Article
Chemistry, Organic
Denis S. Baranov, Alexander A. Popov, Danil A. Nevostruev, Alexey A. Dmitriev, Yurii Gatilov, Elena S. Kobeleva
Summary: The method described in this study efficiently synthesizes 2-R-naphtho[2,3-b]thiophene-4,9-diones via a series of reactions starting from 2-bromo-1,4-naphthoquinone and alkynes. The protocol offers mild reaction conditions, good functional group tolerance, and readily available starting materials.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Biochemistry & Molecular Biology
Hongbo Tan, Zehui Qi, Yuanhui Yu, Xu Zhang, Yuheng Xiang, Jingwen Huang, Zhigang Xu, Dianyong Tang, Zhongzhu Chen, Bochu Wang
Summary: A visible-light-mediated [3+2] cycloaddition reaction has been developed for the synthesis of important naphtho[2,3-b]furan-4,9-dione compounds. This new method offers a powerful, green, efficient, and facile means to expand the structural diversity of these compounds as promising scaffolds for novel drug discovery. It demonstrates excellent regioselectivity and remarkable functional group tolerance, delivering a variety of target compounds in good yields under environmentally friendly conditions.
Article
Chemistry, Physical
Hong-bo Tan, Xu Zhang, Yu-heng Xiang, Jing-wen Huang, Zhi-gang Xu, Dian-yong Tang, Zhong-zhu Chen, Bo-chu Wang
Summary: This article describes an efficient, concise, and green visible-light-mediated [3 + 2] cycloaddition reaction for the diastereoselective synthesis of naphtho[2,3-b]furan-4,9-diones starting from readily available 2-hydroxy-1,4-naphthoquinones and alkynes without any bases, metals, ligands, or other catalysts. The products could be obtained under blue LED (460 nm) irradiation at ambient temperature in 6 h with perfect regioselectivity and remarkable functional group tolerance. This approach provides an original, powerful, green, efficient, and facile way to expand the structural diversity of compounds with the structure motifs of naphtho[2,3-b]furan-4,9-diones and dihydronaphtho[2,3-b]furan-4,9-diones as promising scaffolds for novel drug discovery.
JOURNAL OF MOLECULAR STRUCTURE
(2023)
Article
Polymer Science
Quanliang Wang, Xudong Gao, Xin Jing, Yonghai Li, Kaili Zhang, Feng Li, Renqiang Yang, Liangmin Yu, Mingliang Sun
Summary: Designing and synthesizing new organic photovoltaic materials, such as naphtho [2,3-c]thiophene-4,9-dione (NTD), and its analogues, can significantly impact the photovoltaic potential of polymer solar cells (PSCs). Side-chain modification on NTD in this study resulted in the synthesis of two new D-A conjugated donor polymers, PBNO and PBNS, with enhanced power conversion efficiency. This work demonstrates that analogues of excellent molecules have huge photovoltaic potential and side-chain modification plays a significant role in improving the photovoltaic performance of PSCs.
Article
Chemistry, Organic
Rayhaneh Alipoor, Mohammad Reza Mohammadizadeh, Dariush Saberi
Summary: This study reports the synthesis of two important families of organic compounds using one-pot three-component methods. The reactions were carried out using new starting materials and the products were identified using IR, H-1- and C-13-NMR spectra. The NMR spectra of some products showed asymmetric properties and the presence of diastereomers, as well as the formation of nonplanar eight-membered rings.
POLYCYCLIC AROMATIC COMPOUNDS
(2022)
Article
Chemistry, Medicinal
Meena Devi, Parvin Kumar, Rahul Singh, Jayant Sindhu, Ashwani Kumar, Sohan Lal, Devender Singh, Harish Kumar
Summary: In this study, a series of novel compounds were synthesized and evaluated for their conformation and a-amylase inhibitory activity. Compound H6 showed the highest activity among the tested compounds. Structure-activity relationship analysis indicated that variable substitution at the aryl ring played a crucial role in determining the inhibitory action of these compounds. Docking simulations and metabolism prediction confirmed the potential of H6 as a treatment for Type 2 diabetes.
