{"title":"Organophosphorus Synthesis beyond P-Cl Bond: The Development of Shelf-stable Reagents for [RP] Transfer","authors":"Vadim D. Romanenko","doi":"10.2174/0113852728323258240613061150","DOIUrl":"https://doi.org/10.2174/0113852728323258240613061150","url":null,"abstract":": The direct chlorine-free incorporation of P1 units into organic molecules has very important synthetical value owing to environmental considerations and the prospect of accessing unique compounds with fascinating structures and useful properties. This selective survey presents a panorama of phosphorus species that are synthetic equivalents of free singlet phosphinidenes [R-P] and highlights the state-of-art of the [RP]- transfer reactions with emphasis on the synthesis of molecular architectures difficult to reach using traditional methods. Among stabilized phosphinidene precursors capable of RP-transfer are terminal transition-metal phosphinidene and phosphinidenoid complexes, dibenzo-7λ3 -phosphinobornadienes, phosphinidenephosphoranes, inversely polarized phosphaalkenes, phosphaketenes, intramolecularly base-stabilized phosphinidenes, (cyclo)polyphosphines and diphosphenes","PeriodicalId":10926,"journal":{"name":"Current Organic Chemistry","volume":"154 1","pages":""},"PeriodicalIF":2.6,"publicationDate":"2024-06-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141505476","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Advancements in the Synthesis of Triazolopyrimidines","authors":"Sushma Singh, Raman Lakhia, Sidhant Yadav, Poonam Devi, Karmvati Yadav, Vishwas Chaudhri, Rashmi Pundeer","doi":"10.2174/0113852728313437240607095009","DOIUrl":"https://doi.org/10.2174/0113852728313437240607095009","url":null,"abstract":": The triazolopyrimidine scaffold indeed holds a prominent place in medicinal chemistry due to its versatile pharmacological properties. Researchers have explored the scaffold and its derivatives for various therapeutic applications. The unique structure of triazolopyrimidine has made it a valuable template for designing medicinally active molecules. The literature is full of studies showcasing the synthesis and biological activities of compounds containing the triazolopyrimidine ring, either fused or coupled with other heterocycles. The aim of this review is to provide a comprehensive and general summary of the recent advancements in the synthesis of triazolopyrimidine derivatives (Year 2021 to present).","PeriodicalId":10926,"journal":{"name":"Current Organic Chemistry","volume":"144 1","pages":""},"PeriodicalIF":2.6,"publicationDate":"2024-06-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141505477","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Chitosan/Bioglass Nanocomposites for Bone Tissue Engineering and Regenerative Medicine: An Overview of Promising Biomaterials","authors":"Khashayar Khodaverdi, Seyed Morteza Naghib, M.R. Mozafari","doi":"10.2174/0113852728314706240529052535","DOIUrl":"https://doi.org/10.2174/0113852728314706240529052535","url":null,"abstract":": Bioactive glass (BG) shows great potential as a biomaterial for bone regeneration. Chitosan enhances the biological characteristics of BG. Chitosan is the sole commonly utilized natural polysaccharide that may be chemically altered for various purposes and roles. Composite materials formed by combining chitosan bioactive glass (BG) nanoparticles and microparticles are used in this context. Integrating bioactive glasses enhances the mechanical characteristics, bioactivity, and regenerative capacity of the end product. Research indicates that chitosan/BG composites enhance angiogenesis, cell adhesion, and proliferation. Bioglass improves biomineralization and boosts bone extracellular matrix formation by osteoblasts. The current findings demonstrate that the chitosan-glass nanofiber composites can enhance both antibacterial capabilities and bone conductivity. This review examines novel techniques for creating chitosan-based materials for engineering purposes, as well as upcoming difficulties and outlooks.","PeriodicalId":10926,"journal":{"name":"Current Organic Chemistry","volume":"161 1","pages":""},"PeriodicalIF":2.6,"publicationDate":"2024-06-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141505475","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Bio-Printing of Materials for Bone Tissue Engineering","authors":"Taha Jafari, Seyed Morteza Naghib, M.R. Mozafari","doi":"10.2174/0113852728312464240529050217","DOIUrl":"https://doi.org/10.2174/0113852728312464240529050217","url":null,"abstract":": The complicated internal mechanical and structural qualities of normal bone tissue still prevent the development of effective therapeutic procedures for major bone lesions. It is still difficult to use tissue engineering to return damaged bones back to