Article
Chemistry, Multidisciplinary
Die Jia, Xianbin Ma, Yi Lu, Xinyi Li, Shengxin Hou, Yuan Gao, Peng Xue, Yuejun Kang, Zhigang Xu
Summary: Cyclodextrin is widely used for constructing CD-based nanoplatforms due to its special spatial structure and good biological safety. The study designed a highly sensitive ROS-responsive polymer PCP encapsulating doxorubicin (DOX) and purpurin 18 (P18) for synergistic photodynamic and chemotherapy effects. The micelles showed enhanced anti-cancer activity through the release of drugs triggered by ROS in the tumor microenvironment.
CHINESE CHEMICAL LETTERS
(2021)
Review
Chemistry, Organic
Andrea Pappalardo, Chiara M. A. Gangemi, Caterina Testa, Giuseppe Trusso Sfrazzetto
Summary: Supramolecular systems have attracted great attention in recent years for their applications in nano-medicine, particularly in photodynamic therapy. The reversible formation of these dynamic assemblies allows for potentially personalized PDT treatments.
CURRENT ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Matteo Di Giosia, Alice Solda, Markus Seeger, Andrea Cantelli, Fabio Arnesano, Maria I. Nardella, Vincenzo Mangini, Francesco Valle, Marco Montalti, Francesco Zerbetto, Stefania Rapino, Matteo Calvaresi, Vasilis Ntziachristos
Summary: Fullerenes, specifically C-70@lysozyme, exhibit high photodynamic activity and excellent optical contrast, making them potential candidates for theranostic applications in monitoring cellular uptake and intracellular localization.
ADVANCED FUNCTIONAL MATERIALS
(2021)
Article
Chemistry, Multidisciplinary
Shasha Zhao, Kexin Lai, Zhen Gao, Xueli Ye, Juan Mou, Shiping Yang, Huixia Wu
Summary: This article introduces a clever combination of nano-enzymes and therapeutic drugs that can promote the production of reactive oxygen species (ROS) in cancer cells, enhancing the therapeutic efficacy of nanomedicines on malignant tumors. By loading the specific drug onto PEGylated Ce-doped hollow mesoporous silica nanoparticles, a smart nanoplatform is constructed to improve tumor therapy efficiency. The carrier showed multi-enzyme activities, with Ce3+ ions converting endogenous H2O2 into highly toxic OH for chemodynamic therapy and Ce4+ ions exhibiting catalase-like activity to reduce tumor hypoxia and glutathione (GSH) peroxidase-mimicking properties to effectively deplete GSH in tumor cells. Moreover, the loaded drug disrupts mitochondrial functions, causing the accumulation of superoxide anions (O-2(-)) and H2O2 within tumor cells. By combining the advantages of the carrier and the drug, the prepared nanoplatform can efficiently induce cancer cell death and inhibit tumor growth through significantly enhanced ROS production. Therefore, this positive combination therapy strategy has a promising application prospect for enhancing antitumor efficacy.
Article
Biochemistry & Molecular Biology
Tayana Mazin Tsubone, Waleska Kerllen Martins, Marcia S. F. Franco, Maryana N. Silva, Rosangela Itri, Mauricio S. Baptista
Summary: The lipid composition plays a crucial role in the structure and function of cellular and organelle membranes, impacting membrane proteins and various biochemical events. Photochemical reactions in biological membranes, while essential for processes like photosynthesis, can also lead to cell damage and disease, but may also be harnessed for therapeutic purposes in Photodynamic Therapy.
ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS
(2021)
Article
Chemistry, Organic
Si Chen, Wei-Wei Yang, Hui-Lei Hou, Zong-Jun Li, Xiang Gao
Summary: Under basic conditions, the reaction of C-60 with acetone yielded methano[60]fulleroids with a novel configuration, which was structurally characterized by single crystal diffraction. The product was formed via the ring-opening reaction of [5,6]-cyclopropane by the nucleophilic addition of MeO-, different from reactions of other ketones reported previously.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Review
Chemistry, Medicinal
Jyoti Singh, Yusuf Hussain, Suaib Luqman, Abha Meena
Summary: Purpurin is a natural anthraquinone compound found in Rubia cordifolia roots, with antioxidant, anti-inflammatory, anticancer, and neuroprotective properties. It has the potential to influence cell survival and exert anticancer effects through various mechanisms, including its ability to cross the blood-brain barrier.
