Kathleen C. Pinto, Linus Coelho, Vinod K. Mandrekar, Hari K. Kadam, Milind Naik, Vishnu R. Chari
{"title":"Development of Biscoumarin Compounds With Quorum-Quenching Potential: Synthetic, Biological, and In Silico Studies","authors":"Kathleen C. Pinto, Linus Coelho, Vinod K. Mandrekar, Hari K. Kadam, Milind Naik, Vishnu R. Chari","doi":"10.1002/jhet.70136","DOIUrl":"10.1002/jhet.70136","url":null,"abstract":"<div>\u0000 \u0000 <p>Coumarins are well known for their biological properties. A mild, efficient synthetic route is developed for biscoumarin compounds using ceric ammonium nitrate at room temperature. This method has broad substrate tolerance with 70%–97% isolated yield. The method also exemplified industrial utility as tested on a multigram scale, and particularly avoided column chromatography. Biscoumarin compounds prepared with diverse substitutions were screened for their quorum-quenching (QQ) potential to serve as potential alternatives to antibiotics against pathogenic bacteria. QQ activity of the prepared compounds was determined by their ability to inhibit violacein pigment production of bioreporter \u0000 <i>Chromobacterium violaceum</i>\u0000 in a concentration-dependent manner. Biscoumarins (<b>1g</b>, <b>1n</b>, and <b>1d</b>) showed impressive QQ activity on \u0000 <i>C. violaceum</i>\u0000 and also revealed very good antibiofilm activity against gram-negative (\u0000 <i>Pseudomonas aeruginosa</i>\u0000 ATCC 27853 and \u0000 <i>Salmonella typhimurium</i>\u0000 ATCC 14028) and gram-positive (\u0000 <i>Staphylococcus aureus</i>\u0000 ATCC 6538) human pathogens via the QQ mechanism, indicating their versatile nature against diverse QS signaling systems (AHL, HAQs, and agr). Moreover, molecular docking studies further confirmed our results with impressive binding affinity −8.7, −8.5, and −8.4 kcal/mol (<b>1n</b>, <b>1g</b>, and <b>1d</b>) to protein MvfR (PqsR) and binding affinity −9 kcal/mol to protein AgrA (transcription factor), both controlling the expression of virulence factors in \u0000 <i>P. aeruginosa</i>\u0000 and \u0000 <i>S. aureus</i>\u0000 , respectively. The present investigation highlights the potential of biscoumarin compounds in the medical field to treat life-threatening infections as an alternative to antibiotics.</p>\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"63 2","pages":"390-412"},"PeriodicalIF":2.0,"publicationDate":"2025-12-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146129996","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":"Correction to “A Simple, Economical, and Green Protocol for the Synthesis of Benzyl-Quinoline Analogues by Grinding”","authors":"","doi":"10.1002/jhet.70144","DOIUrl":"https://doi.org/10.1002/jhet.70144","url":null,"abstract":"<p>B. Balaramudu, C. V. Rao, A. V. Rao, et al., “A Simple, Economical, and Green Protocol for the Synthesis of Benzyl-Quinoline Analogues by Grinding,” <i>Journal of Heterocyclic Chemistry</i> 62, no. 10 (2025): 1074–1079, https://doi.org/10.1002/jhet.70052.</p><p>The correct affiliation for “Mohamed Mohamed Soliman” should be the fifth affiliation, and the sixth affiliation should be removed. The accurate details are provided below.</p><p>Bathala Balaramudu<sup>1</sup>, Chunduri Venkata Rao<sup>1</sup>, Adapaka Venkateswara Rao<sup>1</sup>, Suresh Maddila<sup>2,3</sup>, Lalu Venigalla<sup>4</sup>, Mohamed A. Nassan<sup>5</sup>, Mohamed Mohamed Soliman<sup>5</sup>\u0000 </p><p>\u0000 <sup>1</sup>Department of Chemistry, Sri Venkateswara University, Tirupati, India</p><p>\u0000 <sup>2</sup>Department of Chemistry, GITAM School of Science, GITAM University, Visakhapatnam, India</p><p>\u0000 <sup>3</sup>School of Chemistry and Physics, University of KwaZulu-Natal, Durban, South Africa</p><p>\u0000 <sup>4</sup>Department of Chemistry, University of Houston, Houstan, Texas, USA</p><p>\u0000 <sup>5</sup>Department of Clinical Laboratory Sciences, Turabah University College, Taif University, Taif, Saudi Arabia</p><p>We apologize for this error.</p>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"63 2","pages":""},"PeriodicalIF":2.0,"publicationDate":"2025-11-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/jhet.70144","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146136695","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Correction to “A Simple, Economical, and Green Protocol for the Synthesis of Benzyl-Quinoline Analogues by Grinding”","authors":"","doi":"10.1002/jhet.70144","DOIUrl":"https://doi.org/10.1002/jhet.70144","url":null,"abstract":"<p>B. Balaramudu, C. V. Rao, A. V. Rao, et al., “A Simple, Economical, and Green Protocol for the Synthesis of Benzyl-Quinoline Analogues by Grinding,” <i>Journal of Heterocyclic Chemistry</i> 62, no. 10 (2025): 1074–1079, https://doi.org/10.1002/jhet.70052.