how they were originally intended. Due to recent advances in 3D printing, together with the introduction of new materials and technological assistance, the basis for BTE has been established. Biological 3D biomaterials have cells inside them, which allows for the creation of structures that mimic real tissues. Microextrusion, inkjet, and laser-assisted bioprinting are the three primary methods used in 3D bioprinting manufacturing. Hydrogels packed with cells, growth hormones, and bioactive ceramics are among the bioinks utilized in bone bioprinting. With the use of magnetic resonance imaging or computed tomography scanning, 3D printing offers substantial benefits for tailored treatment by enabling the creation of scaffolds with the right structural qualities, form, and dimensions. Three-dimensional (3D) bioprinting is a cutting-edge technique that has been utilized recently to create multicellular, biomimetic tissues with layers upon layers of intricate tissue microenvironment printing. We approached the use of hydrogels with great strength in 3D printing for BTE with an emphasis on first providing a thorough study about the development of 3D printing, printing techniques, and ink selection in this review. A brief prediction on how 3D printing would advance in the future was made.","PeriodicalId":10926,"journal":{"name":"Current Organic Chemistry","volume":"24 1","pages":""},"PeriodicalIF":2.6,"publicationDate":"2024-06-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141512792","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Alexandre Almeida-Júnior, Helivaldo Diógenes da Silva Souza, Abraão Pinheiro de Sousa, Maria Vitória Oliveira Dantas, Fabio Correia Sampaio, Jose Alixandre de Sousa Luis, Valnês da Silva Rodrigues-Junior, José Maria Barbosa-Filho, Gabriela Fehn Fiss, Petrônio Filgueiras de Athayde-Filho
{"title":"In silico/vitro Study of Antibacterial Effects of Non-toxic Cinnamic Amidoesters on Artemia salina","authors":"Alexandre Almeida-Júnior, Helivaldo Diógenes da Silva Souza, Abraão Pinheiro de Sousa, Maria Vitória Oliveira Dantas, Fabio Correia Sampaio, Jose Alixandre de Sousa Luis, Valnês da Silva Rodrigues-Junior, José Maria Barbosa-Filho, Gabriela Fehn Fiss, Petrônio Filgueiras de Athayde-Filho","doi":"10.2174/0113852728310711240525123954","DOIUrl":"https://doi.org/10.2174/0113852728310711240525123954","url":null,"abstract":": According to the PLOS Neglected Tropical Diseases Journal, infection caused by the Gram-negative bacterium Escherichia coli is a neglected tropical disease. Staphylococcus aureus is the most dangerous Grampositive bacterium among staphylococcal bacteria. Moreover, resistance to Mycobacterium tuberculosis is an urgent public health issue. In this sense, cinnamic acid and acetamide derivatives have been used as strategic nuclei in the design of antimicrobial agents. With the aim of investigating whether antibacterial activity is improved with the junction of cinnamic and acetamide nuclei, cinnamic amidoesters were planned and evaluated as potential antibacterial agents. In silico (ADMET test and molecular docking) and in vitro (antibacterial and antituberculosis evaluation, and toxicity on Artemia salina larvae) studies were performed. Twelve cinnamic amidoesters were synthesized, which present positive characteristics for possible drug candidates, and showed subtle activity against E. coli, however, against S. aureus, unsubstituted and para-substituted compounds (R3 = H, Me, Cl, Br) showed significant activity, with MIC = 156.25-625 μg.mL-1. Only one para-substituted compound (R3 = Bu) showed discrete activity against M. tuberculosis, with MIC = 200 μM. For the most active compounds against S. aureus, the molecular docking study demonstrated affinity with the TtRNA enzyme, which plays a central role in the assembly of amino acids into polypeptide chains. The most active compounds against S. aureus and M. tuberculosis were non-toxic on A. salina, with LC50 > 1000 μg.mL-1. According to in silico/vitro studies, the non-toxic compound 5h (R3 = Cl) stands out as a potential antibacterial agent for further studies.","PeriodicalId":10926,"journal":{"name":"Current Organic Chemistry","volume":"1 1","pages":""},"PeriodicalIF":2.6,"publicationDate":"2024-06-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141512791","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Mitali Dewan, Sachinath Bera, Shubhankar Samanta, Debasish Kundu, Rathin Jana
