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Design, synthesis and antimicrobial screening of some new thienopyrimidines 几种新型噻吩嘧啶的设计、合成及抗菌筛选
IF 1.7
Organic Communications Pub Date : 2021-11-25 DOI: 10.25135/acg.oc.114.2109.2214
M. Tolba, M. Sayed, A. K. Kamal El‐dean, R. Hassanien, Mostafa Ahmed, S. A. Abdel-Raheem
{"title":"Design, synthesis and antimicrobial screening of some new thienopyrimidines","authors":"M. Tolba, M. Sayed, A. K. Kamal El‐dean, R. Hassanien, Mostafa Ahmed, S. A. Abdel-Raheem","doi":"10.25135/acg.oc.114.2109.2214","DOIUrl":"https://doi.org/10.25135/acg.oc.114.2109.2214","url":null,"abstract":"Heterocyclic compounds play an important role in our life due to their biological importance in the struggle of microorganisms. Herein, a series of novel hybrid compounds of thienopyrimidine with triazine and pyrimidine scaffolds were synthesized starting from difunctionalized compound 5-amino-4-phenyl-2-(p-tolylamino)thieno[2,3d]pyrimidine-6-carbonitrile (1). Moreover, the diazotization of compound 1 with sodium nitrite in an acidic medium gave the chloro-triazine compound 2 which was subjected to the nucleophilic substitution of chlorine atom with different nucleophiles delivered compounds 3a-5c. Furthermore, the reaction of compound 1 with carbon disulfide led to the formation of dithione derivative 6 which was alkylated with ethyl chloroacetate to give compound 7, on the other hand, the reaction of compound 1 with phenyl isothiocyanate produced 4-imino-3,9-diphenyl-7-(p-tolylamino)-3,4dihydropyrimido[4',5':4,5]thieno [2,3-d]pyrimidine-2(1H)-thione (8), while acylation of the amino group in compound 1 with acetic anhydride gave compound 9. All synthesized compounds were characterized by elemental and spectral analysis techniques (IR, H NMR, C NMR, Mass spectroscopy). Furthermore, the synthesized compounds were tested for their antimicrobial activity against different strains of bacteria and fungi, and the results obtained showed good to moderate activity with almost all the strains.","PeriodicalId":19553,"journal":{"name":"Organic Communications","volume":" ","pages":""},"PeriodicalIF":1.7,"publicationDate":"2021-11-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"47386603","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 14
Effect of reactor configurations on the Suzuki cross-coupling reaction using a carrageenan-based RhCl3 catalyst 反应器构型对卡拉胶基RhCl3催化剂铃木交叉偶联反应的影响
IF 1.7
Organic Communications Pub Date : 2021-10-09 DOI: 10.25135/acg.oc.113.2108.2189
A. Wolfson, Oshrat Levy‐Ontman, Eduart Arbit, Sivan Leviev
{"title":"Effect of reactor configurations on the Suzuki cross-coupling reaction using a carrageenan-based RhCl3 catalyst","authors":"A. Wolfson, Oshrat Levy‐Ontman, Eduart Arbit, Sivan Leviev","doi":"10.25135/acg.oc.113.2108.2189","DOIUrl":"https://doi.org/10.25135/acg.oc.113.2108.2189","url":null,"abstract":"RhCl3 was heterogenized into an iota-carrageenan polysaccharide support, and the effect of various reactor configurations on catalyst performance in a Suzuki cross-coupling reaction was studied. It was found that performing the reaction in a high-volume, well-agitated, mechanically mixed high volume reactor, or circulating the reaction mixture through the catalyst, which was placed in a tabular reactor, yielded higher product yields in comparison to magnetically stirring or shaking. In addition, the catalyst was also successfully recycled in all the systems. Moreover, the reaction solution in each reactor configuration did not contain any traces of rhodium, while elemental composition of the iota-based rhodium catalyst, ἰ-RhCl3, following the first and the second cycle in the glass tubular reactor was similar to the fresh ἰ-RhCl3 catalyst, demonstrating the high xerogel stability.","PeriodicalId":19553,"journal":{"name":"Organic Communications","volume":" ","pages":""},"PeriodicalIF":1.7,"publicationDate":"2021-10-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"48720711","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Synthesis of novel salicylic acid-pyrrolone conjugates and investigation of their cytotoxic and genotoxic effects in Allium cepa root tip cells 水杨酸-吡咯酮偶联物的合成及其对洋葱根尖细胞的细胞毒性和遗传毒性研究
