{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,8,25]],"date-time":"2026-08-25T14:06:46Z","timestamp":1787666806816,"version":"build-2736575974"},"reference-count":33,"publisher":"MDPI AG","issue":"21","license":[{"start":{"date-parts":[[2019,10,31]],"date-time":"2019-10-31T00:00:00Z","timestamp":1572480000000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>Continuing our research in the field of new heterocyclic compounds, herein we report on the synthesis and antitumor activity of new amino derivatives of pyrido[3\u2032,2\u2032:4,5](furo)thieno[3,2-d]pyrimidines as well as of two new heterocyclic systems: furo[2\u2013e]imidazo[1,2-c]pyrimidine and furo[2,3-e]pyrimido[1,2-c]pyrimidine. Thus, by refluxing the 8-chloro derivatives of pyrido[3\u2032,2\u2032:4,5]thieno(furo)[3,2-d]pyrimidines with various amines, the relevant pyrido[3\u2032,2\u2032:4,5]thieno(furo)[3,2-d]pyrimidin-8-amines were obtained. Further, the cyclization of some amines under the action of phosphorus oxychloride led to the formation of new heterorings: imidazo[1,2-c]pyrimidine and pyrimido[1,2-c]pyrimidine. The possible antitumor activity of the newly synthesized compounds was evaluated in vitro. The biological tests evidenced that some of them showed pronounced antitumor activity. A study of the structure\u2013activity relationships revealed that the compound activity depended mostly on the nature of the amine fragments. A docking analysis was also performed for the most active compounds.<\/jats:p>","DOI":"10.3390\/molecules24213952","type":"journal-article","created":{"date-parts":[[2019,10,31]],"date-time":"2019-10-31T12:38:23Z","timestamp":1572525503000},"page":"3952","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":25,"title":["Synthesis, Antitumor Activity, and Docking Analysis of New Pyrido[3\u2032,2\u2032:4,5]furo(thieno)[3,2-d]pyrimidin-8-amines"],"prefix":"10.3390","volume":"24","author":[{"given":"Samvel N.","family":"Sirakanyan","sequence":"first","affiliation":[{"name":"Scientific Technological Center of Organic and Pharmaceutical Chemistry of National Academy of Science of Republic of Armenia, Institute of Fine Organic Chemistry of A.L. Mnjoyan, 0014 Yerevan, Armenia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Domenico","family":"Spinelli","sequence":"additional","affiliation":[{"name":"Dipartimento di Chimica G. Ciamician, Alma Mater Studiorum-Universit\u00e0 di Bologna, Via F. Selmi 2, 40126 Bologna, Italy"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Athina","family":"Geronikaki","sequence":"additional","affiliation":[{"name":"School of Pharmacy, Aristotle University of Thessaloniki, 54124 Thessaloniki, Greece"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Elmira K.","family":"Hakobyan","sequence":"additional","affiliation":[{"name":"Scientific Technological Center of Organic and Pharmaceutical Chemistry of National Academy of Science of Republic of Armenia, Institute of Fine Organic Chemistry of A.L. Mnjoyan, 0014 Yerevan, Armenia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-3750-8118","authenticated-orcid":false,"given":"Harutyun","family":"Sahakyan","sequence":"additional","affiliation":[{"name":"Department of Bioengineering, Bioinformatics and Molecular Biology, Russian-Armenian University, 0051 Yerevan, Armenia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Erik","family":"Arabyan","sequence":"additional","affiliation":[{"name":"Institute of Molecular Biology of NAS, Hasratyan 7, 0014 Yerevan, Armenia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Hovakim","family":"Zakaryan","sequence":"additional","affiliation":[{"name":"Institute of Molecular Biology of NAS, Hasratyan 7, 0014 Yerevan, Armenia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Lusine E.","family":"Nersesyan","sequence":"additional","affiliation":[{"name":"Scientific Technological Center of Organic and Pharmaceutical Chemistry of National Academy of Science of Republic of Armenia, Institute of Fine Organic Chemistry of A.L. Mnjoyan, 0014 Yerevan, Armenia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Anahit S.","family":"Aharonyan","sequence":"additional","affiliation":[{"name":"Scientific Technological Center of Organic and Pharmaceutical Chemistry of National Academy of Science of Republic of Armenia, Institute of Fine Organic Chemistry of A.L. Mnjoyan, 0014 Yerevan, Armenia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Irina S.","family":"Danielyan","sequence":"additional","affiliation":[{"name":"Scientific Technological Center of Organic and Pharmaceutical Chemistry of National Academy of Science of Republic of Armenia, Institute of Fine Organic Chemistry of A.L. Mnjoyan, 0014 Yerevan, Armenia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Rafayel E.","family":"Muradyan","sequence":"additional","affiliation":[{"name":"Scientific Technological Center of Organic and Pharmaceutical Chemistry of National Academy of Science of Republic of Armenia, Institute of Fine Organic Chemistry of A.L. Mnjoyan, 0014 Yerevan, Armenia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3342-4331","authenticated-orcid":false,"given":"Anush A.","family":"Hovakimyan","sequence":"additional","affiliation":[{"name":"Scientific Technological Center of Organic and Pharmaceutical Chemistry of National Academy of Science of Republic of Armenia, Institute of Fine Organic Chemistry of A.L. Mnjoyan, 0014 Yerevan, Armenia"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2019,10,31]]},"reference":[{"key":"ref_1","first-page":"1010","article-title":"Enzymatic DNA methylation: What it is needed for in the cell","volume":"3","author":"Vanyushin","year":"2016","journal-title":"JSM Genet. Genom."},{"key":"ref_2","first-page":"488","article-title":"Enzymatic DNA methylation is an epigenetic control for genetic functions of the cell","volume":"70","author":"Vanyushin","year":"2005","journal-title":"Biochemistry"},{"key":"ref_3","doi-asserted-by":"crossref","first-page":"443","DOI":"10.1034\/j.1600-0714.2002.00034.x","article-title":"DNA methylation: An epigenetic pathway to cancer and a promising target for anticancer therapy","volume":"31","author":"Worm","year":"2002","journal-title":"J. Oral Pathol. 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