PHYTOTHERAPY RESEARCH
(2021)
Article
Biochemistry & Molecular Biology
Riku Kawasaki, Atsushi Ikeda
Summary: For the development of delivery systems, solubilizing hydrophobic guest molecules in water is a challenging task. Using a natural product as a solubilizing agent and a mechanochemical high-speed vibration milling apparatus as a solubilizing method, stable aqueous solutions with a high concentration of guest molecules can be prepared. The exchange between solubilizing agents enables the on-off switching of functional guest molecules, and the method can be applied to drug delivery systems by transferring guest molecules into cell membranes.
Article
Chemistry, Medicinal
Zhen-Peng Xu, Adnan Mohammed Algradi, Yan Liu, Si-Yi Wang, Yi-Kai Jiang, Wei Guan, Juan Pan, Hai-Xue Kuang, Bing-You Yang
Summary: In this study, 18 bioactive lipids were isolated from the fruits of Solanum xanthocarpum, including 5 new lipids. The separation and structural identification of bioactive lipids were successfully achieved through NMR and MS/MS2. The anti-inflammatory activities of different types of lipids were evaluated, and sphingolipids, oxylipids, and phenylpmpionic acid-fatty acid glyceride polymer exhibited significant anti-inflammatory activities.
Article
Chemistry, Organic
Shuo Tong, Qi-Yun Feng, Yu-Qi Mao, Mei-Xiang Wang
Summary: A variety of unprecedented chiral aza-crown ethers have been synthesized efficiently under mild conditions using chiral phosphoric acid as a catalyst. This strategy offers a new route to functionalized chiral crown ethers, which holds great significance and potential applications in organic synthesis.
Article
Chemistry, Medicinal
Risako Shimada, Shodai Hino, Keita Yamana, Riku Kawasaki, Toshifumi Konishi, Atsushi Ikeda
Summary: This study investigates the photodynamic activity of a dyad system composed of a lipid membrane-incorporated fullerene derivative and a photoantenna molecule in liposomes. It is found that the release of the fullerene derivative from the liposomes can disrupt the dyad system and reduce its photodynamic activity. The hydrophobicity/hydrophilicity balance of the substituent in the fullerene derivatives is shown to be crucial for obtaining a dyad system with high photodynamic activity.
ACS MEDICINAL CHEMISTRY LETTERS
(2022)
Review
Chemistry, Organic
Carolina G. S. Lima, Fernanda P. Pauli, Vinicius G. Madriaga, Adriane A. P. Amaral, Isabela A. Graciano, Vinicius L. Meira, Luana da S. M. Forezi, Vitor F. Ferreira, Thiago de M. Lima, Fernando de Carvalho da Silva
Summary: Reactions promoting carbon-carbon bond formation are crucial in organic synthesis, and cross-coupling reactions are commonly used for this purpose. Supramolecular chemistry has emerged as a significant player in this field, offering approaches such as complex structure synthesis, scaffold modification, and repurposing of available materials like agarose. This Review primarily focuses on the development of supramolecular catalysts for Suzuki, Heck, and Sonogashira reactions.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Polymer Science
Nicholas J. Bongiardina, Katelyn F. Long, Maciej Podgorski, Christopher N. Bowman
Summary: The thiol-thioester reaction is a promising method for developing covalent adaptable networks (CANs) due to its rapid exchange under low temperature conditions, orthogonality in various solvents, and tunability. Study on the effects of thiol substitution in two dynamic thioester reactions revealed that mixtures of primary thiols and secondary thioesters have K-eq near unity, with a slight bias towards primary thioesters in nonpolar solvents. Dynamic experiments showed that secondary thioester-based networks exhibit slower dynamics compared to primary networks by at least one order of magnitude.
Article
Chemistry, Multidisciplinary
Lukas Helmbrecht, Moritz H. Futscher, Loreta A. Muscarella, Bruno Ehrler, Willem L. Noorduin
Summary: Ion exchange lithography is introduced in this work for spatially controlled patterning of materials with tunable optoelectronic properties. A variety of conversion inks can be applied on a reactive film to create well-defined patterns with customizable optoelectronic properties using different printing techniques. The converted canvas can be utilized to fabricate functional devices like green light-emitting diodes, showcasing the potential of ion exchange lithography.
ADVANCED MATERIALS
(2021)
Article
Chemistry, Physical
Xianjue Chen, Karin Ching, Aditya Rawal, Douglas J. Lawes, Mohammad Tajik, William A. Donald, Chuan Zhao, Sun Hwa Lee, Rodney S. Ruoff
Summary: A novel intercalated film has been developed through ion exchange, showing excellent stability in water and organic solvents, and demonstrating significantly faster water vapor and liquid water permeation rates compared to graphene oxide membranes.