IF 1.7
Organic Communications Pub Date : 2021-09-19 DOI: 10.25135/acg.oc.111.21.06.2118
M. Gümüş, Selin Can, H. Eroğlu, İ. Koca
{"title":"Synthesis of novel salicylic acid-pyrrolone conjugates and investigation of their cytotoxic and genotoxic effects in Allium cepa root tip cells","authors":"M. Gümüş, Selin Can, H. Eroğlu, İ. Koca","doi":"10.25135/acg.oc.111.21.06.2118","DOIUrl":"https://doi.org/10.25135/acg.oc.111.21.06.2118","url":null,"abstract":"","PeriodicalId":19553,"journal":{"name":"Organic Communications","volume":"1 1","pages":""},"PeriodicalIF":1.7,"publicationDate":"2021-09-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"41364409","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Knoevenagel condensation reaction catalysed by agro-waste extract as a greener solvent catalyst 农业废弃物提取物作为绿色溶剂催化剂催化Knoevenagel缩合反应
IF 1.7
Organic Communications Pub Date : 2021-03-26 DOI: 10.25135/ACG.OC.99.21.01.1948
Krishnappa B Badiger, Kantharaju Kamanna
{"title":"Knoevenagel condensation reaction catalysed by agro-waste extract as a greener solvent catalyst","authors":"Krishnappa B Badiger, Kantharaju Kamanna","doi":"10.25135/ACG.OC.99.21.01.1948","DOIUrl":"https://doi.org/10.25135/ACG.OC.99.21.01.1948","url":null,"abstract":"This paper present a novel Knoevenagel reaction protocol for the condensation of aromatic/heteroaromatic aldehydes with malononitrile to give α, β–unsaturated benzylidene derivatives. The main focus of this work is to reveal the usability of agro-waste extracts as a catalyst in the Knoevenagel condensation. The present protocol proceeds efficiently for various substituted aromatic and heterocyclic aldehydes in the Knoevenagel reactions. In addition, the present method describes direct isolation of the formed products without using organic solvent extraction gave good yields product.","PeriodicalId":19553,"journal":{"name":"Organic Communications","volume":" ","pages":""},"PeriodicalIF":1.7,"publicationDate":"2021-03-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"41844410","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 15
Facile microwave synthesis of a novel phenothiazine derivative and its cytotoxic activity 一种新型吩噻嗪衍生物的微波合成及其细胞毒活性研究
IF 1.7
Organic Communications Pub Date : 2020-12-26 DOI: 10.25135/acg.oc.86.20.10.1853
Cenk A Andac
{"title":"Facile microwave synthesis of a novel phenothiazine derivative and its cytotoxic activity","authors":"Cenk A Andac","doi":"10.25135/acg.oc.86.20.10.1853","DOIUrl":"https://doi.org/10.25135/acg.oc.86.20.10.1853","url":null,"abstract":"Herein, a facile procedure for microwave synthesis and NMR characterization of phenothiazine derivatives 10-(3-hydroxypropyl)-2-(methylsulphanyl)-10H-phenothiazine (3) (25% yield) and 1-[3-(2-methylsulfanyl-10H-phenothiazine-10-yl)-propyl]pyrimidine-2,4-(1H,3H)-dione (6) (67% yield) is described. After successful microwave synthesis steps, MTT cytotoxicity experiments gave rise to greater anticancer effect of compound 6 in MCF-7 human breast adenocarcinoma cell line (IC50= 1.35 µM) as compared to literature values for tamoxifen (IC50= 8.3 µM) and doxorubicin (IC50= 27 µM).","PeriodicalId":19553,"journal":{"name":"Organic Communications","volume":" ","pages":""},"PeriodicalIF":1.7,"publicationDate":"2020-12-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"44717527","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 1
Efficient one-pot three-component synthesis of 2H-indazole [2,1-b]phthalazine-1,6,11(13H)-triones at room temperature 室温下一锅三组分高效合成2h -茚唑[2,1-b]酞嗪-1,6,11(13H)-三酮
IF 1.7
Organic Communications Pub Date : 2020-12-26 DOI: 10.25135/acg.oc.85.20.08.1768
Parshuram M. Pisal, V. T. Kamble, Dr. Ravi Varala, Pradip B. Gujarathi
