Article
Biochemistry & Molecular Biology
Varun Rawat, Arkadi Vigalok
Summary: Fluorescent calix[4]arene scaffolds with electron-rich carbazole moiety conjugated at the lower rim have been prepared. The electronic properties of the distal phenolic ring play a major role in the fluorescence quenching in the presence of the N-methyl pyridinium guest. Introducing an electron-donating piperidine fragment into that ring significantly increases the host-guest interactions, while introducing the same fragment into the proximal phenolic ring weakens the fluorescence response.
Article
Chemistry, Multidisciplinary
Natsumi Nitta, Shin-ichi Kihara, Takeharu Haino
Summary: We developed a new synthetic method to construct supramolecular A(8)B(n) (n=1, 2, 4) miktoarm star copolymers through host-guest complexation. The formation of these copolymers was confirmed by various analytical techniques. The miktoarm copolymers exhibited phase separation in bulk, and the micro-Brownian motion of the A(8)B(4) structure was enhanced due to weak segregation interaction between immiscible arms.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Juan-Juan Li, Rui-Xue Rong, Yan Yang, Zong-Ying Hu, Bing Hu, Ying-Ying Zhao, Hua-Bin Li, Xin-Yue Hu, Ke-Rang Wang, Dong-Sheng Guo
Summary: Host-guest drug delivery systems (HGDDSs) have been studied to modify therapeutic agents and improve treatment effects. The targeting ability of HGDDSs needs continuous improvement for the development of precision medicine. In this study, a lactose-modified azocalix[4]arene (LacAC4A) was used as a triple targeting drug carrier for antitumor purposes. LacAC4A showed effective tumor growth suppression through passive targeting, active targeting, and stimuli-responsive targeting. This design principle provides a new material for drug delivery systems.
MATERIALS HORIZONS
(2023)
Article
Chemistry, Multidisciplinary
Jianbing Jin, Jiarong Miao, Chuyang Cheng
Summary: A mono-mercapto-functionalized pillar[5]arene and its dimer were synthesized and found to be reversibly interconverted, with a faster reversible redox conversion observed in their host-guest complexes compared to the hosts themselves.
CHEMICAL COMMUNICATIONS
(2021)
Review
Chemistry, Multidisciplinary
Sayan Sarkar, Pablo Ballester, Mark Spektor, Evgeny A. Kataev
Summary: The design of high-affinity synthetic host-guest complexes is crucial for constructing novel supramolecular assemblies, functional materials, molecular probes, artificial signal transduction events, and interfaces with the biological world. This review discusses recent achievements in designing 1:1 host-guest complexes with exceptional stabilities exceeding 10(6) M-1. The relationships between thermodynamic constants and structural parameters are analyzed, and the design features of high-affinity hosts are discussed, considering different solvents and noncovalent interactions for complex stabilization. Hints for future design of synthetic receptors with high affinity and selectivity are provided.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Lynn S. Lisboa, Mie Riisom, Roan A. S. Vasdev, Stephen M. F. Jamieson, L. James Wright, Christian G. Hartinger, James D. Crowley
Summary: Two new di(2,2'-bipyridine) ligands were synthesized to generate metallosupramolecular cylinders, which were characterized through various spectroscopic techniques. The cylinders crystallized as racemic mixtures of helicates and showed anticancer activity against different cell lines, with potential differences in modes of action compared to standard treatments like cisplatin.
FRONTIERS IN CHEMISTRY
(2021)
Article
Chemistry, Analytical
Ermanno Vasca, Francesco Siano, Tonino Caruso
Summary: A fluorescence sensing method based on host-guest molecular recognition is proposed for the detection of widely used herbicides paraquat and diquat. The method utilizes calix[6]arene derivatives containing anthracene or naphthalene as pendant fluorophore to recognize paraquat and diquat in hydroalcoholic solution and shows a broad linear response range. The method has been successfully applied to the determination of paraquat in drinking water samples.
