Article
Chemistry, Multidisciplinary
Bhagwat R. Patil, Navnath T. Hatvate, Atul H. Bari, Dipak Pinjari, Aniruddha B. Pandit
Summary: A mild, convenient, and green route for synthesizing benzoxazole derivatives using o-aminocardanol and aromatic aldehydes in the presence of Indion 190 resin as a heterogeneous catalyst was developed. The reaction was conducted under ultrasound irradiation and a greener solvent, resulting in good yields of the desired products. The study demonstrated the tolerance of the reaction towards various electron-donating, electron-withdrawing, polyaromatic, and heterocyclic aldehydes. Additionally, the heterogeneous catalyst Indion 190 resin could be recovered and reused several times without significant loss of its catalytic activity.
JOURNAL OF CHEMICAL SCIENCES
(2023)
Article
Chemistry, Physical
Savarimuthu David Amalraj, Surya Cholayil Palapetta, Gurusamy Harichandran
Summary: In this study, a series of pharmaceutically valuable and functionalized fused heteroaromatic compounds were synthesized via catalytic cyclocondensation. Amberlite IRA400-Cl anionic resin was used as an efficient green catalyst. The method showed mild conditions, easy operation, excellent product yield, green catalyst, and catalyst reusability.
JOURNAL OF MOLECULAR STRUCTURE
(2022)
Review
Pharmacology & Pharmacy
Ahmed Abdullah Al Awadh
Summary: This article summarizes the significant applications of organic heterocyclic compounds such as indole, benzoxazole, benzothiazole, and benzimidazole in fields such as pharmacy, industries, dyes, medicine, polymers, and food packages. It also discusses the medicinal applications of their metal complexes, highlighting their potential in various areas such as anti-ulcerogenic, anti-cancer, antihypertensive, antifungal, anti-inflammatory, antitubercular, antiparasitic, anti-obesity, antimalarial, antiglycation, antiviral, antineuropathic, analgesic, antioxidant, antihistaminic, and antibacterial properties. The article aims to assist researchers in the design and synthesis of novel and potent compounds with significant applications.
SAUDI PHARMACEUTICAL JOURNAL
(2023)
Review
Biochemistry & Molecular Biology
Yue Zou, Yong Zhang, Xing Liu, Hongyi Song, Qingfeng Cai, Sheng Wang, Chongfen Yi, Jixiang Chen
Summary: Benzoxazole and benzothiazole have shown a wide range of agricultural activities as antibacterial, antiviral, and herbicidal agents, making them important structures in agrochemical research. Recent progress has been made in the development of herbicides and insecticides based on benzoxazoles and benzothiazoles. The widespread use of these compounds suggests the potential for more new products in the future. This review provides a comprehensive analysis of their application, including the discovery of active compounds and their activities, as well as the structure-activity relationship and mechanism.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2023)
Article
Chemistry, Applied
Lei Sun, Xiaoyu Wang, Paul Fleurat-Lessard, Claude P. Gros, Frederic Bolze, Haijun Xu
Summary: The synthesis and spectroscopic characterization of a series of benzazole derivatives with different carbazole substituents were reported in this article. The photophysical properties of these molecules in different solvents were investigated using UV-vis absorption and fluorescence spectroscopy. The dyes exhibited strong absorption bands in the near ultraviolet region, fluorescence emission in the blue-green region, and large Stokes' shifts. Molecular modeling was utilized to explain their spectroscopic behavior, and they were found to possess high thermal stability.
Article
Engineering, Environmental
Lijinhong Huang, Bin Xiao, Lihong Liu, Wenhao Li, Xiaoguang Duan, Wanfu Huang, Chunyan Fan, Yu Dong, Shaomin Liu
Summary: In this study, three-dimensional porous polymers were successfully prepared using benzimidazole and benzoxazole via a one-pot synthesis. The materials exhibited high surface areas and pore volumes, making them suitable for the adsorption and removal of heavy rare earth ions.
JOURNAL OF WATER PROCESS ENGINEERING
(2023)
Article
Chemistry, Medicinal
Hazem Elkady, Khaled El-Adl, Helmy Sakr, Adel S. Abdelraheem, Sally I. Eissa, Mohamed Ayman El-Zahabi
Summary: Eleven novel benzoxazole/benzothiazole-based thalidomide analogs were designed and synthesized as new effective antitumor immunomodulatory agents. The open analogs with semicarbazide and thiosemicarbazide moieties exhibited higher cytotoxic activities than derivatives with closed glutarimide moiety. Compound 13a and 14 demonstrated the highest anticancer activities and significant immunomodulatory effects on TNF-α, CASP8, VEGF, and NF-κB p65 in HCT-116 cells. Additionally, the synthesized compounds showed favorable in silico ADMET profiles.