{"title":"Synthesis of Polynuclear Aromatic Hydrocarbons by Palladium-catalyzed C-H Bond Functionalization","authors":"Mitali Dewan, Sachinath Bera, Shubhankar Samanta, Debasish Kundu, Rathin Jana","doi":"10.2174/0113852728283702240605113835","DOIUrl":"https://doi.org/10.2174/0113852728283702240605113835","url":null,"abstract":": Nowadays palladium-catalyzed C–H bond activation is a useful approach for the synthetic transformation of organic compounds due to step economy, the use of non-prefunctionalized substrates and reduced chemical wastes. Among the various synthetic strategies, palladium catalyzed intra and inter-molecular C–H bond activation has recently drawn a lot of interest to synthesize the decorated π-conjugated polycyclic aromatic hydrocarbon. In this review, we have focused on recent progress along with previous strategies to synthesize various polynuclear aromatic hydrocarbons (PAHs) by the use of Pd-catalyzed C–H bond activation. We have also discussed the mechanistic details of the reaction intra and inter-molecular C–H bond activation.","PeriodicalId":10926,"journal":{"name":"Current Organic Chemistry","volume":"26 1","pages":""},"PeriodicalIF":2.6,"publicationDate":"2024-06-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141512793","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Synthesis and Biological Evaluation of Gastroprotective Polymer Conjugates of Aceclofenac","authors":"Monika Mishra, Viney Chawla, Pooja A. Chawla","doi":"10.2174/0113852728301376240604052622","DOIUrl":"https://doi.org/10.2174/0113852728301376240604052622","url":null,"abstract":": Nonsteroidal anti-inflammatory drugs account for a sizeable fraction of the drugs prescribed worldwide. If consumed for a long time, they can cause ulcers and life-threatening side effects. Since the acidic group present in NSAIDs is mainly responsible for these side effects, the scientists try to synthesize polymer drug conjugates that avoid these side effects but still retain the potency of the parent drug. Macromolecular drug conjugates of aceclofenac were prepared by employing pectin, β cyclodextrin, deacetylated chitin (chitosan) and albumin (egg and bovine serum). The prepared conjugates were characterized and tested for their antiinflammatory, antinociceptive and antiulcerogenic activity. Further experimentation was undertaken to analyze the behavior of compounds and their stability in hydrolytic conditions. Test compound A1, a pectin conjugate of aceclofenac, exhibited significant antinociceptive and anti-inflammatory activity with a significant decrease in ulcer index (4.45±0.24) as against aceclofenac (8.61±0.40) or vehicle (12.39±0.44) treated group. A novel and safer polymer drug conjugate of aceclofenac has been synthesized and evaluated.","PeriodicalId":10926,"journal":{"name":"Current Organic Chemistry","volume":"19 1","pages":""},"PeriodicalIF":2.6,"publicationDate":"2024-06-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141505478","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Recent Innovations in Synthetic Methodologies and Patent Landscape of Quinoline Analogues: A Comprehensive Review","authors":"Tanvi Rajiv Goel, Salahuddin, Kavita Rana, Avijit Mazumder, Rajnish Kumar, Mohamed Jawed Ahsan, Mohammad Sarafroz, Pankaj Tyagi, Saurabh Singh","doi":"10.2174/0113852728311152240529082035","DOIUrl":"https://doi.org/10.2174/0113852728311152240529082035","url":null,"abstract":"Quinoline is a general group of heterocyclic compounds that have garnered much interest in medicinal chemistry and drug development due to their wide range of pharmacological effects. Pyridine ring fused with benzene defines the class of chemical compounds known as quinolines. Quinoline is a weak tertiary base, also known as 1-aza-naphthalene. Numerous patents have been filed for the synthesis of quinoline-based compounds, discussing about their derivatives and uses. Here, we have discussed the methods of quinoline synthesis, structural alterations, and patents showing its importance in various industries. Quinolines have been investigated as antimalarial substances, with substances, like quinine and chloroquine, serving as notable examples, and they have also been investigated to possess anti-inflammatory, anti-tumor, and CNS activity. The synthesis of quinoline is also subjected to several recognized procedures. The variations in the ring system and various synthetic approaches are the key highlights of the article, and it includes the various catalysts that could be recycled and reused by the assisted technique, which increases the yield and requires less time for the synthesis (ultrasound-promoted synthesis, one-pot reaction, and microwave and photocatalytic reactions). The development of synthetic procedures can help in the sustainable synthesis of quinoline derivatives.","PeriodicalId":10926,"journal":{"name":"Current Organic Chemistry","volume":"41 1","pages":""},"PeriodicalIF":2.6,"publicationDate":"2024-06-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141738414","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Tran Le Thi Thanh, Trinh Thi Diep, Nguyen Thi To Uyen, Tran Nguyen Minh An, Le Van Tan