Article
Chemistry, Multidisciplinary
Masayuki Morie, Ryo Sekiya, Takeharu Haino
Summary: In this study, a triple-stranded metallohelicate was formed by self-assembly of 5,17-difunctionalized calix[4]arenes and metal cations, showing good encapsulation properties and selectivity. CD spectroscopy confirmed the preference of the metallohelicate for guest molecules. NMR, UV-vis experiments, and molecular mechanics calculations revealed the interaction mechanism between the metallohelicate and guest molecules.
CHEMISTRY-AN ASIAN JOURNAL
(2021)
Article
Chemistry, Organic
Lijun Mao, Fengwu Li, Lingzi Huang, Xin Qu, Ke Wang, Yanjing Zhang, Da Ma
Summary: A new type of macrocyclic arene, calix[n]phenoxazines, based on phenoxazine compounds, has been developed. Calix[3]phenoxazines with different substitutes on nitrogen atoms and methylene bridges have been synthesized with a yield of 30%-70%. The study reveals that calix[3]phenoxazines possess electron-rich cavities, allowing them to selectively encapsulate suitable electron-deficient guests through multiple noncovalent interactions.
Review
Chemistry, Multidisciplinary
Takehiro Hirao, Takeharu Haino
Summary: This review introduces the research directions for the synthesis of supramolecular fullerene polymers, including the linear, networked, helical arrays directed by the use of calix[5]arene-fullerene interactions, and the investigation of the calix[5]arene-fullerene interaction for control over the chain structures of covalent polymers.
CHEMISTRY-AN ASIAN JOURNAL
(2022)
Article
Chemistry, Organic
Nicolas Nyssen, Daniela Ajami, Adrien Ardelean, Florent Desroches, Jing Li, Michel Luhmer, Olivia Reinaud, Ivan Jabin
Summary: The study on a molecular capsule based on a calix[6]arene core reveals unique coordination modes to prevent guest molecule exchange and evaluates the impact of different closing mechanisms on binding ability. The selective binding of different ligands through metal ion coordination highlights the importance of rigidification of receptor conformation. However, increased rigidity may weaken host-guest interactions, affecting the induced-fit behaviors observed in the parent compound.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Seung Hyeon Kim, Jaehyeon Kim, Sung Kuk Kim
Summary: The synthesized Calix[4]arenes 1 and 2 can act as dual optical sensors and a fluorescent cation sensor, recognizing divalent cations such as Ca2+, Zn2+, Ba2+, Hg2+, and Pb2+ with a higher preference for Hg2+, leading to distinct color and fluorescence changes. Analysis in acetonitrile also revealed that receptor 1 binds the cations through different binding modes, resulting in unique colorimetric and fluorometric responses.
NEW JOURNAL OF CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Barbara Lesniewska, Anthony W. Coleman, Kinga Suwinska
Summary: Para-sulfonato-calix[4]arene has been proven to be a great receptor for biomolecules. In this study, four complexes of para-sulfonato-calix[4]arene with bioactive molecules were presented and their structures were determined by X-ray diffraction. The complexes accommodate biomolecules within the hydrophobic cavity and are stabilized by noncovalent interactions.
CRYSTAL GROWTH & DESIGN
(2022)
Article
Chemistry, Multidisciplinary
Yan-Long Ma, Shi Yan, Xiong-Jie Xu, Hua Cao, Ruibing Wang
Summary: Bioorthogonal chemistry, with its simplicity, high efficiency, and chemo-selectivity, has great potential in pre-targeting applications. Synthetic host-guest pairs, which have small molecular sizes, strong chemical stability, fast conjugation rate, tunable binding affinity, and easy modification, provide a novel non-covalent bioorthogonal tool for pre-targeting. This review provides a comprehensive overview of the development of synthetic host-guest pairs as novel bioorthogonal tools for pre-targeting, serving as a reference for researchers interested in improving pre-targeting.
CHINESE CHEMICAL LETTERS
(2024)
Article
Chemistry, Multidisciplinary
Takehiro Hirao, Naoka Fujii, Yoshiki Iwabe, Takeharu Haino
Summary: Self-sorting supramolecular polymerization was achieved using chiral calix[5]arene hosts and a dumbbell-shaped fullerene guest, leading to the formation of helical supramolecular fullerene polymers. The controlled supramolecular polymerization was confirmed through diffusion-ordered H-1 NMR (DOSY) and circular dichroism (CD) studies.
