Review
Biochemistry & Molecular Biology
Rida Noor, Ameer Fawad Zahoor, Asim Mansha, Samreen Gul Khan, Atta Ul Haq, Sajjad Ahmad, Sami A. Al-Hussain, Ali Irfan, Magdi E. A. Zaki
Summary: Ring expansion reactions have attracted synthetic chemists due to their significance in synthesizing biologically active compounds and their effectiveness in medicinal chemistry. This review provides an overview of various synthetic methodologies employed by scientists for constructing medium- to large-size carbo- and heterocycles including lactams, lactones, azepines, and azulene derivatives via the ring expansion of six-membered carbo- and heterocycles. The literature from 2007 to 2022 is covered, with numerous rearrangement and cycloaddition reactions such as Tiffeneau-Demjanov rearrangement, Aza-Claisen rearrangement, Schmidt rearrangement, and Beckmann rearrangement being discussed.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2023)
Review
Polymer Science
Zaher Abdel Baki, Hanna Dib, Tuba Sahin
Summary: This review focuses on the synthesis of polycarbonate via ring-opening polymerization of cyclic carbonates. It discusses various initiating systems and their mechanisms, as well as the challenges in preparing the polymers and controlling their properties. It highlights the importance of glycerol carbonate as a CO2 fixation agent and its potential as an alternative to Bisphenol A in polycarbonate synthesis.
Review
Multidisciplinary Sciences
Gang Liu, Xing-Qiu Chen, Bilu Liu, Wencai Ren, Hui-Ming Cheng
Summary: The article discusses the significant role of the six-membered ring structure unit in various material systems and introduces the concept of SMR inorganic materials. Through analysis of these materials, it is found that the six-membered ring structure unit plays a deterministic role in many properties and phenomena.
NATIONAL SCIENCE REVIEW
(2021)
Review
Chemistry, Multidisciplinary
Jiatong Li, Ao Gu, Xiao-Mei Nong, Shuyang Zhai, Zhu-Ying Yue, Meng-Yao Li, Yingbin Liu
Summary: This review provides a comprehensive summary of the synthesis and clinical implications of six-membered aromatic nitrogen heterocyclic anti-tumor agents. It includes the synthesis pathways of pyridine, quinoline, pyrimidine, and quinazoline, as well as the historical progression, targets, mechanisms of action, and clinical effectiveness of small molecule inhibitors possessing these structural features.
Review
Polymer Science
Isha Jain, Payal Malik
Summary: Metal-N-heterocyclic carbene complexes (M-NHCs) have shown great potential as a catalytic system for the synthesis of various biodegradable polymers via ring opening polymerization. This review provides an overview of the field's major achievements and developments from 2004 to 2020, with a focus on the structure-activity relationship of M-NHC complexes.
EUROPEAN POLYMER JOURNAL
(2021)
Article
Chemistry, Organic
Jun-An Xiao, Huan Zhang, Xue-Ling Luo, Ru-Fang Meng, Wei Wang, Wei-dong Lu, Wei Su, Chenxiang Lin, Peng-Ju Xia, Hua Yang
Summary: A palladium-catalyzed ring-opening [3 + 2]-annulation reaction was developed for the synthesis of seven-membered benzosultams from spirovinylcyclopropanyloxindoles and cyclic N-sulfonylimines. The reaction yielded a wide range of compounds with both a quaternary center and axially chiral biaryl scaffolds, with an average yield of 87% and moderate to excellent diastereoselectivities. Enantioenriched benzosultams were also successfully synthesized in good yields with excellent atropoenantioselectivities using the Pd-2(dba)(3)/(S,S,S)-SKP ligand. The practical utility of this method was demonstrated through gram-scale reactions and diversified synthetic transformations.