{"title":"Three Diterpene Lactones from Andrographis paniculata (Burm. f) Nees In Vitro, In Silico Assessment of the anticancer and Novel Liposomal Encapsulation Efficiency","authors":"Tran Le Thi Thanh, Trinh Thi Diep, Nguyen Thi To Uyen, Tran Nguyen Minh An, Le Van Tan","doi":"10.2174/0113852728296753240507065455","DOIUrl":"https://doi.org/10.2174/0113852728296753240507065455","url":null,"abstract":":: Three compounds from Andrographis paniculata (Burm. f) Nees leaf were isolated and identified using 1H, 13C, 2D-NMR, and HR-MS techniques for the first time. Compound 3,19-Di-Oacetylandrographolide (3,19-DAA) or (4) is produced by acetylating compound (2). Compounds (2) and (4) have been investigated for their cytotoxic effects on three human cancer cell lines (SK-LU-1, Hela, and HepG2) using the MTT method. Compound (4) demonstrated significant cytotoxicity against all three cancer cell lines, with IC50 values ranging from 8.38 to 10.15 μM. This represents an increase in cytotoxicity of 2.67 to 3.12-fold compared to compound (2). One way to deal with the problem of low water solubility is by encapsulating (4) into liposomes using a thin-film hydration technique. The optimal conditions for maximizing encapsulation efficiency involve molar ratios of phosphatidylcholine, 3,19-DAA, and cholesterol at 4:1:1. Encapsulating compound (4) within nanoscale liposomes increases its water solubility compared to the free form of compound (4). Pose 324 of compound (4) demonstrated the best conformation among 500 docking conformations when docked to enzyme 1T8I in a silico docking study. The free Gibbs energy and inhibition constant were determined to be -7.09 Kcal/mol and 6.32 μM, respectively. These values help elucidate the strong interaction between compound (4) and the enzyme in the ligand interaction model. The molecular dynamics simulation using Desmond software in the Linux environment was conducted for a duration of 0 to 100 nanoseconds on the complex formed by pose 324 and 1T8I. The results showed effective interactions within the complex, with stability observed from 0 to 60 nanoseconds. Throughout the simulation, specific amino acids such as Ala 499 (involved in 90% of the simulation time with hydrogen bonding via a water bridge) and Thr 501 (involved in 50% of the simulation time with one hydrogen bond via a water bridge) were found to play significant roles. The majority of torsion bondings are C-O bondings in the acetyl group of compound (4), with torsion energy values of 13.47 Kcal/mol. Carbon atom C-29 at position 324 exhibits the highest fluctuation.","PeriodicalId":10926,"journal":{"name":"Current Organic Chemistry","volume":"98 1","pages":""},"PeriodicalIF":2.6,"publicationDate":"2024-05-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141172223","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Camphorsulfonic Acid-Catalyzed Synthesis of a Series of 2-Aryl/heteroaryl/alkyl-1Hanthra[1,2-d]imidazole-6,11-dione Derivatives","authors":"Bubun Banerjee, Anu Priya, Arvind Singh, Aditi Sharma, Manmeet Kaur, Kinkar Biswas","doi":"10.2174/0113852728301570240405033544","DOIUrl":"https://doi.org/10.2174/0113852728301570240405033544","url":null,"abstract":": Anthraquinone moiety is very common among naturally occurring bioactive compounds. Many commercially available drug molecules also possess anthraquinone moiety. In recent times, among many other anthraquinone derivatives, specifically, 2-substituted-1H-anthra[1,2-d]imidazole-6,11-diones are gaining extra attention due to their significant anti-cancer, anti-HIV, anti-inflammatory activities, etc. This study aimed to report a simple, straightforward, organocatalyzed method for the efficient synthesis of a series of 2- aryl/heteroaryl/alkyl-1H-anthra[1,2-d]imidazole-6,11-diones from the reactions of 1,2-diaminoanthraquinone and various aldehydes using a catalytic amount of camphorsulfonic acid as an efficient organocatalyst in aqueous ethanol under refluxed conditions. Under the same optimized reaction conditions, along with aryl or heteroaryl aldehydes, aliphatic aldehydes also underwent a smooth reaction and afforded the desired products in excellent yields. All the synthesized compounds were obtained pure in excellent yields by simple filtration and washing subsequently with ethanol. The use of less toxic solvent, low-cost, commercially available metal-free organocatalyst, no column chromatographic separation, good yields, and easy isolation procedure are some of the major advantages of this newly developed protocol.","PeriodicalId":10926,"journal":{"name":"Current Organic Chemistry","volume":"45 1","pages":""},"PeriodicalIF":2.6,"publicationDate":"2024-05-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140937487","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}