CHEMICAL COMMUNICATIONS
(2021)
Article
Chemistry, Analytical
Satish Balasaheb Nimse, Keum-Soo Song, Shrikant Dashrath Warkad, Taisun Kim
Summary: The study introduces a new method for detecting multiple pathogens on a single platform with highly sensitive and specific DNA hybridization. Experimental results demonstrate that the method can efficiently detect and discriminate in clinical samples.
Review
Biotechnology & Applied Microbiology
Sanju Singh, Satish B. Nimse, Doniya Elze Mathew, Asmita Dhimmar, Harshal Sahastrabudhe, Apexa Gajjar, Vishal A. Ghadge, Pankaj Kumar, Pramod B. Shinde
Summary: Melanin, a group of biopolymers, has potential applications in medical sciences, cosmeceutical, bioremediation, and bioelectronic applications. Biosynthesis of melanin in fungi and bacteria mainly occurs through two pathways, leading to different types of melanin with different synthesis enzymes. Research on increasing melanin yield for large-scale production is beneficial for various applications.
BIOTECHNOLOGY ADVANCES
(2021)
Review
Chemistry, Medicinal
Supriyo Saha, Dilipkumar Pal, Satish Balasaheb Nimse
Summary: This manuscript focuses on the importance of indazole derivatives in the treatment of various gastrointestinal diseases. Different indazole derivatives play a critical role in the treatment of different diseases such as IBS, diarrhea, metabolic syndrome, and gastrointestinal cancers. By analyzing the receptors associated with gastrointestinal disorders, it was found that indazole derivatives can effectively interact with the receptors.
CURRENT TOPICS IN MEDICINAL CHEMISTRY
(2022)
Article
Chemistry, Medicinal
Jung-Seop Lee, In-ho Song, Shrikant Dashrath Warkad, Gyu Seong Yeom, Pramod B. Shinde, Keum-soo Song, Satish Balasaheb Nimse
Summary: In this study, a series of 2,5-substituted-1H-benzo[d]imidazole derivatives were synthesized and it was demonstrated that compounds B15, B16, B19, and B20 exhibit excellent anticancer activity.
DRUG DEVELOPMENT RESEARCH
(2022)
Article
Chemistry, Analytical
Keum-Soo Song, Satish Balasaheb Nimse, Shrikant Dashrath Warkad, Jung-Hoon Kim, Hey-Jin Kim, Taisun Kim
Summary: Lung cancer is a leading cause of death globally. Low-dose computed tomography (LDCT) reduces lung cancer mortality by 20% compared to standard chest X-rays among current or heavy smokers, but has a high false-positive rate. This study presents a method based on biomarker detection to complement LDCT for detecting various stages of lung cancer.
Article
Chemistry, Analytical
Gyu Seong Yeom, In-ho Song, Shrikant Dashrath Warkad, Pramod B. Shinde, Taewoon Kim, Seong-min Park, Satish Balasaheb Nimse
Summary: The study successfully utilized the ABIA fluorescent probe and CysDDev device for highly sensitive detection of cysteine, achieving excellent results in simulated human urine as well as successful detection in intracellular assays.
Article
Biochemistry & Molecular Biology
Dilipkumar Pal, In-ho Song, Shrikant Dashrath Warkad, Keum-soo Song, Gyu Seong Yeom, Supriyo Saha, Pramod B. Shinde, Satish Balasaheb Nimse
Summary: This review presents the research advances on compounds containing indazole scaffolds as microtubule targeting agents based on articles published in the last two decades. Several compounds have shown potent microtubule inhibition and anticancer activity, with some of them having the lowest IC50 values observed in cell line studies.
BIOORGANIC CHEMISTRY
(2022)
Article
Biotechnology & Applied Microbiology
Supriyo Saha, Gyu Seong Yeom, Satish Balasaheb Nimse, Dilipkumar Pal
Summary: The manuscript focuses on providing clues to enhance the innate immunity of coronavirus patients and protect them from new mutant strains and black fungus infections. Through molecular docking studies, potential therapeutic candidates for COVID-19 and drugs for treating black fungus infections were identified. The combined therapy of ledipasvir and itraconazole could be a better alternative for treating COVID-19 patients coinfected with black fungus.