</p><p>The correct affiliation for “Mohamed Mohamed Soliman” should be the fifth affiliation, and the sixth affiliation should be removed. The accurate details are provided below.</p><p>Bathala Balaramudu<sup>1</sup>, Chunduri Venkata Rao<sup>1</sup>, Adapaka Venkateswara Rao<sup>1</sup>, Suresh Maddila<sup>2,3</sup>, Lalu Venigalla<sup>4</sup>, Mohamed A. Nassan<sup>5</sup>, Mohamed Mohamed Soliman<sup>5</sup>\u0000 </p><p>\u0000 <sup>1</sup>Department of Chemistry, Sri Venkateswara University, Tirupati, India</p><p>\u0000 <sup>2</sup>Department of Chemistry, GITAM School of Science, GITAM University, Visakhapatnam, India</p><p>\u0000 <sup>3</sup>School of Chemistry and Physics, University of KwaZulu-Natal, Durban, South Africa</p><p>\u0000 <sup>4</sup>Department of Chemistry, University of Houston, Houstan, Texas, USA</p><p>\u0000 <sup>5</sup>Department of Clinical Laboratory Sciences, Turabah University College, Taif University, Taif, Saudi Arabia</p><p>We apologize for this error.</p>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"63 2","pages":""},"PeriodicalIF":2.0,"publicationDate":"2025-11-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/jhet.70144","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146136696","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Three-Component Protocol for Modular Assembly of Triphenylamine-Tethered 2-Arylquinolines and Their Photophysical Properties","authors":"Chenli Fan, Yanxuan Gui, Suolan Zheng, Jingru Jiang, Yanan Liu, Xinwei He","doi":"10.1002/jhet.70142","DOIUrl":"https://doi.org/10.1002/jhet.70142","url":null,"abstract":"<div>\u0000 \u0000 <p>A Cu(OTf)<sub>2</sub>-catalyzed three-component reaction of arylamines, aromatic aldehydes, and functionalized phenylacetylenes has been successfully accomplished. This strategy provides a wide range of structurally diversified triphenylamine-tethered 2-arylquinoline derivatives in good yields with a variety of extended π-structures and functional group compatibility. The strategy described here is easily scalable and several useful synthetic transformations of the prepared functionalized 2-arylquinoline derivatives were also performed. Furthermore, the photophysical properties of the synthesized products were evaluated, exhibiting interesting fluorescence properties with large Stokes shifts.</p>\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"63 2","pages":"379-388"},"PeriodicalIF":2.0,"publicationDate":"2025-11-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146136618","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":"Three-Component Protocol for Modular Assembly of Triphenylamine-Tethered 2-Arylquinolines and Their Photophysical Properties","authors":"Chenli Fan, Yanxuan Gui, Suolan Zheng, Jingru Jiang, Yanan Liu, Xinwei He","doi":"10.1002/jhet.70142","DOIUrl":"https://doi.org/10.1002/jhet.70142","url":null,"abstract":"<div>\u0000 \u0000 <p>A Cu(OTf)<sub>2</sub>-catalyzed three-component reaction of arylamines, aromatic aldehydes, and functionalized phenylacetylenes has been successfully accomplished. This strategy provides a wide range of structurally diversified triphenylamine-tethered 2-arylquinoline derivatives in good yields with a variety of extended π-structures and functional group compatibility. The strategy described here is easily scalable and several useful synthetic transformations of the prepared functionalized 2-arylquinoline derivatives were also performed. Furthermore, the photophysical properties of the synthesized products were evaluated, exhibiting interesting fluorescence properties with large Stokes shifts.</p>\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"63 2","pages":"379-388"},"PeriodicalIF":2.0,"publicationDate":"2025-11-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146136619","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}
Guangjin Tong, Feifeng Luo, Yiting Wang, Liangce Rong
{"title":"Construction of Carbon-Nitrogen Bond From Addition Reaction of Weak Nucleophilic Nitrogen Atom of Imides With Para-Quinone Methides","authors":"Guangjin Tong, Feifeng Luo, Yiting Wang, Liangce Rong","doi":"10.1002/jhet.70141","DOIUrl":"10.1002/jhet.70141","url":null,"abstract":"<div>\u0000 \u0000 <p>An efficient 1,6-conjugate addition for the construction of C–N bonds from the reaction of <i>para</i>-Quinone methides (<i>p</i>-QMs) and the weak nucleophilic nitrogen atom of imides was reported. Studies have shown that trimethylamine (Et<sub>3</sub>N) is an essential catalyst for ensuring the successful completion of this synthesis process. The reaction features a wide range of substrates, simple operation, good group tolerance, and high yields.</p>\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"63 2","pages":"373-378"},"PeriodicalIF":2.0,"publicationDate":"2025-11-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146136513","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}