Article
Chemistry, Medicinal
Daniel Lowicki, Piotr Przybylski
Summary: Cascade reactions are utilized by nature to construct nitrogen-containing heterocycles in a stereoselective manner, which is important in pharmacy. These heterocycles have various applications in medicine and exhibit high stereoselectivity. Domino transformations align with green chemistry principles and offer cost-effective synthesis. Cascade strategies provide novel N-heterocyclic scaffolds to optimize drug targets.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Erika Linde, Berit Olofsson
Summary: The diarylation and skeletal diversification of unstrained cyclic amines was explored to expand and modify their properties. A novel class of amino-substituted diaryliodonium salts was synthesized from cyclic amines and converted to highly functionalized diarylamines through a one-pot N-arylation/ring opening reaction. This strategy proved efficient in the late-stage functionalization of natural products and pharmaceuticals, and provided a wide variety of complex diarylamines. The method involves the introduction of two different aryl groups and the retention of an iodo-substituent, allowing for downfield diversification of the products.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Organic
Arghya Ghosh, Sayan Shee, Akkattu T. Biju
Summary: N-Heterocyclic carbene-catalyzed reaction of enals with pyrimidine-2,4-diones allows the mild and facile synthesis of functionalized quinazoline-2,4-diones. The reaction proceeds via the generation of dienolates and acylazoliums, followed by a vinylogousMichael/aldol/beta-lactonization/decarboxylation/oxidation sequence to afford the desired products.
Article
Chemistry, Organic
Jacques Renault, Christelle Bouvry, Jean-Francois Cupif, Jean-Pierre Hurvois
Summary: The syntheses of several alkaloids and nitrogen-containing compounds were described in this study, including N-Boc-coniine (14b), pyrrolizidine (1), 6-coniceine (2), and pyrrolo[1,2a]azepine (3). New C-C bonds in the alpha position relative to the nitrogen atom were formed through alkylation reactions. The pyrrolidine ring was formed in an aqueous medium, while the azepane ring was efficiently formed in N,N-dimethylformamide (DMF) as the solvent, using a 7-exo-tet cyclization process.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Shuo Wang, Atsushi Kaga, Takashi Kurogi, Hideki Yorimitsu
Summary: In this study, treatment of arylcyclopropanecarboxamides with a sodium dispersion in the presence of methoxypinacolborane as a reduction-resistant electrophile was investigated. The results showed that the reaction led to the reductive cleavage of the cyclopropane ring followed by instant trapping with the boron electrophile, resulting in the formation of enolates of gamma-aryl-gamma-borylalkanamides. The enolates could further react with a different electrophile to produce the corresponding a-substituted amides with anti selectivity.
Article
Chemistry, Applied
Evgeny V. Pospelov, Alexander V. Zhirov, Baglan Kamidolla, Alexey Yu. Sukhorukov
Summary: A protocol was developed for the synthesis of 2,3-dihydrofurans by reductive denitrogenation/ring contraction of cyclic nitronates. Cheap Raney nickel was used as both catalyst and stoichiometric agent, eliminating the need for high-pressure equipment. The products were obtained in high purity and often didn't require column chromatography. Studies on substrate scope, functional group tolerance, and mechanism were conducted. This approach provides a straightforward two-step access to densely substituted 2,3-dihydrofurans from nitrostyrenes and alkenes.
ADVANCED SYNTHESIS & CATALYSIS
(2023)
Article
Chemistry, Organic
Ye Qiu, Lei Dai, Zhong-Hua Gao, Song Ye
Summary: In this study, a distal p-benzylic deuteration was achieved via N-heterocyclic carbene catalyzed ring-opening of cyclopropylbenzaldehydes with MeOD as the deuterium source. The resulting 4-alkylbenzoates showed high deuterium incorporation at the benzylic position and remained stable for further chemical transformations.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2023)
Article
Nanoscience & Nanotechnology
Yunlong Zhu, Cheng Qu, Jianjiang Ye, Yincai Xu, Zuolun Zhang, Yue Wang
Summary: In this study, TADF compounds with a D-A-type fused-ring core skeleton are developed. The challenging compatibility between a planarized D-A arrangement and the TADF property is achieved through linking the D and A moieties with two oxygen atoms within a six membered ring. These fused-ring compounds show higher performance in terms of photoluminescence spectra and electroluminescent devices.
ACS APPLIED MATERIALS & INTERFACES
(2022)
Article
Chemistry, Applied
Shengting Xu, Zhongzhi Zhu, Zhendong Yang, Zuyu Mai, Tianxiang Chen, Aijun Ma, Xiuwen Chen
Summary: This study presents a novel method for synthesizing thiazinopyrrole fused ring derivatives using a ring-opening recombination strategy with benzothiazole salts. Thiazolium salts, aldehydes, and amines undergo a cascade cyclization reaction in ethanol solvent conditions, leading to the efficient synthesis of the desired products.