ARCHIV DER PHARMAZIE
(2023)
Article
Chemistry, Medicinal
Abigail C. Jackson, Tyler B. J. Pinter, Daniel C. Talley, Adnan Baker-Agha, Dhruvil Patel, Paul J. Smith, Katherine J. Franz
Summary: Metallo-beta-lactamases, such as NDM-1, utilize catalytic zinc ions in their active sites and have the ability to hydrolyze nearly all clinically available beta-lactam antibiotics. Inhibitors of metallo-beta-lactamases, which are urgently needed to combat antibacterial drug resistance, show promise in zinc-binding compounds. Evaluating 13 chelating agents containing benzimidazole and benzoxazole scaffolds as NDM-1 inhibitors revealed six compounds with potent inhibitory activity, suggesting potential for further development as NDM-1 inhibitors.
Article
Chemistry, Physical
Reddymasu Sireesha, Reddymasu Sreenivasulu, Choragudi Chandrasekhar, Surender Singh Jadav, Y. Pavani, Mandava Venkata Basaveswara Rao, Mannam Subbarao
Summary: A new series of benzimidazole/benzoxazole linked beta-carbolines were designed and synthesized, showing significant anti-cancer activity, especially against MCF-7 cell lines. These hybrid beta-carbolines also exhibited potential as kinase binders in molecular interaction analysis, suggesting promising future applications in cancer research.
JOURNAL OF MOLECULAR STRUCTURE
(2021)
Article
Chemistry, Inorganic & Nuclear
X. van Niekerk, T. I. A. Gerber, E. C. Hosten
Summary: The reactivity of the rhenium(I) precursor fac-[Re(CO)(5)Cl] with various benzo-fused ligands was studied, resulting in the isolation of novel complexes with different types of rhenium complexes depending on the ligands used.
Article
Biochemistry & Molecular Biology
Anna Makowska, Franciszek Saczewski, Patrick J. Bednarski, Maria Gdaniec, Lukasz Balewski, Magdalena Warmbier, Anita Kornicka
Summary: A series of copper(II) complexes were synthesized and screened for their activity against human cancer cell lines, showing significant inhibitory properties. The newly prepared Cu(II) complexes often displayed increased activity compared to the free ligands. Among the complexes, certain compounds exhibited higher potency than cisplatin against the tested cell lines.
Article
Polymer Science
Haiquan Chen, Fengna Dai, Mengxia Wang, Chunhai Chen, Guangtao Qian, Youhai Yu
Summary: In this study, a pair of isomer diamines containing both benzimidazole and benzoxazole were successfully synthesized and used to prepare homopolyimides. The resulting polyimides exhibited outstanding thermal properties and ideal mechanical properties, making them suitable for flexible display substrate materials in the next generation.
JOURNAL OF POLYMER SCIENCE
(2021)
Article
Chemistry, Multidisciplinary
Hiroyuki Takeda, Makoto Shimo, Gai Yasuhara, Ken Kobori, Motoko S. Asano, Yutaka Amao
Summary: Three heteroleptic Cu(I) complexes were synthesized, using phenanthroline-based ligand as a chromophore and bearing benzoxazole, benzothiazole, and thiazole moieties. Phenanthroline ligands modified with electron-withdrawing five-membered aryl groups showed significant red-shifts in metal-to-ligand charge transfer bands, allowing absorption of visible light up to 500 nm. The obtained Cu(I) complexes exhibited low quantum yields ranging from 0.01 to 0.04 and long lifetimes ranging from 0.4 to 3 μs.
Article
Chemistry, Inorganic & Nuclear
Hao-Sen Liao, Yong-Xu Hu, Xin Xia, Dong-Dong Xie, Hai-Jun Chi, Yan Dong, Xing-Chen Li, Yan-Li Lv, Dong-Yu Zhang, Xiao Li
Summary: This study focuses on the development of inkable phosphorescent Ir(III) complexes by introducing CF3 group, and investigates the performance and impact. Among the tested OLEDs, those with (obt)(2)Ir(acac)/(obm)(2)Ir(acac) emitter exhibit the maximum external quantum efficiency.
JOURNAL OF ORGANOMETALLIC CHEMISTRY
(2022)
Article
Chemistry, Physical
Zhi-Ying Gong, Cheng-Li Yang, Dan Wang, Lang Huang, Zhi-Bing Dong
Summary: An efficient and convenient one-pot synthesis of benzoxazole/benzothiazole-substituted esters is achieved through a selective Michael addition reaction. This protocol offers high selectivity, good functional tolerance, mild conditions, and excellent yields, demonstrating its potential for the preparation of biologically and pharmaceutically active compounds.
