Man Yiu, Man-Kit Tse, Chun-Yuen Wong
Summary: In this study, several ruthenium complexes were synthesized and evaluated for their potential as anticancer agents.
Article
Chemistry, Inorganic & Nuclear
Hau -Lam Shek, King -Ting Tam, Shek-Man Yiu, Man-Kit Tse, Robert H. Morris, Chun-Yuen Wong
Summary: Osmafuran complexes were prepared from reactions between dichloro-Os(II) complexes and allenols in alcoholic solvents. Structural analysis revealed a rearrangement mechanism of allenolates and theoretical calculations supported the proposed mechanism. The osmafurans synthesized in this study did not follow common metal-allene reaction patterns.
Article
Chemistry, Inorganic & Nuclear
Yanpeng Liu, Houzong Yao, Man-Kit Tse, Shu Chen, Shek-Man Yiu, Guangyu Zhu
Summary: By designing and synthesizing a Pt(IV) monotrifluoromethyl complex, we have increased its reactivity and discovered its ability to react with phosphates via the S(N)2 nucleophilic substitution pathway, which is different from traditional Pt(II) drugs. This complex exhibits cytotoxicity in human ovarian cancer cells and may serve as a potential new anticancer agent.
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Chen Cao, Ji-Hua Tan, Ze-Lin Zhu, Jiu-Dong Lin, Hong-Ji Tan, Huan Chen, Yi Yuan, Man-Kit Tse, Wen-Cheng Chen, Chun-Sing Lee
Summary: By intramolecular cyclization in a carbonyl/N resonant core (QAO), a deep-blue emitter (CZ2CO) with a peak wavelength of 440 nm and an ultranarrow spectral FWHM of 16 nm (0.10 eV) was developed. CZ2CO exhibits excellent performance that complies with the BT.2020 standard. Additionally, a hyper-fluorescent device based on CZ2CO achieves a high maximum external quantum efficiency (EQE(max)) of 25.6% and maintains an EQE of 22.4% at a practical brightness of 1000 cd m(-2).
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Libei Huang, Le Cheng, Tinghao Ma, Jun-Jie Zhang, Haikun Wu, Jianjun Su, Yun Song, He Zhu, Qi Liu, Minghui Zhu, Zhiyuan Zeng, Qiyuan He, Man-Kit Tse, Deng-tao Yang, Boris I. Yakobson, Ben Zhong Tang, Yang Ren, Ruquan Ye
Summary: Amorphous graphene synthesized by laser induction is shown to efficiently electrocatalyze the reduction of nitrate to ammonia, with high conversion efficiency and production rate. This method has significant potential for the on-demand synthesis of ammonia in agriculture and pharmaceutical industries, resulting in increased yields and survival rates for plant cultivation.
ADVANCED MATERIALS
(2023)
Article
Chemistry, Multidisciplinary
Qiyuan Zhou, Shu Chen, Zoufeng Xu, Gongyuan Liu, Shuyuan Zhang, Zhigang Wang, Man-Kit Tse, Shek-Man Yiu, Guangyu Zhu
Summary: This study reports the synthesis of Pt-IV complexes bearing axial pyridines through ligand exchange reactions. It was discovered that these axial pyridines can be quickly released after reduction, indicating their potential as axial leaving groups. Two multitargeted Pt-IV prodrugs containing bioactive pyridinyl ligands, a PARP inhibitor and an EGFR tyrosine kinase inhibitor, were successfully obtained using this method. These conjugates show great potential for overcoming drug resistance, with the latter inhibiting the growth of Pt-resistant tumor in vivo. This research expands the synthetic methods for Pt-IV prodrugs and increases the range of bioactive axial ligands that can be conjugated to a Pt-IV center.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Hau-Lam Shek, Chi-Fung Yeung, Lai-Hon Chung, Man-Kit Tse, Shek-Man Yiu, Chun-Yuen Wong
Summary: Systematic investigation of the reactions between cis-[M(dppm)(2)Cl-2] (M=Ru/Os; dppm=1,1-bis(diphenylphosphino)methane) and pyridine/quinoline substituted homopropargylic alcohols revealed diverse Ru(II)/Os(II)-induced alkyne activation pathways. At lower temperatures, alkynes cyclized on M via a non-vinylidene pathway, forming alkenyl intermediates that further metallacyclized to give metallapyrroloindolizines. Conversely, at higher temperatures, alkyne cyclization on M occurred via a vinylidene pathway, resulting in cyclic oxacarbene complexes. A rare decyclization mechanism was observed during the transformation of a metallacyclization-resistant alkenyl complex into a cyclic oxacarbene complex. DFT calculations confirmed the experimental findings. Overall, these results provide insights into controlling alkyne activation pathways and offer new strategies for preparing metalated heterocyclic and metallacyclic complexes.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Article
Multidisciplinary Sciences
Gongyuan Liu, Yachao Zhang, Houzong Yao, Zhiqin Deng, Shu Chen, Yue Wang, Wang Peng, Guohan Sun, Man-Kit Tse, Xianfeng Chen, Jianbo Yue, Yung-Kang Peng, Lidai Wang, Guangyu Zhu
Summary: In this work, cyaninplatin, a Pt(IV) anticancer prodrug, is introduced, which can be activated by ultrasound. The sono-activation of cyaninplatin leads to strengthened mitochondrial DNA damage and cell killing efficiency, along with overcoming drug resistance. This study demonstrates the practical utility of ultrasound in activating Pt(IV) anticancer prodrugs for the eradication of deep tumor lesions.
Article
Chemistry, Physical
Yelan Xiao, Yecheng Leng, Xinxin Lu, Shun-Cheung Cheng, Hao Huang, Man-Kit Tse, Jiechun Liang, Wenguang Tu, Chi-Chiu Ko, Xi Zhu, Lu Wang, Yong Zhou, Yingfang Yao, Zhigang Zou
Summary: Photocatalytic radical fluoroalkylation is an important method to prepare organofluorine compounds. This study introduces a cost-effective and recyclable heterogeneous photocatalysis using cyano-modified graphitic carbon nitride as the photocatalyst. The photocatalytic process is attributed to the long-lived triplet excited states and the strong interaction between the catalyst and substrate. Moreover, the catalyst shows high performance, wide reaction scope, and can be easily recovered and reused for multiple catalytic cycles.
JOURNAL OF CATALYSIS
(2023)
Article
Chemistry, Multidisciplinary
Jingqi Han, Shun-Cheung Cheng, Shek-Man Yiu, Man-Kit Tse, Chi-Chiu Ko
Summary: These new luminescent complexes with environmentally-sensitive dimerization equilibrium can be used as gas sensors for detecting humidity, ammonia, and amine vapors, thanks to their strong interaction with H-bonding donor/acceptor molecules involving diaminocarbene ligand orbitals in the emissive excited state. By responding to amines and humidity and changing the luminescence properties accordingly, a proof-of-principle for binary optical data storage with reversible concealment process has been demonstrated.
Article
Chemistry, Inorganic & Nuclear
Houzong Yao, Yuliana F. Gunawan, Gongyuan Liu, Man-Kit Tse, Guangyu Zhu
Summary: In this study, a series of carboplatin-based photoactivable platinum(iv) prodrugs containing BODIPY axial ligands with different lengths were designed and synthesized. These prodrugs can be rapidly photoactivated under irradiation and exhibit moderate photocytotoxicity. Optimization of axial ligands can promote the photoactivation of these prodrugs.
DALTON TRANSACTIONS
(2021)