ADVANCED SYNTHESIS & CATALYSIS
(2023)
Article
Biochemical Research Methods
Harun Patel, Iqrar Ahmad, Harsha Jadhav, Rahul Pawara, Deepak Lokwani, Sanjay Surana
Summary: This study evaluated the impact of various acrylamide as an electrophilic warhead on the activity and selectivity of osimertinib, discovering a series of active and selective compounds that showed potential therapeutic effects against T790M EGFR mutants.
COMBINATORIAL CHEMISTRY & HIGH THROUGHPUT SCREENING
(2022)
Article
Biochemistry & Molecular Biology
Yassir Boulaamane, Iqrar Ahmad, Harun Patel, Niloy Das, Mohammed Reda Britel, Amal Maurady
Summary: Coumarins connected to position 6 exhibit higher selectivity towards MAO-B, while those connected to position 7 are relatively unstable. Molecular docking and dynamics simulations can help in elucidating the molecular interactions responsible for this selectivity, providing insights for further drug development against Parkinson's disease.
JOURNAL OF BIOMOLECULAR STRUCTURE & DYNAMICS
(2023)
Article
Biochemistry & Molecular Biology
Ulviye Acar Cevik, Ismail Celik, Aysen Isik, Iqrar Ahmad, Harun Patel, Yusuf Ozkay, Zafer Asim Kaplancikli
Summary: Breast cancer is a common female cancer worldwide. In this study, a series of benzimidazole-1,3,4-oxadiazole derivatives were synthesized and compound 5a exhibited potent anticancer activity against breast cancer cell lines.
JOURNAL OF BIOMOLECULAR STRUCTURE & DYNAMICS
(2023)
Article
Biochemistry & Molecular Biology
Yusuf Oloruntoyin Ayipo, Iqrar Ahmad, Yahaya Sani Najib, Sikirat Kehinde Sheu, Harun Patel, Mohd Nizam Mordi
Summary: In this study, four compounds with potential anti-SARS-CoV-2 activity were identified from the IBScreen database, among which STOCK1N-45901 was considered the most promising candidate and showed strong interactions with nsp3 and nsp12 enzymes. These compounds have the potential to be further developed as antiviral and anti-inflammatory agents.
JOURNAL OF BIOMOLECULAR STRUCTURE & DYNAMICS
(2023)
Article
Chemistry, Physical
Rahul Pawara, Iqrar Ahmad, Deepika Nayak, Sateesh Belamkar, Sanjay Surana, Chanakya Nath Kundu, Chandragauda Patil, Harun Patel
Summary: A series of novel double mutant EGFR-L858R/T790M TK inhibitors were discovered using structure-based drug design and traditional optimization strategies. These inhibitors showed improved selectivity and lower toxicity, making them promising candidates for targeting the double mutant EGFR-L858R/T790M TK.
JOURNAL OF MOLECULAR STRUCTURE
(2022)
Article
Chemistry, Physical
Ratnamala S. Bendre, Rahul D. Patil, Pramod N. Patil, Harun M. Patel, Rakesh S. Sancheti
Summary: Novel Schiff-bases were synthesized and tested for their potential anti-MRSA activity, with compounds 2, 4 and 6 showing significant inhibition against the MRSA strain. Molecular docking studies revealed that compound 6 had strong docking ability against the FabI enzyme from S. aureus. The tested derivatives demonstrated low toxicity and no cytotoxic effects on mammalian cells.
JOURNAL OF MOLECULAR STRUCTURE
(2022)
Article
Multidisciplinary Sciences
Arabinda Ghosh, Pranjal Sarmah, Harun Patel, Nobendu Mukerjee, Rajbardhan Mishra, Saad Alkahtani, Rajender S. Varma, Debabrat Baishya
Summary: This study highlights the significant role of quercetin in protecting the liver against CCl4-induced toxicity. It improves liver function parameters by regulating specific proteins, resulting in reduced liver damage.
Article
Chemistry, Multidisciplinary
R. Girase, I Ahmad, R. Pawara, H. Patel
Summary: Bedaquiline, the first anti-tubercular drug approved by the FDA in the last 40 years, has gained significant attention in the field of synthetic chemistry. Through structural optimization, compound #449 has been identified as the most promising inhibitor of mycobacterial ATP synthase with minimal toxicity.
