Synthetic Communications最新文献_第4页

Design, synthesis, anticancer evaluation and molecular docking studies of different aryl derivatives of azaindole-pyrimidine-1,3,4-oxadiazoles 氮唑-嘧啶-1,3,4-恶二唑不同芳基衍生物的设计、合成、抗癌评价及分子对接研究

IF 1.8 3区化学

Synthetic Communications Pub Date : 2025-01-29 DOI: 10.1080/00397911.2025.2457440

Vankayala Ramesh Babu , V. D. N. Kumar Abbaraju , Reddymasu Sreenivasulu , Dasari Sravani , Singamsetty Rangaswamy , Ravi Kumar Kapavarapu , Deva H.Puranam , Farha Farahim

{"title":"Design, synthesis, anticancer evaluation and molecular docking studies of different aryl derivatives of azaindole-pyrimidine-1,3,4-oxadiazoles","authors":"Vankayala Ramesh Babu , V. D. N. Kumar Abbaraju , Reddymasu Sreenivasulu , Dasari Sravani , Singamsetty Rangaswamy , Ravi Kumar Kapavarapu , Deva H.Puranam , Farha Farahim","doi":"10.1080/00397911.2025.2457440","DOIUrl":"10.1080/00397911.2025.2457440","url":null,"abstract":"<div><div>The aryl-azaindole-pyrimidine-1,3,4-oxadiazole derivatives (<strong>12a–j</strong>) were synthesized by Suzuki coupling reaction between bromo-azaindole-1,3,4-oxadiaole intermediate <strong>10</strong> and various aryl boronic acids (<strong>11a–j</strong>) by using of Pd(dppf)Cl<sub>2</sub> and K<sub>2</sub>CO<sub>3</sub> in 1,4-dioxane/H<sub>2</sub>O. Here, the Suzuki coupling mechanism starts with the oxidative addition followed by transmetallation and ends with reductive elimination. These derivatives were screened in vitro anticancer applications against four human cancer cell lines including MCF-7, A549, Colo-205, and A2780 by employing of MTT method, the well-known chemotherapeutic agent as etoposide used as positive control. Among them, compound <strong>12a</strong> bearing 3,4,5-trimethoxy substituent on the aryl moiety displayed good activity as compared with positive control against MCF-7, A549, Colo-205, and A2780 cell lines with IC<sub>50</sub> values of 1.10 ± 0.84 µM, 1.07 ± 0.067 µM, 1.20 ± 0.95 µM, and 1.34 ± 0.66 µM respectively. Compounds <strong>12a</strong> and <strong>12b</strong> primarily engage in hydrophobic interactions such as pi-pi stacked, amide-pi stacked, pi-alkyl, and alkyl interactions. Specifically, nucleotides DG13, DA12, and arg503 display pi-pi stacked and amide-pi stacked interactions.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"55 5","pages":"Pages 405-421"},"PeriodicalIF":1.8,"publicationDate":"2025-01-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143377777","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}

引用次数: 0

Facile one-pot green synthesis, antioxidant and antimicrobial activities of 7-(substituted phenyl)-7,11-dihydro-6H,8H-chromeno[3′,4′:5,6]pyrano[2,3-d]pyrimidine-6,8,10(9H)-trione derivatives 7-（取代苯基）-7,11-二氢- 6h，8H-chromeno[3 ',4 ':5,6]吡喃[2,3-d]嘧啶-6,8,10(9H)-三酮衍生物的抗氧化和抗菌活性

IF 1.8 3区化学

Synthetic Communications Pub Date : 2025-01-25 DOI: 10.1080/00397911.2025.2455521

Omkar Reddy Vanukuri , Mohan Gundluru , Poojitha Bellala , Rama Sekhara Reddy Dachuru , Suresh Reddy Cirandur