Review
Chemistry, Applied
Suryapratap J. Sharma, Nagaiyan Sekar
Summary: Dyes with a coumarin core are highly valuable for their ability to absorb and emit light in the deep-red to NIR region. They play essential roles in biology, DSSC, NLO materials, and LASER dyes. This review summarizes the photophysical features, synthetic methodologies, and applications of these dyes. The relevance of DFT and TD-DFT techniques in obtaining the desired photophysical characteristics of coumarin dyes before synthesis is also discussed.
Article
Chemistry, Organic
Smita Bait, Suvidha Shinde, Ravindra Adivarekar, Nagaiyan Sekar
Summary: In this study, fluorescent acid azo dyes with excited state intramolecular proton transfer (ESIPT) core, based on benzothiazole and benzimidazole, were synthesized and characterized. The spectral characteristics of these dyes in different solvents showed distinct Stokes shifts. The dyed wool and silk fabrics exhibited high exhaustion percentages and demonstrated antibacterial and UV protective properties.
POLYCYCLIC AROMATIC COMPOUNDS
(2023)
Article
Chemistry, Multidisciplinary
Milind S. Thakare, Nilesh S. Pawar, Vishnu A. Adole, Dipak B. Patil, Vikas Patil
Summary: A novel strategy using coumarin based fluorophore was established for the selective detection of Au3+ species. The detection mechanism involves the anchoring and un-anchoring of the fluorophore, triggered by the alkynophilicity of gold ions. The synthesized CEB probe showed high sensitivity in response to Au3+ ions, inducing a turn-on fluorescence change through the activation of a triple bond.
JOURNAL OF THE INDIAN CHEMICAL SOCIETY
(2022)
Article
Chemistry, Physical
Vandana Kumari Shukla, Suryapratap J. Sharma, Nagaiyan Sekar
Summary: Using density functional theory (DFT) and time-dependent DFT methods, the properties of four donor-pi-acceptor (D-pi-A) type sensitizers were investigated. The introduction of auxiliary acceptor and spacer bridge was found to have significant effects on the band gap. The experimentally determined light harvesting efficiency (LHE) was correlated with calculated global descriptors, showing a direct relation with electrophilicity index and an inverse relation with hyperhardness.
INTERNATIONAL JOURNAL OF QUANTUM CHEMISTRY
(2023)
Review
Chemistry, Multidisciplinary
Zeba Khan, Nagaiyan Sekar
Summary: Xanthene dyes have remarkable photophysical properties and photostability, making them promising candidates for imaging/sensing/tracking/labeling probes. However, their emission wavelength ≤ 600 nm and small Stokes shift restrict their use in biological applications. This review provides a comprehensive list of deep red to NIR xanthene-hemicyanine and xanthene-coumarin hybrids, along with synthetic strategies and discussions on the effects of substituents, pi-conjugation, and ring structure on their photophysical properties. Applications of these hybrids based on fluorophore-linker strategy and spirocyclization are also discussed. This review emphasizes the structure-spectroscopic relationships, which will aid in the design of new deep red to NIR xanthene analogs.
Article
Chemistry, Multidisciplinary
Suryapratap J. Sharma, Nagaiyan Sekar
Summary: The efficacy of dipyridyl and diphenylamine sensitizers in dye-sensitized solar cells is related to charge transfer and non-linear optical properties. The use of thiophene rings improves planarity, while cyanoacetic acid acceptor enhances planarity compared to rhodamine-3-acetic acid acceptor. The electron density is located at the donor and spacer in HOMO, and shifts to the acceptor in LUMO. Bond length alternation, bond order alternation, quinoid character, effective charge transferred distance, effective charge transferred, chemical potential, electrophilicity index, and electron correlation descriptors show direct relation with NLO properties. Higher beta(0) and gamma values, more negative Delta Ginject, smaller Delta Greg, and shorter Ti-O bond lengths are observed for thiophene-based sensitizers. Photovoltaic parameters are directly related to DSSC efficiency and NLO properties.
Article
Materials Science, Textiles
Praful. S. S. Patil, Puja. O. O. Gupta, Gauri. S. S. Ingole, Nagaiyan Sekar
Summary: Anthrone- and aniline-based azo dyes were synthesized, characterized, and applied to various fabrics. The dyed fabrics showed different fastness properties, with polyester and nylon performing better than wool and acrylic. The dyes also exhibited strong ultraviolet protection activity and antibacterial properties. In addition, the chemical reactivity descriptors were calculated using density functional theory.
FIBERS AND POLYMERS
(2023)
Article
Chemistry, Multidisciplinary
Lina Jadhav, Rahul Patil, Nikhil Borane, Satish V. Patil, Satyendra Mishra, Vikas Patil
Summary: A nanostructured polyurea composite was synthesized through successive three-step reactions of lignin amine, and its properties were determined by combining different lignin-polyamines with various di-isocyanates. The tosylated lignin was obtained by reacting lignin with tosyl chloride, and the aminated lignin was synthesized by replacing the tosyl functional group with an amine. Finally, a polyurea composite was formed through the reaction of aminated lignin with different di-isocyanates.