FUTURE MEDICINAL CHEMISTRY
(2023)
Article
Chemistry, Physical
Dipak P. Hiwarale, Wilson B. Chandane, Sandip M. Deshmukh, Satyanarayan M. Arde, Vikas D. Sonawane, Mahesh G. Kukade, Nitin M. Naik, Kailas D. Sonawane, Gajanan S. Rashinkar, Shivanand G. Sonkamble
Summary: A series of 2,3-dihydro-1H-pyrazol-4-ylnaphthalene-1,4-diones were synthesized through a one-pot, multi-component condensation reaction. The synthesized compounds exhibited good antimycobacterial activity against both drug-sensitive and isoniazid-resistant Mycobacterium tuberculosis strains, with MIC values ranging from 0.49 to 5.16 μM. Compound 5i showed equivalent antimycobacterial activity to the reference drug isoniazid. Molecular docking analysis provided insights into the binding interactions between the synthesized compounds and the active site of the membrane transporter protein MmpL3.
JOURNAL OF MOLECULAR STRUCTURE
(2023)
Article
Chemistry, Medicinal
Meena Devi, Parvin Kumar, Rahul Singh, Jayant Sindhu, Ramesh Kataria
Summary: In this study, the inhibitory action of 1,4-naphthoquinone, imidazole, and 1,2,3-triazole motifs on alpha-amylase enzyme was synergized by incorporating them into a single matrix. A series of novel naphtho[2,3-d]imidazole-4,9-dione appended 1,2,3-triazoles were synthesized and their chemical structures were determined. The derivatives showed alpha-amylase inhibitory activity, with compounds containing -OCH3 and -NO2 groups showing the highest inhibition potential.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2023)
Article
Chemistry, Medicinal
Amanda Berg, Chelsea B. Swartchick, Noah Forrest, Matthew Chavarria, Madeleine C. Deem, Alyson N. Sillin, Yuexin Li, Teresa M. Riscoe, Aaron Nilsen, Michael K. Riscoe, Warren Jl Wood
Summary: This study investigates the improvement of antimalarial activity by modifying promising compounds from 1948. One derivative showed stronger antimalarial effects than the original compound, contrary to expectations. The data also demonstrate differences in sensitivity between avian and human malarial parasites for these compounds.
FUTURE MEDICINAL CHEMISTRY
(2022)
Article
Chemistry, Applied
Gabriel Monteze Ferreira, Ana Paula Braga Lima, Guilherme Rocha Pereira, Glenda Nicioli da Silva, Geraldo Celio Brandao
Summary: This study synthesized a novel naphthoquinone containing a hetero sulfur atom and found its antiproliferative activity on bladder cancer, regardless of TP53 status. In addition, the naphthoquinone also affected cell morphology, migration, oxidative stress, and cell cycle.
NATURAL PRODUCT RESEARCH
(2023)
Article
Chemistry, Multidisciplinary
Hai-xuan Liu, Fei Ji, Yu Chen, Ya Gao, Jun-ke Wang, Ming-zhi Zhang, Fang Liu, Qiang Sha
Summary: This study reports a divergent synthesis of a variety of 2 alpha- and 5 alpha-substituted furan derivatives from 2-hydroxy-1,4-diones, achieved through selective reactions using different substrates and catalysts. The products showed moderate antifungal activity against Rhizoctorzia solani and Botrytis cinerea.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Inorganic & Nuclear
Mridhul R. K. Ramachandran, Gregor Schnakenburg, Moumita Majumdar, Zsolt Kelemen, Dalma Gal, Laszlo Nyulaszi, Rene T. Boere, Rainer K. Streubel
Summary: Anionic 1,4-dihydro-1,4-diphosphinines were synthesized and P-methylated in this study. The recyclability and redox chemistry of these compounds were confirmed by experimental and simulated cyclic voltammetry analysis, suggesting their potential application as 2-electron cathode for rechargeable cells. TD-DFT studies were conducted to examine the species involved in the reaction process.
INORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Xiangyang Tang, Hui Liu, Futong Liu, Xin He, Xuehui Xu, Jianwu Chen, Qiming Peng, Ping Lu
Summary: Efficient red emitters based on phenanthro[9,10-d]imidazole-naphtho[2,3-c][1,2,5]thiadiazole donor-acceptor derivatives were reported in this study, demonstrating high photoluminescence quantum yield (PLQY) in doped films and relatively high PLQY in neat films. These emitters showed efficient red electroluminescence (EL) in doped devices with a maximum external quantum efficiency (EQE) of 6.96% and 5.92%, respectively.