Article
Chemistry, Medicinal
Kotaro Nishimura, Risako Shimada, Keita Yamana, Riku Kawasaki, Toshimi Nakaya, Atsushi Ikeda
Summary: In this study, lipid-membrane incorporated porphyrins were prepared as aqueous solutions. Porphyrins with proton-donor groups at the meso position formed stable aqueous solutions, while tetrakis(carboxyphenyl)porphyrin was soluble in water. The photodynamic activity of tetrakis(hydroxyphenyl)porphyrin was higher than that of tetrakis(aminophenyl)porphyrin, attributed to the self-aggregation of the latter in liposomes.
Article
Biochemistry & Molecular Biology
Riku Kawasaki, Kosuke Kondo, Risako Miura, Keita Yamana, Hinata Isozaki, Risako Shimada, Shogo Kawamura, Hidetoshi Hirano, Tomoki Nishimura, Naoki Tarutani, Kiyofumi Katagiri, Alexandra Stubelius, Shin-ichi Sawada, Yoshihiro Sasaki, Kazunari Akiyoshi, Atsushi Ikeda
Summary: In this study, a theranostic agent based on a hybrid nanoparticle comprising fullerene nanocrystals and gold nanoparticles was developed for cancer diagnosis and therapy. The nanoparticle exhibited stronger photoacoustic signals and photothermal heating characteristics, and showed promise for killing cancer cells and visualizing tumor tissue in vivo.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2022)
Article
Chemistry, Medicinal
Risako Shimada, Shodai Hino, Keita Yamana, Riku Kawasaki, Toshifumi Konishi, Atsushi Ikeda
Summary: This study investigates the photodynamic activity of a dyad system composed of a lipid membrane-incorporated fullerene derivative and a photoantenna molecule in liposomes. It is found that the release of the fullerene derivative from the liposomes can disrupt the dyad system and reduce its photodynamic activity. The hydrophobicity/hydrophilicity balance of the substituent in the fullerene derivatives is shown to be crucial for obtaining a dyad system with high photodynamic activity.
ACS MEDICINAL CHEMISTRY LETTERS
(2022)
Article
Plant Sciences
Misaki Watanabe, Tadahiro Yahagi, Takahiro Shirayama, Katsunori Miyake, Hitoshi Kotani, Takuya Ogawa, Keiichi Matsuzaki
Summary: The study found that the extract from Scutellaria rubropunctata var. rubropunctata can activate ER, promote osteoblast differentiation, activate Runx2 and Osx genes through the BMP/Smad pathway, and may be a potential treatment for postmenopausal osteoporosis.
Article
Chemistry, Multidisciplinary
Katsuya Takahashi, Sota Umezane, Toshikazu Ono, Satoshi Fukutomi, Megumi Ihara, Yoshio Hisaeda, Riku Kawasaki, Atsushi Ikeda
Summary: Compound 1, linked to tris(pentafluorophenyl)borane, exhibits strong fluorescence emission in the solid state through the formation of a charge-transfer complex containing small aromatic guest molecules. The 1-PLL complex in water can include small aromatic guest molecules and significantly enhance the fluorescence. The fluorescence maxima of 1 in aqueous solution and solid state depend on the guest molecule.
CHEMISTRY-AN ASIAN JOURNAL
(2022)
Article
Chemistry, Multidisciplinary
Kosuke Masuda, Riku Omokawa, Riku Kawasaki, Yuta Mise, Yousuke Ooyama, Shogo Harada, Wataru Shinoda, Atsushi Ikeda
Summary: Trimethyl-beta-cyclodextrin (TMe-beta-CDx) and gamma-cyclodextrin (gamma-CDx) can dissolve a tetraphenylethylene derivative (TPE-OH4) in water through high-speed vibration milling. The fluorescence intensity of the TMe-beta-CDx-TPE-OH4 complex is higher than that of the gamma-CDx-TPE-OH4 complex. The smaller cavity of TMe-beta-CDx inhibits the rotation of the central C=C double bond of TPE-OH4. In contrast, the fluorescence intensity of the gamma-CDx-TPE-OH4 complex is weak, but it increases after the addition of liposomes due to the transfer of TPE-OH4 to the lipid membrane.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Article
Chemistry, Multidisciplinary
Sota Umezane, Satoshi Fukutomi, Toshikazu Ono, Yoshio Hisaeda, Tomoki Nishimura, Riku Kawasaki, Atsushi Ikeda
Summary: Naphthalenediimide derivative-absorbed papers, prepared using chloroform solution, exhibited fluorescence when exposed to vapors of small aromatic guests under photoirradiation. The fluorescence characteristics depended on the type of guest aromatic molecules, resembling that of crystals. These papers also demonstrated vapochromic and mechanochromic properties.