JOURNAL OF THE INDIAN CHEMICAL SOCIETY
(2023)
Article
Chemistry, Multidisciplinary
Supriya H. Ramugade, Sekar Nagaiyan
Summary: Disperse Red 177(9a), Disperse Red 343(9b), Disperse Blue 165(9c), Disperse Blue 165.1(9d), Disperse Blue 366 (9e), and Disperse Blue 148(9f) were studied in a solvent. The use of 9 (a-f) azo disperse dyes on polyester fabric, along with traditional and silicone nanomicelle techniques, resulted in equal washing, light, and rubbing fastness. The reduction in particle size of azo dyes through nanoemulsions allowed for direct transportation into the fiber core, eliminating the need for auxiliary dyes.
JOURNAL OF THE INDIAN CHEMICAL SOCIETY
(2023)
Article
Energy & Fuels
Rahul Patil, Lina Jadhav, Nikhil Borane, Satyendra Mishra, Satish V. Patil, Vikas Patil
Summary: Lignosulphonate-based azo pigments were synthesized through a diazo coupling reaction using industrial waste lignosulphonate material. The pigments showed dispersion and metal surface protection functions by coating. Various methods including H-1-NMR, FT-IR, HRMS, and UV spectroscopy confirmed the pigment formation. TGA and DSC analysis revealed the thermal behavior of the pigments.
BIOMASS CONVERSION AND BIOREFINERY
(2023)
Review
Chemistry, Applied
Vandana Kumari Shukla, Goutam Chakraborty, Alok K. Ray, Sekar Nagaiyan
Summary: BODIPY dyes have excellent features but their application is limited due to narrow absorption and emission range. Recent developments in introducing fused BODIPYs and aza-BODIPYs have shown promise in red shifting the photophysical properties. This review summarizes their properties, synthesis, and applications in biomedical and optoelectronic fields.
Article
Chemistry, Multidisciplinary
Harshada More, Vandana Kumari Shukla, Praful Patil, Nagaiyan Sekar
Summary: This study investigates the growth inhibitory potential of fifteen coumarin molecules with substitutions at positions C-3 and C-6 using DFT and TD-DFT. The experimentally determined toxicity values are correlated to the calculated molecular descriptors, revealing direct or inverse trends.
JOURNAL OF THE INDIAN CHEMICAL SOCIETY
(2023)
Article
Chemistry, Physical
Suryapratap J. Sharma, Nagaiyan Sekar
Summary: In this study, three quinoid zwitterionic dye sensitizers were investigated for their applications in dye-sensitized solar cells and nonlinear optical properties. The computational results showed that one of the dyes (ZIDM) exhibited better charge transfer and higher light harvesting efficiency compared to the others. It was also found that the dyes could easily bind with the TiO2 cluster through a monodentate binding mode. Moreover, ZIDM demonstrated higher nonlinear optical properties than the other dyes.
PHYSICAL CHEMISTRY CHEMICAL PHYSICS
(2023)
Article
Chemistry, Physical
Suryapratap J. Sharma, Keval K. Sonigara, Hiren K. Machhi, Saurabh S. Soni, Nagaiyan Sekar
Summary: Dye-sensitizers designed from coumarin backbone have versatile performance in dye-sensitized solar cells (DSSC). In this study, different coumarin-based sensitizers were designed and computational calculations were performed to predict their light harvesting capability and non-linear optical properties. The reaction between the sensitizers and TiO2 revealed different binding modes for different anchoring groups. Sensitizers with 2-cyanoacrylic acid anchors showed a more planar geometry and higher power conversion efficiency in the DSSC device.
JOURNAL OF MOLECULAR STRUCTURE
(2023)
Article
Multidisciplinary Sciences
Suvidha Shinde, Nagaiyan Sekar
Summary: This study found that benzothiazole is responsible for enhancing the fastness properties of dyes. Comparison of the total electronic energies revealed that the benzothiazolyl series is more stable than the naphthol series. Frontier Molecular Orbitals (FMOs) showed charge transfer in benzothiazole-containing compounds but not in the naphthol series. Among the benzothiazolyl isomers, the hydrazone form was found to be the most stable and responsible for fluorescence possession. The HOMO-LUMO energy band gap confirmed the same. Both series had positive electrophilicity index and hyper-hardness values, indicating photo stability and reactivity. Thus, the benzothiazolyl series was found to be more stable and had enhanced light fastness.
PHYSICAL SCIENCES REVIEWS
(2022)
