Article
Chemistry, Multidisciplinary
Rajavenkatesh Krishnamoorthy, Parthiban Anaikutti
Summary: An efficient iodine-catalyzed method for synthesizing imidazo[1,2-a]pyrazines and imidazo[1,2-a]pyridines via one-pot three-component condensations has been reported. The photophysical properties of these new fluorescent derivatives are also presented. The synthesized compounds were evaluated for their anti-cancer activities and one compound showed promising results.
Article
Plant Sciences
Ci-Qin Li, Jin-Hui Shi, Jie Mu, An-Qi Wang, Li-Wei Zou, Guang-Bo Ge
Summary: A set of 22 analogs of licochalcone A was designed and synthesized to explore their potentials as dipeptidyl peptidase 4 (DPP4) inhibitors with anti-inflammatory effects. The most potent activity was exhibited by the nitro-substituted analogue 27. The structure-activity relationship investigation revealed the importance of 4-hydroxyl and 5-chloro substituents for DPP4 inhibition, while the 3'-nitro substituent improved both DPP4 inhibition and microsomal stability. Furthermore, compound 27 showed good selectivity for DPP4 over other proteases and demonstrated no toxicity to normal cells and weak toxicity to cancer cells.
JOURNAL OF NATURAL PRODUCTS
(2023)
Article
Biochemistry & Molecular Biology
Davinder Singh, Tenzen Yodun, Gulshan Kumar, Javeed Ahmad Tali, Harshita Tiwari, Jasvinder Singh, Amit Nargotra, Abhilash Samykutty, Shashank Singh, Ravi Shankar
Summary: A library of 49 analogs of imidazo[1,2-a]pyridine with various substitutions have been synthesized and evaluated for their anticancer activity. Compound 5b exhibited the best potential against multiple cancer cell lines, inducing apoptosis and inhibiting the AKT pathway.
BIOORGANIC CHEMISTRY
(2022)
Article
Chemistry, Medicinal
Borka Loncar, Natasa Perin, Marija Mioc, Ida Bocek, Lea Grgic, Marijeta Kralj, Sanja Tomic, Marijana Radic Stojkovic, Marijana Hranjec
Summary: A novel series of tetracyclic imidazo[4,5-b]pyridine derivatives were designed and synthesized as potential antiproliferative agents, with the position of N atom in the pyridine nuclei significantly impacting their activity against human cancer cells. Some compounds showed improved activity compared to standard drug etoposide, particularly on HCT116 and MCF-7 cancer cells. The position of N nitrogen in the pyridine ring and the presence of amino side chains on the tetracyclic core influenced interactions with DNA/RNA and the enhancement of antiproliferative activity.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2021)
Review
Biochemistry & Molecular Biology
Teodora Constantinescu, Claudiu N. Lungu
Summary: Cancer is a disease caused by various mechanisms, and targeted therapy is the most effective approach. Flavonoids, particularly chalcones, show promising anticancer activity due to their ability to act on multiple targets. Modifying chalcone structures can lead to compounds with superior cytotoxic properties, with derivatives containing different heterocycles like azoles showing potential as new anticancer agents.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2021)
Article
Biochemistry & Molecular Biology
Ida Bocek, Lucija Hok, Leentje Persoons, Dirk Daelemans, Robert Vianello, Marijana Hranjec
Summary: In this study, acrylonitrile derivatives derived from imidazo[4,5-b]pyridine were synthesized and evaluated for their antiproliferative effect on various human cancer cell lines. Three compounds showed strong activity and further experiments confirmed the microtubules as the main target, exhibiting pronounced antitumor properties.
BIOORGANIC CHEMISTRY
(2022)
Article
Chemistry, Physical
Abdelmalik El Aatiaoui, Walid Daoudi, Ali El Boutaybi, Lei Guo, Nour-Eddine Benchat, Abdelouahad Aouinti, Adyl Oussaid, Mohamed Loutou
Summary: In this study, two new imidazo[1, 2-a]pyridine derivatives belonging to the schiff base family were synthesized. The structures of the synthesized compounds were determined using various spectroscopic techniques. The experimental results showed that the synthesized ligands exhibited excellent inhibitory efficacy against corrosion of mild steel, and the inhibitory efficiency increased with the concentration.