{"title":"Efficient one-pot three-component synthesis of 2H-indazole [2,1-b]phthalazine-1,6,11(13H)-triones at room temperature","authors":"Parshuram M. Pisal, V. T. Kamble, Dr. Ravi Varala, Pradip B. Gujarathi","doi":"10.25135/acg.oc.85.20.08.1768","DOIUrl":"https://doi.org/10.25135/acg.oc.85.20.08.1768","url":null,"abstract":"Tetrabutylammonium bromide (TBAB) and cesium carbonate (Cs2O3) catalyzed, one-pot three-component synthesis of 2H-indazole[2,1b]phthalazine-1,6,11(13H)-triones was developed at room temperature in ethanol. Both electron donating and withdrawing groups are compatible under the optimized reaction parameters.","PeriodicalId":19553,"journal":{"name":"Organic Communications","volume":" ","pages":""},"PeriodicalIF":1.7,"publicationDate":"2020-12-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"46973524","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 1
Cycloaddition reactions of 4-phenyl-3H-1,2,4-triazole-3,5(4H)-dione (PTAD) and 4-methyl-3H-1,2,4-triazole-3,5(4H)-dione (MTAD): A short review 4-苯基- 3h -1,2,4-三唑-3,5(4H)-二酮(PTAD)和4-甲基- 3h -1,2,4-三唑-3,5(4H)-二酮(MTAD)的环加成反应综述
IF 1.7
Organic Communications Pub Date : 2020-12-26 DOI: 10.25135/acg.oc.88.20.11.1870
N. Korol, M. Slivka, O. Holovko-Kamoshenkova
{"title":"Cycloaddition reactions of 4-phenyl-3H-1,2,4-triazole-3,5(4H)-dione (PTAD) and 4-methyl-3H-1,2,4-triazole-3,5(4H)-dione (MTAD): A short review","authors":"N. Korol, M. Slivka, O. Holovko-Kamoshenkova","doi":"10.25135/acg.oc.88.20.11.1870","DOIUrl":"https://doi.org/10.25135/acg.oc.88.20.11.1870","url":null,"abstract":"The sources, describing cycloaddition reactions with the participation of 4-phenyl-3H-1,2,4-triazole-3,5(4H)-dione (PTAD) and 4-methyl-3H-1,2,4-triazole-3,5(4H)-dione (MTAD) were reviewed from the middle 1970s and they are mentioned in chronological order. It was noted that the most investigated are Diels-Alder reactions and cycloaddition to a few cyclic mono- and dienes. Stereochemistry of obtained products are also described.","PeriodicalId":19553,"journal":{"name":"Organic Communications","volume":" ","pages":""},"PeriodicalIF":1.7,"publicationDate":"2020-12-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"48346142","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Synthesis of new fatty acid derivatives of oleanane and ursane triterpenoids and investigation of their in vitro cytotoxic effects on 3T3 fibroblast and PC3 prostate cancer cell linesLines 齐墩烷和熊烷三萜新型脂肪酸衍生物的合成及其对3T3成纤维细胞和PC3前列腺癌细胞的体外细胞毒作用研究
IF 1.7
Organic Communications Pub Date : 2020-09-27 DOI: 10.25135/ACG.OC.84.20.09.1792
H. Şenol, Kübra Çokuludağ, Asude Sena Aktaş, Sezen Atasoy, Aydan Dağ, G. Topçu
{"title":"Synthesis of new fatty acid derivatives of oleanane and ursane triterpenoids and investigation of their in vitro cytotoxic effects on 3T3 fibroblast and PC3 prostate cancer cell linesLines","authors":"H. Şenol, Kübra Çokuludağ, Asude Sena Aktaş, Sezen Atasoy, Aydan Dağ, G. Topçu","doi":"10.25135/ACG.OC.84.20.09.1792","DOIUrl":"https://doi.org/10.25135/ACG.OC.84.20.09.1792","url":null,"abstract":"In this study, 12 new oleanane and ursane derivative triterpene compounds, having fatty acids in the form of esters with carbon numbers of 12, 13, 18, 19, 24 and 25, were synthesized starting from natural products oleanolic and ursolic acids. Initially, 3-methylerythrodiol (3β-methoxyolean-12-en-28-ol) and 3-methyluvaol (3β-methoxyurs12-en-28-ol) were synthesized from oleanolic acid and ursolic acid, respectively. For this purpose, secondary OH group at C-3 of oleanolic and ursolic acids were protected as methyl ether and, then, their carboxylic acid moieties were reduced by aluminum hydride. New fatty acid derivatives 5a-f and 8a-f were synthesized through the reaction of 3-methylerythrodiol/3-methyluvaol and corresponding fatty acid halides. In vitro cytotoxic activities of the all synthesized compounds were investigated on 3T3 fibroblast cells and PC3 