{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,4,11]],"date-time":"2026-04-11T00:59:34Z","timestamp":1775869174106,"version":"3.50.1"},"reference-count":31,"publisher":"Wiley","issue":"2","license":[{"start":{"date-parts":[[2026,1,31]],"date-time":"2026-01-31T00:00:00Z","timestamp":1769817600000},"content-version":"vor","delay-in-days":30,"URL":"http:\/\/creativecommons.org\/licenses\/by\/4.0\/"},{"start":{"date-parts":[[2026,1,1]],"date-time":"2026-01-01T00:00:00Z","timestamp":1767225600000},"content-version":"tdm","delay-in-days":0,"URL":"http:\/\/doi.wiley.com\/10.1002\/tdm_license_1.1"}],"content-domain":{"domain":["chemistry-europe.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["ChemMedChem"],"published-print":{"date-parts":[[2026,1]]},"abstract":"<jats:p>\n                    Treatment of neovascular eye diseases like age\u2010related macular degeneration require a compound that is not toxic to ocular cells, that can reduce inflammation and inhibit angiogenesis. Homoisoflavonoids, naturally occurring compounds isolated primarily from the Hyacinthaceae sub\u2010family of plants, have shown promise as anti\u2010inflammatories and inhibitors of angiogenesis. A series of sulphur analogues, (3\u2010benzylidene thiochroman\u20104\u2010ones), were synthesised via a three\u2010step procedure. These compounds were evaluated for selectivity towards endothelial cells over non\u2010endothelial cells and their ability to inhibit COX\u2010II over COX\u2010I.Their potential anti\u2010angiogenic activity was assessed using the Matrigel tube formation assay. (\n                    <jats:italic>3Z<\/jats:italic>\n                    )\n                    <jats:italic>\u20103\u2010[(3\u2010bromophenyl)methylidene]\u20106\u2010methoxy\u20102,3\u2010dihydro\u20104H\u20101\u2010benzothiopyran\u20104\u2010one<\/jats:italic>\n                    (\n                    <jats:bold>10<\/jats:bold>\n                    ) was most active with respect to anti\u2010proliferation against human retinal endothelial cells (HREC cells) (GI\n                    <jats:sub>50<\/jats:sub>\n                    3.07\u2009\u03bcM). All demonstrated selectivity with all GI\n                    <jats:sub>50<\/jats:sub>\n                    values against retinal pigment epithelial cell line ARPE\u201019 &gt;100\u2009\u00b5M, with the exception of (\n                    <jats:italic>3Z<\/jats:italic>\n                    )\n                    <jats:italic>\u20106\u2010bromo\u20103\u2010[(4\u2010nitrophenyl)methylidene]\u20102,3\u2010dihydro\u20104H\u20101\u2010benzothiopyran\u20104\u2010one<\/jats:italic>\n                    (\n                    <jats:bold>12<\/jats:bold>\n                    ), which was not toxic to either. (\n                    <jats:italic>3Z<\/jats:italic>\n                    )\n                    <jats:italic>\u20103\u2010[(3\u2010bromophenyl)methylidene]\u20106\u2010methoxy\u20102,3\u2010dihydro\u20104H\u20101\u2010benzothiopyran\u20104\u2010one<\/jats:italic>\n                    (\n                    <jats:bold>10<\/jats:bold>\n                    ) showed significant reduction in angiogenesis properties in a Matrigel\u2010based tube formation assay (38.79%, 5\u2009\u00b5M, 56.41%, 10\u2009\u00b5M). (\n                    <jats:italic>3Z<\/jats:italic>\n                    )\n                    <jats:italic>\u20106\u2010bromo\u20103\u2010[(3\u2010bromophenyl)methylidene]\u20102,3\u2010dihydro\u20104H\u20101\u2010benzothiopyran\u20104\u2010one<\/jats:italic>\n                    (\n                    <jats:bold>7<\/jats:bold>\n                    ) was found to be the most active against COX\u2010II with inhibition of 22.7 % (4.35\u2009nM). The 3\u2010benzylidene thiochroman\u20104\u2010ones show promise as antiangiogenic agents, but limited selectivity to COX\u2010II over COX\u2010I.\n                  <\/jats:p>","DOI":"10.1002\/cmdc.202500824","type":"journal-article","created":{"date-parts":[[2026,1,31]],"date-time":"2026-01-31T18:04:07Z","timestamp":1769882647000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Sulphur Analogues of Homoisoflavonoids as Potential Treatments for Neovascular Eye Diseases"],"prefix":"10.1002","volume":"21","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-4466-5875","authenticated-orcid":false,"given":"Jacob D.","family":"Hiles","sequence":"first","affiliation":[{"name":"School of Life Sciences Pharmacy and Chemistry Kingston University  Kingston\u2010upon\u2010Thames UK"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Ola","family":"Deri","sequence":"additional","affiliation":[{"name":"School of Life Sciences Pharmacy and Chemistry Kingston University  Kingston\u2010upon\u2010Thames UK"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-1525-0155","authenticated-orcid":false,"given":"Kamakshi","family":"Sishtla","sequence":"additional","affiliation":[{"name":"Eugene and Marilyn Glick Eye Institute Department of Ophthalmology Indiana University School of Medicine  Indianapolis Indiana USA"},{"name":"Department of Pharmacology and Toxicology Indiana University School of Medicine  Indianapolis Indiana USA"},{"name":"Leslie Dan Faculty of Pharmacy University of Toronto  Toronto Ontairo Canada"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-6504-4723","authenticated-orcid":false,"given":"Joseph C.","family":"Bear","sequence":"additional","affiliation":[{"name":"School of Life Sciences Pharmacy and Chemistry Kingston University  Kingston\u2010upon\u2010Thames UK"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4954-651X","authenticated-orcid":false,"given":"Jeremy K.","family":"Cockcroft","sequence":"additional","affiliation":[{"name":"Department of Chemistry Christopher Ingold Laboratories University College London  London UK"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9687-0315","authenticated-orcid":false,"given":"Elizabeth I.","family":"Opara","sequence":"additional","affiliation":[{"name":"School of Life Sciences Pharmacy and Chemistry Kingston University  Kingston\u2010upon\u2010Thames UK"},{"name":"School of Human Sciences London Metropolitan University  London UK"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4940-7648","authenticated-orcid":false,"given":"Ali A.","family":"Al\u2010Kinani","sequence":"additional","affiliation":[{"name":"School of Life Sciences Pharmacy and Chemistry Kingston University  Kingston\u2010upon\u2010Thames UK"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-0355-7499","authenticated-orcid":false,"given":"Raid G.","family":"Alany","sequence":"additional","affiliation":[{"name":"School of Life Sciences Pharmacy and Chemistry Kingston University  Kingston\u2010upon\u2010Thames UK"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-1402-7875","authenticated-orcid":false,"given":"Timothy W.","family":"Corson","sequence":"additional","affiliation":[{"name":"Eugene and Marilyn Glick Eye Institute Department of Ophthalmology Indiana University School of Medicine  Indianapolis Indiana USA"},{"name":"Department of Pharmacology and Toxicology Indiana University School of Medicine  Indianapolis Indiana USA"},{"name":"Leslie Dan Faculty of Pharmacy University of Toronto  Toronto Ontairo Canada"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7200-927X","authenticated-orcid":false,"given":"Sianne L.","family":"Schwikkard","sequence":"additional","affiliation":[{"name":"School of Life Sciences Pharmacy and Chemistry Kingston University  Kingston\u2010upon\u2010Thames 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