JOURNAL OF MOLECULAR LIQUIDS
(2022)
Article
Chemistry, Medicinal
Said Dadou, Ahmet Altay, Mohammed Koudad, Burcin Turkmenoglu, Esma Yeniceri, Sema Caglar, Mustapha Allali, Adyl Oussaid, Noureddine Benchat, Khalid Karrouchi
Summary: A new series of imidazo[2, 1-b]thiazole-based chalcone derivatives were designed, synthesized, and tested for their anticancer activities. Compound 3j exhibited the best anticancer activity on MCF-7 cells, and further studies revealed its mechanism of action involving mitochondrial membrane depolarization, multicaspase activation, and apoptosis induction.
MEDICINAL CHEMISTRY RESEARCH
(2022)
Article
Multidisciplinary Sciences
Luxian Guo, Yangming Ding, Hua Wang, Yuxuan Liu, Qian Qiang, Qi Luo, Fei Song, Changzhi Li
Summary: In this article, a one-pot strategy was designed for the transformation of lignin beta-O-4 model compounds to imidazo[1,2-a]pyridines in high yields using 2-aminopyridine as a nitrogen source. The transformation involves cleavage of C-O bonds, sp(3)C-H bond oxidative activation, and intramolecular dehydrative coupling reaction. The synthesized imidazo[1,2-a]pyridines have the same structure skeleton as commercial drug molecules, highlighting the potential application of lignin derivatives in pharmaceutical synthesis.
Article
Biochemistry & Molecular Biology
Devesh S. Agarwal, Richard M. Beteck, Kayhan Ilbeigi, Guy Caljon, Lesetja J. Legoabe
Summary: A library of imidazo[1,2-a]pyridine-appended chalcones were synthesized and characterized. These compounds exhibited significant antikinetoplastid activity against Trypanosoma cruzi and Trypanosoma brucei brucei, and non-cytotoxicity against normal cells.
CHEMICAL BIOLOGY & DRUG DESIGN
(2023)
Article
Chemistry, Organic
Cheng-Ran Zhong, Yang-Hong Zhang, Gang Yao, Hai-Li Zhu, Yin-Di Hu, Zhi-Gang Zeng, Chang-Zhou Liao, Hui-Ting He, Ya-Ting Luo, Jun Xiong
Summary: A new one-pot synthesis method was developed for the synthesis of imidazo[1,2-a]pyridine-fused 1,3-benzodiazepine derivatives. This method involved a sequential GBB-3CR/Pd(II)-catalyzed azide-isocyanide coupling/cyclization process. The synthetic approach produced novel nitrogen-fused polycyclic heterocycles under mild reaction conditions, and compound 6a showed efficient inhibition against glioma cells.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Medicinal
Ravi Chitrakar, Deepa Rawat, Ramakrishna Sistla, Lakshma Nayak Vadithe, Adimurthy Subbarayappa
Summary: The design, synthesis, and study of anticancer properties of sulfenylated 2-phenylimidazo[1,2-a] pyridines and their analogues showed potent activity towards human liver cancer cells HepG2. These compounds were able to arrest the cell cycle at G2/M phase and induce apoptosis in HepG2 cells, confirmed by different assays.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
(2021)
Article
Chemistry, Organic
Srinivas Endoori, Kali Charan Gulipalli, Srinu Bodige, Parameshwar Ravula, Nareshvarma Seelam
Summary: A novel series of imidazo[1,2-a]pyridine based 1H-1,2,3-triazole derivatives were designed, synthesized, and evaluated for their anticancer activity against two different human cancer cell lines. Most of the synthesized compounds displayed anticancer activity, and compounds 9b, 9c, 9d, 9f, and 9j showed potent inhibitory activity against cancer cell lines, with compound 9d being more potent than the standard drug cisplatin.
JOURNAL OF HETEROCYCLIC CHEMISTRY
(2021)
Article
Chemistry, Inorganic & Nuclear
Thomas Scattolin, Giovanni Andreetta, Matteo Mauceri, Flavio Rizzolio, Nicola Demitri, Vincenzo Canzonieri, Fabiano Visentin
Summary: The synthesis and characterization of silver and palladium allyl complexes with specific ligands were reported. The cationic palladium allyl complexes exhibited significant antitumoral activity against various cisplatin-sensitive and cisplatin-resistant cell lines, with low cytotoxicity towards normal cells. Additionally, all palladium complexes, especially the bisNHC species, showed good photoluminescence properties with emission in the blue/green region.