{"title":"Facile one-pot green synthesis, antioxidant and antimicrobial activities of 7-(substituted phenyl)-7,11-dihydro-6H,8H-chromeno[3′,4′:5,6]pyrano[2,3-d]pyrimidine-6,8,10(9H)-trione derivatives","authors":"Omkar Reddy Vanukuri , Mohan Gundluru , Poojitha Bellala , Rama Sekhara Reddy Dachuru , Suresh Reddy Cirandur","doi":"10.1080/00397911.2025.2455521","DOIUrl":"10.1080/00397911.2025.2455521","url":null,"abstract":"<div><div>The work aims to develop a simple and efficient protocol for one-pot three-component synthesis to produce a series of poly functionalized 7-(substituted phenyl)-7,11-dihydro-6H,8H-chromeno[3′,4′:5,6]pyrano[2,3-d]pyrimidine-6,8,10(9H)-trione derivatives using Sulfonated reduced graphene oxide (rGO-SO<sub>3</sub>H) as an efficient catalyst <em>via</em> one-pot multicomponent reaction of 4-hydroxycoumarin, aromatic aldehydes and barbituric acid under microwave irradiation and solvent-free conditions in good to excellent yields. The reported protocol is metal-free, highly atom-economic, better yielding in quick reaction time, simple to operate and eco-friendly with reaction conditions comparatively milder. Use of low-cost acidic catalyst under neat conditions makes the reaction an environmentally benign protocol. Additionally, the compounds were screened for their free radical scavenging, antibacterial and antifungal activities which showed good activities when compared than that of standard drugs.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"55 4","pages":"Pages 325-337"},"PeriodicalIF":1.8,"publicationDate":"2025-01-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143378068","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}

引用次数: 0

A practical synthesis of functionalized pyrazoles promoted by a polyoxomolybdate-based iron catalyst 多氧钼酸盐基铁催化剂催化下功能化吡唑的合成

IF 1.8 3区化学

Synthetic Communications Pub Date : 2025-01-24 DOI: 10.1080/00397911.2025.2455529

Lianji Zhang , Yujuan Wu , Cuiping Wang , Wanguo Wei , Zhiqiang Zhang

引用次数: 0

Electrochemical regioselective methylthiolation of imidazo[2,1-b]thiazoles with DMSO 咪唑[2,1-b]噻唑与DMSO的电化学区域选择性甲基硫化

IF 1.8 3区化学

Synthetic Communications Pub Date : 2025-01-21 DOI: 10.1080/00397911.2025.2453872

Meng Xiao , Liyu Yi , Wenjie Liu , Gao Cao

引用次数: 0

Synthesis of Felbinac acid and Felbinac ester via PEPPSI palladium N-heterocyclic carbene catalytic system PEPPSI钯n杂环碳催化体系合成Felbinac酸和Felbinac酯

IF 1.8 3区化学

Synthetic Communications Pub Date : 2025-01-20 DOI: 10.1080/00397911.2025.2453977

Umar B. Suleiman , Mansur B. Ibrahim , Aminu Muhammad , Sani. A. Zarewa

{"title":"Synthesis of Felbinac acid and Felbinac ester via PEPPSI palladium N-heterocyclic carbene catalytic system","authors":"Umar B. Suleiman , Mansur B. Ibrahim , Aminu Muhammad , Sani. A. Zarewa","doi":"10.1080/00397911.2025.2453977","DOIUrl":"10.1080/00397911.2025.2453977","url":null,"abstract":"<div><div>Ethyl-4-biphenylacetate (Felbinac ester) and 4-biphenylacetic acid (Felbinac acid) are common active metabolites of non-steroidal anti-inflammatory drugs (NSAIDs) and are frequently used in the treatment of muscle inflammation and arthritis. The current studies synthesized Felbinacs via a Suzuki-Miyaura cross-coupling reaction mediated through PEPPSI-palladium N-heterocyclic carbene as a catalyst. The catalyst was synthesized through <em>N</em>-benzylation of benzimidazole followed by <em>N</em>-butylation of the resulting <em>N</em>-benzylbenzimidazole to yield the <em>N</em>-benzyl-<em>N</em>-butylbenzimidazolium bromide (the pre-carbene). The pre-carbene was then reacted with palladium bromide (PdBr<sub>2</sub>) in 3-methylpyridine, to produce the pre-catalyst (Pd-NHC-Py-Br<sub>2</sub>). The intermediates and the pre-catalyst were characterized using <sup>1</sup>H and <sup>13</sup>C NMR, FT-IR, and elemental analyses. The pre-catalyst was used to mediate the synthesis of 4-biphenylacetic acid (Felbinac acid) and 4-biphenylacetate (Felbinac ester) from the coupling reaction of Ethyl-4-bromophenyl acetate with phenylboronic acid. The Pd-NHC-Py-Br2 pre-catalyst demonstrated excellent air and moisture stability.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"55 4","pages":"Pages 315-324"},"PeriodicalIF":1.8,"publicationDate":"2025-01-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143378069","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}