NEW JOURNAL OF CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Masafumi Okuno, Keita Yamana, Shogo Kawamura, Kotaro Nishimura, Shodai Hino, Riku Kawasaki, Atsushi Ikeda
Summary: Tetrakis(4-aminophenyl)porphyrin and tetrakis(4-acetamidophenyl)porphyrin were dissolved in water using a polysaccharide (λ-carrageenan) as a water-solubilizing agent. The photodynamic activity of the CGN-2 complex was lower than that of the CGN-1 complex, but the selectivity index (SI) of the CGN-2 complex was higher. In vivo experiments showed that the CGN-2 complex inhibited tumor growth with higher blood retention compared to the CGN-1 complex and Photofrin.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Article
Biochemistry & Molecular Biology
Riku Kawasaki, Atsushi Ikeda
Summary: For the development of delivery systems, solubilizing hydrophobic guest molecules in water is a challenging task. Using a natural product as a solubilizing agent and a mechanochemical high-speed vibration milling apparatus as a solubilizing method, stable aqueous solutions with a high concentration of guest molecules can be prepared. The exchange between solubilizing agents enables the on-off switching of functional guest molecules, and the method can be applied to drug delivery systems by transferring guest molecules into cell membranes.
Article
Chemistry, Organic
Kotaro Nishimura, Keita Yamana, Riku Kawasaki, Atsushi Ikeda
Summary: In this study, a water-soluble lipid membrane-incorporated porphyrin-fullerene composite system was successfully prepared and showed relative stability. Under the hydrophobic conditions of lipid membranes, photoinduced energy transfer between porphyrin and fullerene resulted in efficient generation of singlet oxygen, enhancing the photodynamic activity of the composite system against Colon26 and HeLa cells. Additionally, the porphyrin-fullerene composite system exhibited high selectivity towards HeLa cells compared to normal mouse fibroblast L929 cells.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2023)
Article
Chemistry, Organic
Kazunori Yagi, Kazuki Ohira, Keita Yamana, Keiichi Imato, Riku Kawasaki, Atsushi Ikeda, Yousuke Ooyama
Summary: Two water-soluble photosensitizers, KY-1Na and KY-2Na, based on phenazine-2,3-diol have been developed, which can generate singlet oxygen (O-1(2)). Experimental measurements show that both KY-1Na and KY-2Na have hydrophilicity equivalent to methylene blue. KY-2Na exhibits a higher O-1(2) quantum yield in water compared to KY-1Na, due to the adequately separated highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO) distributions.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Shogo Kawamura, Riku Kawasaki, Shodai Hino, Keita Yamana, Masafumi Okuno, Takuro Eto, Atsushi Ikeda
Summary: Polypeptides can solubilize hydrophobic molecules and prepare highly concentrated water-dispersible complexes with long-term stability and resistance against thermal stress. These complexes show photodynamic activity against cancer cells and improve the dispersibility and storability of guest molecules.
Article
Chemistry, Multidisciplinary
Hiromu Yamada, Keita Yamana, Riku Kawasaki, Kazuma Yasuhara, Atsushi Ikeda
Summary: In this study, liposome gels connected by polyethylene glycol were shown to store both hydrophilic and hydrophobic drugs, and the addition of cyclodextrins led to drug release from the liposomes. The release of liposomes from the gel was influenced by the type of cyclodextrin used, with trimethyl-beta-CDx showing the most significant effect.
Article
Materials Science, Multidisciplinary
Riku Kawasaki, Shogo Kawamura, Shodai Hino, Keita Yamana, Atsushi Ikeda
Summary: The study developed a method to solubilize hydrophobic compounds using polypeptides, resulting in highly concentrated dispersions of the anticancer drug paclitaxel. The complex of paclitaxel with poly-l-lysine efficiently induced cancer cell apoptosis without harming healthy cells, and effectively suppressed the growth of actively growing cancer cell spheroids.
MATERIALS ADVANCES
(2022)
Article
Chemistry, Multidisciplinary
Riku Kawasaki, Reo Ohdake, Takuro Eto, Keita Yamana, Toshimi Nakaya, Takenori Ishida, Akio Kuroda, Atsushi Ikeda
Summary: A liposome chlorin e6-bearing pullulan nanogel hybrid was prepared as a light-triggered payload release platform. The system allowed manipulation of release profile of model drugs encapsulated by liposomes, with gelatin hydrogels successfully controlling delivery of cargo molecules to human mesenchymal stem cells with light stimuli without causing cell injury.