CHEMISTRY-AN ASIAN JOURNAL
(2021)
Article
Chemistry, Multidisciplinary
Velmurugan Tamilselvi, Cinnathambi Subramani Maheswari, Appaswami Lalitha
Summary: A new, efficient one-pot three-component synthesis of oxindole derivatives has been developed, offering excellent yields, shorter reaction time, readily available starting materials, and mild reaction conditions. This method avoids the use of expensive catalysts and toxic solvents, making it a simple and effective synthetic approach.
JOURNAL OF THE IRANIAN CHEMICAL SOCIETY
(2022)
Article
Chemistry, Medicinal
Kiran S. Toti, Rajkumar Verma, Michael J. McGonnigle, Daylin Gamiotea Turro, Zhiwei Wen, Sarah A. Lewicki, Bruce T. Liang, Kenneth A. Jacobson
Summary: This study reveals the potential of P2X4 receptor antagonists in treating ischemic stroke and demonstrates neuroprotective and memory-enhancing activities in an animal model. Specific compounds show selectivity and efficacy in vivo, and exhibit the ability to reduce brain atrophy in a mouse stroke model.
JOURNAL OF MEDICINAL CHEMISTRY
(2022)
Article
Chemistry, Organic
Leonid M. Gornostaev, Tatyana A. Rukovets, Elena V. Arnold, Tatyana I. Lavrikova, Juliya G. Khalyavina, Irina S. Kryukovskaya
CHEMISTRY OF HETEROCYCLIC COMPOUNDS
(2015)
Article
Chemistry, Organic
L. M. Gornostaev, E. V. Nuretdinova, T. I. Lavrikova, Yu G. Khalyavina, I. S. Kryukovskaya, Yu V. Gatilov
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY
(2015)
Article
Chemistry, Organic
L. M. Gornostaev, Yu. G. Khalyavina, A. S. Kuznetsova, O. I. Fominykh, D. A. Tropina, E. V. Murashova, I. A. Zamilatskov, V. V. Chernyshev
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY
(2016)
Article
Chemistry, Multidisciplinary
L. M. Gornostaev, T. A. Rukovets, T. I. Lavrikova, Yu. G. Khalyavina, G. A. Stashina
RUSSIAN CHEMICAL BULLETIN
(2017)
Article
Oncology
Leonid M. Gornostaev, Vladimir B. Tsvetkov, Alina A. Markova, Tatyana I. Lavrikova, Yulia G. Khalyavina, Anastasia S. Kuznetsova, Dmitry N. Kaluzhny, Alexei V. Shunayev, Maria V. Tsvetkova, Valeria A. Glazunova, Vladimir V. Chernyshev, Alexander A. Shtil
ANTI-CANCER AGENTS IN MEDICINAL CHEMISTRY
(2017)
Article
Biochemistry & Molecular Biology
Svetlana V. Vasilyeva, Anastasya S. Kuznetsova, Juliya G. Khalyavina, Valeria A. Glazunova, Alexander A. Shtil, Leonid M. Gornostaev, Vladimir N. Silnikov
NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS
(2014)
Article
Chemistry, Multidisciplinary
L. M. Gornostaev, L. V. Dolgushina, Yu. G. Khalyavina, G. A. Stashina, S. I. Firgang
RUSSIAN CHEMICAL BULLETIN
(2011)
Article
Chemistry, Multidisciplinary
L. M. Gornostaev, Yu. G. Khalyavina, T. I. Lavrikova, G. A. Stashina, S. I. Firgang, V. V. Chernyshev
RUSSIAN CHEMICAL BULLETIN
(2014)
Article
Chemistry, Organic
L. M. Gornostaev, Yu G. Khalyavina, N. P. Gritsan, Yu V. Gatilov
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY
(2013)
Article
Chemistry, Organic
L. M. Gornostaev, Yu. G. Khalyavina, T. I. Lavrikova, Yu. V. Gatilov, G. A. Stashina, S. I. Firgang
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY
(2014)
Article
Biochemistry & Molecular Biology
Svetlana V. Vasilyeva, Nikita A. Kuznetsov, Anastasya S. Kuznetsova, Juliya G. Khalyavina, Darya A. Tropina, Tatyana I. Lavrikova, Olga I. Kargina, Leonid M. Gornostaev
BIOORGANIC CHEMISTRY
(2017)