引用次数: 0

Organocatalysis in tetrasubstituted imidazole synthesis: A critical review of recent progress 四取代咪唑合成中的有机催化：最新进展综述

IF 1.8 3区化学

Synthetic Communications Pub Date : 2025-01-18 DOI: 10.1080/00397911.2025.2451416

Saptadwipa Bhattacharjee , Puja Basak , Pranab Ghosh

引用次数: 0

Recent applications of phenyl hydrazine in photoinduced chemical transformations 苯肼在光致化学转化中的最新应用

IF 1.8 3区化学

Synthetic Communications Pub Date : 2025-01-17 DOI: 10.1080/00397911.2024.2434044

Sangita Yadav , Rohit Kumar , Vishal Srivastava , Praveen P. Singh , Pravin K. Singh

引用次数: 0

The reactivity of indole-[3,4-b]-azepin-1,5-dione for halogenations and synthesis of alkylamine substituted indole-[3,4-b]-azepine derivatives 吲哚-[3,4-b]-氮平-1,5-二酮在卤化和烷基胺取代吲哚-[3,4-b]-氮平衍生物合成中的反应性

IF 1.8 3区化学

Synthetic Communications Pub Date : 2025-01-17 DOI: 10.1080/00397911.2024.2438716

Aakansha Negi , Anup A. Gupta , Chichanbemo E. Kikon , Swathilakshmi S. , Santosh Kumar Guru , Venkata Rao Kaki

引用次数: 0

Synthesis and biological evaluation of aryl derivatives of indole-1,3,4-thiadiazole as anticancer agents 吲哚-1,3,4-噻二唑抗癌芳基衍生物的合成及生物学评价

IF 1.8 3区化学

Synthetic Communications Pub Date : 2025-01-17 DOI: 10.1080/00397911.2024.2431034

Sudhakar Kalagara , Sudhakar Reddy Baddam , Srinivas Ganta , Balaraju Vudari , Sreenivas Enaganti , Anil Damarancha , Laxminarayana Eppakayala

引用次数: 0

Synthesis of novel benzimidazole-based retrochalcones and their anticancer activity against breast and colon cancer 新型苯并咪唑类后查尔酮的合成及其对乳腺癌和结肠癌的抗癌作用

IF 1.8 3区化学

Synthetic Communications Pub Date : 2025-01-17 DOI: 10.1080/00397911.2024.2440026

Aboudramane Koné , Coulibaly Souleymane , Mabintou Kalo , Camara Tchambaga Etienne , Sylvain Collet , Drissa Sissouma

{"title":"Synthesis of novel benzimidazole-based retrochalcones and their anticancer activity against breast and colon cancer","authors":"Aboudramane Koné , Coulibaly Souleymane , Mabintou Kalo , Camara Tchambaga Etienne , Sylvain Collet , Drissa Sissouma","doi":"10.1080/00397911.2024.2440026","DOIUrl":"10.1080/00397911.2024.2440026","url":null,"abstract":"<div><div>A series of novel 3-benzimidazolyl retrochalcones (<strong>6a–g</strong>) was synthesized and evaluated for their anticancer activities against breast (MDA-MB-231, MCF-7) and human colon (Caco-2, HCT-116) cancer cell lines. The compounds demonstrated significant anticancer potential, with compound <strong>6d</strong> exhibiting the most potent activity (IC<sub>50</sub> < 1.56 μM) across all tested cell lines. Most compounds were more active than Roscovitine but less potent than Paclitaxel (Taxol<sup>®</sup>). Notably, compound <strong>6e</strong> was inactive against both Caco-2 and MDA-MB-231 cell lines. The presence of electron-donating methoxy groups enhanced anticancer efficacy, while electron-withdrawing nitro groups had a detrimental effect. The high amplitude values (70%–98%) observed for the compounds indicate effective targeting of cancer cells, while lower amplitudes in fibroblasts (27%–49%) suggest selective antimitotic effects. These findings highlight the potential of benzimidazole-supported retrochalcones as promising candidates for further development as broad anticancer agents.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"55 2","pages":"Pages 175-182"},"PeriodicalIF":1.8,"publicationDate":"2025-01-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143129705","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}

引用次数: 0