JOURNAL OF ORGANOMETALLIC CHEMISTRY
(2021)
Article
Biochemistry & Molecular Biology
Yong-Feng Guan, Xiu-Juan Liu, Xin-Ying Yuan, Wen-Bo Liu, Yin-Ru Li, Guang-Xi Yu, Xin-Yi Tian, Yan-Bing Zhang, Jian Song, Wen Li, Sai-Yang Zhang
Summary: In this study, quinoline-chalcone derivatives were designed and synthesized by linking chalcone fragment to the quinoline scaffold, resulting in compound 12e showing promising inhibitory activity against multiple cancer cell lines. Mechanism studies indicated that compound 12e may exert its anticancer effects through various pathways.
Article
Chemistry, Organic
Mohamed Jawed Ahsan, Mohammad Yusuf, Salahuddin, Md Afroz Bakht, Mohamad Taleuzzaman, Bharat Vashishtha, Arunkumar Thiriveedhi
Summary: A green and efficient catalyst-free synthesis of 4'-(substituted phenyl)spiro[indoline-3,3'-[1,2,4]triazolidine]-2,5'-diones was reported, with excellent yields. The one-pot multi-component synthesis in a glycerol-water solvent system showed environmental friendliness and simplicity. The synthesized compounds exhibited significant antibacterial, antifungal, and antitubercular activities, with 4'-(4-chlorophenyl)spiro[indoline-3,3'-[1,2,4]triazolidine]-2,5'-dione as the most potent compound in the series.
POLYCYCLIC AROMATIC COMPOUNDS
(2023)
Review
Cardiac & Cardiovascular Systems
Md Sayeed Akhtar, Md Quamrul Hassan, Aisha Siddiqui, Sirajudeen S. Alavudeen, Obaid Afzal, Abdulmalik S. A. Altamimi, Syed Obaidur Rahman, Mallika Khurana, Mohamed Jawed Ahsan, Arun Kumar, Fauzia Tabassum
Summary: Inotropic agents are commonly used in patients with acute decompensated heart failure, but their use is limited due to certain pharmacological constraints. Calcium ion sensitisers, such as levosimendan, show promise as emerging therapeutic alternatives by increasing the sensitivity of cardiomyocytes to calcium ions. Levosimendan has unique pharmacology that justifies its use in a wide range of heart failure cases and cardiac surgeries, and it has been reported to be more effective than classical inotropes in maintaining cardiac mechanical efficacy and reducing congestion.
Review
Chemistry, Organic
Abhishek Shankar Sharma, Salahuddin, Avijit Mazumder, Rajnish Kumar, Vimal Datt, Km Shabana, Sonakshi Tyagi, Mohammad Shahar Yar, Mohamed Jawed Ahsan
Summary: Due to their diverse applications, quinoline and 1,3,4-oxadiazole have become important heterocyclic compounds in industrial and synthetic organic chemistry. They have shown potential in various medical conditions and synthetic protocols have been developed to explore their structure-activity relationship for further research.
CURRENT ORGANIC SYNTHESIS
(2023)
Review
Biochemistry & Molecular Biology
Vikas Pradhan, Salahuddin Salahuddin, Rajnish Kumar, Avijit Mazumder, Mohammad Mustaqeem Abdullah, Mohammad Shahar Yar, Mohamed Jawed Ahsan, Zabih Ullah
Summary: Cancer is a leading cause of death worldwide, posing substantial risks to society and individuals. Despite advances in cancer prevention, therapy remains challenging. Therefore, continuous research is being conducted to search for novel anticancer agents with broader cytotoxicity range. Quinoline derivatives, which are double ring structures of the heterocyclic aromatic nitrogen molecule formed by the fusion of a benzene ring and a pyridine ring at two carbon atoms close to each other, have been found to possess a wide range of pharmacological activities, including anticancer properties. Many quinoline derivatives are available as anticancer drugs, targeting various molecular mechanisms such as topoisomerase inhibition, tyrosine kinases inhibition, heat shock protein 90 (Hsp90) inhibition, histone deacetylases (HDACs) inhibition, cell cycle arrest and apoptosis inhibition, and tubulin polymerization inhibition.