SAR AND QSAR IN ENVIRONMENTAL RESEARCH
(2022)
Review
Infectious Diseases
Rameshwar S. Cheke, Harun M. Patel, Vaishali M. Patil, Iqrar Ahmad Ansari, Jaya P. Ambhore, Sachin D. Shinde, Adel Kadri, Mejdi Snoussi, Mohd Adnan, Prashant S. Kharkar, Visweswara Rao Pasupuleti, Prashant K. Deshmukh
Summary: This study summarizes the research progress of coumarins and their derivatives in the field of antimicrobials, including various synthetic strategies and structure-activity relationships reported. Coumarin analogues demonstrate potential antibacterial effects, providing reference for combating multidrug-resistant bacteria.
Article
Chemistry, Medicinal
Rameshwar S. Cheke, Vaishali M. Patil, Sandip D. Firke, Jaya P. Ambhore, Iqrar A. Ansari, Harun M. Patel, Sachin D. Shinde, Visweswara Rao Pasupuleti, Md Imtaiyaz Hassan, Mohd Adnan, Adel Kadri, Mejdi Snoussi
Summary: Isatin and its derivatives have diverse pharmacological activities and potential as therapeutic agents. Researchers utilize the structure of isatins to design analogues with enhanced biological activity. This review presents the recent developments of isatin analogues from 2016 to 2020 and discusses the structure-activity relationship.
Article
Biochemistry & Molecular Biology
Yusuf Oloruntoyin Ayipo, Waleed A. Alananzeh, Iqrar Ahmad, Harun Patel, Mohd Nizam Mordi
Summary: This study conducted virtual screening of 982 natural beta-carboline alkaloids to find potential serotonin antagonists and reuptake inhibitors (SARIs). Two compounds, Amb18709727 and Amb37857532, showed promising binding affinities and pharmacological profiles, suggesting them as potential candidates for further study.
JOURNAL OF BIOMOLECULAR STRUCTURE & DYNAMICS
(2022)
Article
Chemistry, Multidisciplinary
Iqrar Ahmad, Rahul H. Pawara, Rukaiyya T. Girase, Asama Y. Pathan, Vilas R. Jagatap, Nisheeth Desai, Yusuf Oloruntoyin Ayipo, Sanjay J. Surana, Harun Patel
Summary: Structurally modified isoindoline-1,3-dione derivatives were synthesized from the condensation of phthalic anhydride with selected amino-containing compounds. These compounds exhibited antimycobacterial activity, with compound 27 being the most potent. Computational studies were conducted to understand the reactivity and stability of these compounds as InhA inhibitors.
Article
Chemistry, Physical
Mohamed A. Abdelgawad, Jong Min Oh, Della G. T. Parambi, Sunil Kumar, Arafa Musa, Mohammed M. Ghoneim, A. . A. . Nayl, Ahmed H. El-Ghorab, Iqrar Ahmad, Harun Patel, Hoon Kim, Bijo Mathew
Summary: This study evaluated the inhibitory activities of a series of alpha,beta-unsaturated ketone compounds against MAO-A and MAO-B. CHB3 and CHF3 showed the most potent inhibitory activity against MAO-B and were identified as reversible competitive inhibitors. CHB3 was considered a potential candidate for treating neurological disorders such as Parkinson's disease.
JOURNAL OF MOLECULAR STRUCTURE
(2022)
Article
Chemistry, Physical
Hyam A. Radwan, Iqrar Ahmad, Ismail M. M. Othman, Mohamed A. M. Gad-Elkareem, Harun Patel, Kaiss Aouadi, Mejdi Snoussi, Adel Kadri
Summary: A series of pyrazoles, triazoles, and pyridazines based on isoxazole were synthesized and evaluated for their antibacterial, antifungal, and cytotoxic activities. Promising antimicrobial and anticancer activities were observed for certain compounds, highlighting their potential as lead compounds for the design of dual antimicrobial and anticancer agents.
JOURNAL OF MOLECULAR STRUCTURE
(2022)
Article
Biochemistry & Molecular Biology
Iqrar Ahmad, Matin Shaikh, Sanjay Surana, Arabinda Ghosh, Harun Patel
Summary: Third-generation EGFR inhibitors like Osimertinib selectively target EGFR-T790M mutant and have good selectivity for wild-type EGFR. However, after treatment with Osimertinib, a C797S mutation may occur, rendering the tumor undruggable. Recently, trisubstituted imidazoles based on p38 alpha MAPK inhibitors have been developed as fourth-generation EGFR-TKIs to overcome C797S resistance.
JOURNAL OF BIOMOLECULAR STRUCTURE & DYNAMICS
(2022)