prostate cancer cell lines. While all the compounds showed at least 70% inhibition on PC3 prostate cancer cells at a concentration of 25 μM, they had average of 50% inhibition on 3T3 fibroblast human healthy cells at the same concentration. Compounds 5c and 8c demonstrated the least toxic effect on 3T3 fibroblast human healthy cells and the highest toxic effect on PC3 prostate cancer cells at a concentration of 12.5 μM. Moreover, compounds 8c and 8e had the least toxic effect on 3T3 fibroblast human healthy cells and the highest toxic effect on PC3 prostate cancer cells at the same concentration.","PeriodicalId":19553,"journal":{"name":"Organic Communications","volume":"1 1","pages":""},"PeriodicalIF":1.7,"publicationDate":"2020-09-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"41699705","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 13
Design and synthesis of novel peptidomimetics for cancer immunotherapy 癌症免疫治疗新型拟肽药物的设计与合成
IF 1.7
Organic Communications Pub Date : 2020-07-01 DOI: 10.25135/ACG.OC.86.20.09.1802
Ceyda Köse, Esra Uysal, B. Yazici, Z. Tuğay, Serap İpek Dingiş Birgül, Hamdullah Yanık, E. Tavukçuoğlu, Sevgi Gulyuz, A. Akdemir, G. Esendagli, Ö. Yılmaz, Onur Alptürk
{"title":"Design and synthesis of novel peptidomimetics for cancer immunotherapy","authors":"Ceyda Köse, Esra Uysal, B. Yazici, Z. Tuğay, Serap İpek Dingiş Birgül, Hamdullah Yanık, E. Tavukçuoğlu, Sevgi Gulyuz, A. Akdemir, G. Esendagli, Ö. Yılmaz, Onur Alptürk","doi":"10.25135/ACG.OC.86.20.09.1802","DOIUrl":"https://doi.org/10.25135/ACG.OC.86.20.09.1802","url":null,"abstract":"Tumor cells benefit from some certain signals, which are referred to as “immune checkpoints”, to escape immune-mediated destruction. With that in mind, it is believed that the blockade of these points, such as programmed cell death Ligand-1 (PD-L1) and programmed cell death 1 (PD-1), can restore an adaptative immune response against tumoral cells. In this study, we have designed and synthesized some novel peptidomimetics with a 2-aminobenzathiazole scaffold, which targets the PD-1/PDL-1 pathway. In the viability assay, it was found that these compounds decreased the proliferation of peripheral blood mononuclear cells in the concentration of 10 uM. Overall, our results indicate that these novel compounds are potential checkpoint inhibitors for cancer immunotherapy.","PeriodicalId":19553,"journal":{"name":"Organic Communications","volume":" ","pages":""},"PeriodicalIF":1.7,"publicationDate":"2020-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"42094230","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 1
Microwave-assisted synthesis of some new bis-1,3-benzoxazines and their antimicrobial activity 微波辅助合成新型双-1,3-苯并恶嗪及其抑菌活性
IF 1.7
Organic Communications Pub Date : 2020-03-28 DOI: 10.25135/acg.oc.71.02.01.1521
A. Shinde, N. Deshmukh, S. Zangade
{"title":"Microwave-assisted synthesis of some new bis-1,3-benzoxazines and their antimicrobial activity","authors":"A. Shinde, N. Deshmukh, S. Zangade","doi":"10.25135/acg.oc.71.02.01.1521","DOIUrl":"https://doi.org/10.25135/acg.oc.71.02.01.1521","url":null,"abstract":"A series of bis-1, 3-benzoxazines (3a-f) were synthesized from reduced product of propane-1, 3-diamine Schiff bases in the presence of formalin under conventional heating and microwave irradiation. The structures of newly synthesized diamines and bis-1, 3-benzoxazines were established on the basis of spectroscopic data. Further, all the synthesized compounds were screened for antimicrobial activity. Some of the compounds showed very good activity compared to standard drugs against all pathogenic bacteria and fungi.","PeriodicalId":19553,"journal":{"name":"Organic Communications","volume":" ","pages":""},"PeriodicalIF":1.7,"publicationDate":"2020-03-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"45099703","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 1
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