BIOMED RESEARCH INTERNATIONAL
(2022)
Article
Chemistry, Analytical
In-ho Song, Gyu Seong Yeom, Anil Kuwar, Satish Balasaheb Nimse
Summary: In this study, a benzimidazole-based compound and its derivative probe were synthesized for the highly selective detection and quantification of cysteine in human serum. The derivative probe showed high selectivity and sensitivity for cysteine and achieved lower detection limits compared to reported methods in serum samples.
Article
Biochemistry & Molecular Biology
Kundan Tayade, Gyu-Seong Yeom, Suban K. Sahoo, Horst Puschmann, Satish Balasaheb Nimse, Anil Kuwar
Summary: This study synthesized Schiff base compound 2 and determined its crystal structure and molecular structure. The antioxidant activity of this compound was confirmed through calculations and experiments. The compound exhibited excellent antioxidant activity and low cytotoxicity.
Article
Chemistry, Analytical
Prasad M. Sonawane, Neha Jain, Arkaprava Roychaudhury, Su Jeong Park, Vikas K. Bhosale, Mahesh B. Halle, Cheol-Hee Kim, Satish Balasaheb Nimse, David G. Churchill
Summary: This study introduces the synthesis and application of a highly sensitive fluorescence turn-on probe, Myco-OCl, for the specific and rapid detection of HOCl. The probe shows exceptional performance and has been successfully applied for live cell imaging and detection of HOCl in a zebrafish model.
Article
Chemistry, Analytical
Prasad M. Sonawane, Neha Jain, Arkaprava Roychaudhury, Su Jeong Park, Vikas K. Bhosale, Mahesh B. Halle, Cheol-Hee Kim, Satish Balasaheb Nimse, David G. Churchill
Summary: This study introduces a highly sensitive fluorescence turn-on probe, Myco-OCl, for detecting HOCl with exceptional specificity and rapid response. The probe has great potential for detecting HOCl in diverse physiological systems.
Article
Chemistry, Medicinal
Keum-soo Song, Satish Balasaheb Nimse, Junghoon Kim, Shrikant Dashrath Warkad, Taisun Kim
Summary: The developed ID-Checker enables highly specific delivery of anticancer agents to cancer cells through GLUT channels, resulting in cancer cell death within a short period of time without causing damage to normal cells.
JOURNAL OF MEDICINAL CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Manohar Patil, Su Jeong Park, Gyu Seong Yeom, Ratnamala Bendre, Anil Kuwar, Satish Balasaheb Nimse
Summary: A Schiff base ligand FHE was synthesized and showed specific complex formation with Zn2+ ions, resulting in enhanced fluorescence. FHE demonstrated high sensitivity for detecting Zn2+ ions in living cells and environmental samples.
NEW JOURNAL OF CHEMISTRY
(2022)
Article
Materials Science, Multidisciplinary
In-ho Song, Pritam Torawane, Jung-Seop Lee, Shrikant Dashrath Warkad, Amulrao Borase, Suban K. Sahoo, Satish Balasaheb Nimse, Anil Kuwar
Summary: The newly synthesized Schiff base receptor 3 exhibits excellent selectivity and sensitivity towards Cu2+ and Al3+ ions through UV-vis absorption and fluorescence spectroscopy, respectively. It shows detectable color changes and significant fluorescent enhancement in the presence of these ions, with a much lower limit of detection for Al3+ ions.
MATERIALS ADVANCES
(2021)
Article
Chemistry, Organic
Geeta Devi Yadav, Pooja Chaudhary, Balaram Pani, Surendra Singh
Summary: Chiral transition metal complexes with privileged ligands are efficient catalysts for various asymmetric organic transformations. Transition metal complexes of C1-symmetric pyrrolidine-based ligands have been widely used in asymmetric organic reactions. However, a comprehensive review article on the transition metal complexes of chiral C1-symmetric pyrrolidine-based ligands derived from (L)-proline has not been published.
TETRAHEDRON LETTERS
(2024)