CHEMICAL BIOLOGY & DRUG DESIGN
(2023)
Article
Education, Scientific Disciplines
Pushkar Kumar Ray, Salahuddin, Avijit Mazumder, Rajnish Kumar, Mohamed Jawed Ahsan, Mohammad Shahar Yar
Summary: This research aims to design and synthesize novel compounds containing pyrazoline moiety with enhanced anticonvulsant activity. The compounds were docked against the active site of human mitochondrial branched-chain aminotransferase to investigate their potential. The study successfully synthesized a series of pyrazoline derivatives and identified compounds with potent anticonvulsant activity.
INDIAN JOURNAL OF PHARMACEUTICAL EDUCATION AND RESEARCH
(2023)
Article
Chemistry, Multidisciplinary
Bharti Chauhan, Rajnish Kumar, Himanshu Singh, Obaid Afzal, Abdulmalik Saleh Alfawaz Altamimi, Mohd Mustaqeem Abdullah, Mohammad Shahar Yar, Mohamed Jawed Ahsan, Neeraj Kumar, Sanjay Kumar Yadav, Sanjay Kumar Yadav
Summary: In this study, a new series of benzothiazole compounds were synthesized and evaluated for their anticonvulsant potential both in vivo and in silico. The results showed that compounds 6f, 6h, 6j, and 6l exhibited the highest potency without neurotoxicity compared to conventional drugs. In silico studies also revealed different binding interactions of the synthesized compounds with target receptors, suggesting their mode of action in binding to VGCC and NMDA receptors.
Article
Biochemistry & Molecular Biology
Md. Afroz Bakht, Thangaiyan Pooventhiran, Renjith Thomas, Mehnaz Kamal, Israf Ud Din, Najeeb Ur Rehman, Imtiaz Ali, Noushin Ajmal, Mohamed Jawed Ahsan
Summary: Phospholipase A2 (PLA2) promotes inflammation by releasing arachidonic acid (AA), and its elevated level is associated with various diseases. Inhibiting PLA2 can be a potential strategy for treating inflammation by blocking the AA cascade. An efficient method for synthesizing octahydroquinazolinone compounds has been developed, and two compounds show strong inhibitory effects against PLA2 and protease.
Article
Chemistry, Multidisciplinary
Km. Shabana, Salahuddin, Avijit Mazumder, Himanshu Singh, Rajnish Kumar, Sonakshi Tyagi, Vimal Datt, Abhishek Shankar Sharma, Mohammad Shahar Yar, Mohamed Jawed Ahsan, Ranjeet Kumar Yadav
Summary: This study synthesized a series of new quinoline-bearing amino acid-derived benzimidazole derivatives. These compounds showed potent anticonvulsant activity, similar to phenytoin and carbamazepine, by inhibiting voltage-gated sodium channels and NMDA receptors. The development of nitrogen-containing hybrid heterocyclic compounds has the potential to contribute to the discovery and development of new drugs with improved efficacy, selectivity, and safety profiles.
Article
Chemistry, Physical
Mohamed Jawed Ahsan, Abuzer Ali, Amena Ali, Obaid Afzal, Salahuddin, Mohammad Yusuf, Abdulmalik Saleh Alfawaz Altamimi, Omprakash Sharma, Manal A. Alossaimi, Md Afroz Bakht
Summary: In this study, a class of biologically active compounds was synthesized and tested for antibacterial, antitubercular, and antifungal activities. One compound showed the best antibacterial activity, but lower activity against mycobacterium strains and fungal strains. Another compound displayed moderate antifungal activity. Furthermore, ADME and toxicity prediction, as well as molecular docking studies with bacterial DNA gyrase, were conducted on these compounds.
