{"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}
{"title":"Synthesis of ɣ-glutamyl β-cyanoalanine precursor","authors":"Sule Un, R. Altundas, A. Gören","doi":"10.25135/acg.oc.89.20.05.1660","DOIUrl":"https://doi.org/10.25135/acg.oc.89.20.05.1660","url":null,"abstract":"The synthesis of precursors of neurotoxic ɣ-glutamyl β-cyanoalanine was developed starting from L-Serine via through the preparation of b-cyanoalanine and glutamyl units. Coupling of these two intermediates gave methyl ester of ɣ-glutamyl β-cyanoalanine precursor.","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":"45103958","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}
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}
{"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}
Hülya Yanık, Sümeyra Ayan, A. Akdemir, Ö. Erdoğan, C. B. Ustundag, O. Cevik, Ozgur Yilmaz
{"title":"Synthesis, anticancer activities and molecular modeling studies of some 2-aminonaphtho[2,3-d][1,3]thiazole-4,9-dione derivatives","authors":"Hülya Yanık, Sümeyra Ayan, A. Akdemir, Ö. Erdoğan, C. B. Ustundag, O. Cevik, Ozgur Yilmaz","doi":"10.25135/acg.oc.91.20.11.1913","DOIUrl":"https://doi.org/10.25135/acg.oc.91.20.11.1913","url":null,"abstract":"Quinones, especially 1,4-naphthoquinones, are one of the most significant and widely distributed phytochemical groups in nature. 1,4-Naphthoquinones and their synthetic derivatives are found to possess remarkable cytotoxic activities. In this study, a series of 2-aminonaphtho[2,3-d][1,3]thiazole-4,9-dione derivatives were synthesized and their structures were verified with spectral analysis. In vitro cytotoxic activities of the synthesized compounds were evaluated by using MTT assay against MKN-45 (Human Gastric cancer), MDA-MB-231 (Human Breast cancer) and HeLa (Human Cervical cancer) cell lines. Among the synthesized compounds, 3d inhibited MDA-MB-cell proliferation with an IC50 value of 0.276 µM. Compound 3a inhibited HeLa and MKN-45 cell proliferation with IC50 values of 0.336 µM and 8.769 µM, respectively. Compound 3b inhibited HELA cell proliferation with an IC50 value of 0.269 µM. Molecular docking results suggest that the ligands may bind to the hDNA TopoIIβ binding pocket and partially exert their effects. These results propose that 2-aminonaphtho[2,3-d]thiazole-4,9-dion core has important biological effects and further explorations are worthwhile.","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":"46107876","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}
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}
{"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}
M. Koçer, Z. O. Erdogan, Mehmet Oguz, S. Kucukkolbasi, M. Yılmaz
{"title":"A Calix[4]arene-tren mdified electrode for determination of Lead ions in aqueous solution","authors":"M. Koçer, Z. O. Erdogan, Mehmet Oguz, S. Kucukkolbasi, M. Yılmaz","doi":"10.25135/acg.oc.65.19.07.1330","DOIUrl":"https://doi.org/10.25135/acg.oc.65.19.07.1330","url":null,"abstract":"","PeriodicalId":19553,"journal":{"name":"Organic Communications","volume":" ","pages":""},"PeriodicalIF":1.7,"publicationDate":"2019-09-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"45144650","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}
O. Kazakova, L. Rubanik, I. Smirnova, O. Savinova, A. Petrova, N. Poleschuk, E. Khusnutdinova, E. Boreko, Yu. M. Kapustina
{"title":"Synthesis and in vitro activity of oleanane type derivatives against Chlamydia trachomatis","authors":"O. Kazakova, L. Rubanik, I. Smirnova, O. Savinova, A. Petrova, N. Poleschuk, E. Khusnutdinova, E. Boreko, Yu. M. Kapustina","doi":"10.25135/acg.oc.66.19.07.1352","DOIUrl":"https://doi.org/10.25135/acg.oc.66.19.07.1352","url":null,"abstract":"Modified synthesis of 3β-nicotinoyloxy-olean-12(13)-en-28-oic acid and 3-deoxy-3a-homo-3a-aza28-hydroxy-olean-12(13)-ene from natural occurring oleanolic acid is suggested. These compounds and two others of ursane and lupane type triterpenoids (3-oximino-urs-12-en-28-oic acid and 3-deoxy-3a-homo-3a-aza28-hydroxy-lup-12(13)-ene) were screened in vitro against Chlamydia trachomatis strain F-3271/Belarus/2015. Oleanane triterpenoids became the leading compounds with chemotherapeutic index > 8 and were chosen for further research.","PeriodicalId":19553,"journal":{"name":"Organic Communications","volume":" ","pages":""},"PeriodicalIF":1.7,"publicationDate":"2019-09-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"44107704","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}