JOURNAL OF MOLECULAR STRUCTURE
(2023)
Article
Chemistry, Multidisciplinary
Amena Ali, Abuzer Ali, Vivek Asati, Savas Kaya, Mohamed Jawed Ahsan
Summary: This study synthesized a series of benzylidene-linked thia-zolidine-2,4-dione compounds and evaluated their potential antidiabetic properties. Among the compounds examined, compound 4c emerged as the most promising candidate, exhibiting the highest PPAR-gamma agonistic activity and demonstrating commendable in-vivo performance in lowering blood glucose levels. These findings highlight its potential as a potent protein inhibitor and open new avenues for the intelligent design of molecules with high efficacy in managing hyperglycemia.
JOURNAL OF THE INDIAN CHEMICAL SOCIETY
(2023)
Review
Chemistry, Medicinal
Sonakshi Tyagi, Salahuddin, Avijit Mazumder, Rajnish Kumar, Vimal Datt, Km Shabana, Mohammad Shahar Yar, Mohamed Jawed Ahsan
Summary: Quinoline has recently gained importance in industrial and synthetic organic chemistry, due to its widespread applications. Quinoline derivatives have been used in clinical trials for various cancer-related medical conditions. This review focuses on recent progress in the synthesis of novel quinoline derivatives as potential anti-cancer agents, as well as their structure-activity relationship, providing valuable insights for future research and development.
MEDICINAL CHEMISTRY
(2023)
Article
Biochemistry & Molecular Biology
Obaid Afzal, Amena Ali, Abuzer Ali, Abdulmalik Saleh Alfawaz Altamimi, Manal A. Alossaimi, Md Afroz Bakht, Mubarak A. Salahuddin, Mubarak A. Alamri, Md. Faiyaz Ahsan, Mohamed Jawed Ahsan, Ki-Young Kim, Rozangela Curi Pedrosa
Summary: We synthesized and evaluated a series of new 4-chloro-2-((5-aryl-1,3,4-oxadiazol-2-yl)amino)phenol analogues (6a-h) as potential anticancer and antibacterial agents. The compounds demonstrated significant anticancer activity against specific cancer cell lines and efficient binding to the active site of the target protein. 4-Chloro-2-((5-(4-nitrophenyl)-1,3,4oxadiazol-2-yl)amino)phenol (6c) showed the most promising antibacterial activity against both Gram-negative and Gram-positive bacteria.
Article
Biochemistry & Molecular Biology
Mohamed Jawed Ahsan, Krishna Gautam, Amena Ali, Abuzer Ali, Abdulmalik Saleh Alfawaz Altamimi, S. V. V. N. S. M. Salahuddin, Manal A. Alossaimi, S. V. V. N. S. M. Lakshmi, Md. Faiyaz Ahsan
Summary: In this study, the synthesis, characterization, anticancer activity, molecular docking studies, ADME, and toxicity prediction of ten new 5-(3-Bromophenyl)-N-aryl-4H-1,2,4-triazol-3-amine analogs were described. Some of the compounds demonstrated significant anticancer activity against certain cancer cell lines, with compound 4i showing the most promising results. The compounds also exhibited efficient binding affinities and low toxicity according to the ADME and toxicity prediction studies.
Article
Chemistry, Multidisciplinary
Mohit Agarwal, Obaid Afzal, Abdulmalik Saleh Alfawaz Salahuddin, Abdulmalik Saleh Alfawaz A. Altamimi, Mubarak A. Alamri, Manal Alossaimi, Vandana Sharma, Mohamed Jawed Ahsan
Summary: In this study, 10 new 1,3,4-oxadiazole analogues were prepared using scaffold hopping technique. These compounds exhibited promising anticancer activity and low toxicity. Molecular docking and dynamic simulation studies confirmed their ability to bind with target proteins.
Article
Chemistry, Organic
Devleena Tiglani, Salahuddin, Avijit Mazumder, Rajnish Kumar, Mohammad Shahar Yar, Mohamed Jawed Ahsan, Km Shabana
Summary: Both benzimidazole and quinoline pharmacophores have shown diverse activities against various diseases. This research successfully synthesized novel derivatives combining these two nuclei and evaluated their anticonvulsant, antidepressant, and anticancer activities. The compounds showed promising results in inhibiting seizures in mice and inhibiting the growth of leukemia and renal cancer cells.
POLYCYCLIC AROMATIC COMPOUNDS
(2023)
