{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,6]],"date-time":"2026-10-06T15:11:37Z","timestamp":1791299497360,"version":"4.1.0"},"reference-count":40,"publisher":"MDPI AG","issue":"4","license":[{"start":{"date-parts":[[2021,4,12]],"date-time":"2021-04-12T00:00:00Z","timestamp":1618185600000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"name":"Deputyship for Research &amp; Innovation, Ministry of Education in Saudi Arabia","award":["1014"],"award-info":[{"award-number":["1014"]}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Marine Drugs"],"abstract":"<jats:p>Investigation of the Red Sea sponge Negombata magnifica gave two novel alkaloids, magnificines A and B (1 and 2) and a new \u03b2-ionone derivative, (\u00b1)-negombaionone (3), together with the known latrunculin B (4) and 16-epi-latrunculin B (5). The analysis of the NMR and HRESIMS spectra supported the planar structures and the relative configurations of the compounds. The absolute configurations of magnificines A and B were determined by the analysis of the predicted and experimental ECD spectra. Magnificines A and B possess a previously unreported tetrahydrooxazolo[3,2-a]azepine-2,5(3H,6H)-dione backbone and represent the first natural compounds in this class. (\u00b1)-Negombaionone is the first \u03b2-ionone of a sponge origin. Compounds 1-3 displayed selective activity against Escherichia coli in a disk diffusion assay with inhibition zones up to 22 mm at a concentration of 50 \u00b5g\/disc and with MIC values down to 8.0 \u00b5M. Latrunculin B and 16-epi-latrunculin B inhibited the growth of HeLa cells with IC50 values down to 1.4 \u00b5M.<\/jats:p>","DOI":"10.3390\/md19040214","type":"journal-article","created":{"date-parts":[[2021,4,12]],"date-time":"2021-04-12T11:05:06Z","timestamp":1618225506000},"page":"214","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":12,"title":["Magnificines A and B, Antimicrobial Marine Alkaloids Featuring a Tetrahydrooxazolo[3,2-a]azepine-2,5(3H,6H)-dione Backbone from the Red Sea Sponge Negombata magnifica"],"prefix":"10.3390","volume":"19","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-2217-4039","authenticated-orcid":false,"given":"Diaa T. A.","family":"Youssef","sequence":"first","affiliation":[{"name":"Department of Natural Products, Faculty of Pharmacy, King Abdulaziz University, Jeddah 21589, Saudi Arabia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Hani Z.","family":"Asfour","sequence":"additional","affiliation":[{"name":"Department of Medical Parasitology, Faculty of Medicine, Princess Al-Jawhara Center of Excellence in Research of Hereditary Disorders, King Abdulaziz University, Jeddah 21589, Saudi Arabia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-9239-4371","authenticated-orcid":false,"given":"Gr\u00e9gory","family":"Genta-Jouve","sequence":"additional","affiliation":[{"name":"UMR 8038 CiTCoM, Facult\u00e9 de Pharmacie de Paris, Universit\u00e9 Paris Descartes, Avenue de l\u2019observatoire, 75006 Paris, France"},{"name":"Molecules of Communication and Adaptation of Microorganisms (UMR 7245), National Museum of Natural History, CNRS, 75231 Paris, France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-1866-8258","authenticated-orcid":false,"given":"Lamiaa A.","family":"Shaala","sequence":"additional","affiliation":[{"name":"Natural Products Unit, King Fahd Medical Research Center, King Abdulaziz University, Jeddah 21589, Saudi Arabia"},{"name":"Department of Medical Laboratory Sciences, Faculty of Applied Medical Sciences, King Abdulaziz University, Jeddah 21589, Saudi Arabia"},{"name":"Suez Canal University Hospital, Suez Canal University, Ismailia 41522, Egypt"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2021,4,12]]},"reference":[{"key":"ref_1","first-page":"698","article-title":"Family Podospongiidae De Laubenfels","volume":"Volume 1","author":"Hooper","year":"2002","journal-title":"Systema Porifera: A Guide to Classification of Sponges"},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"3629","DOI":"10.1016\/0040-4039(80)80255-3","article-title":"Latrunculin, a new 2-thiazolidinone macrolide from the marine sponge Latrunculia magnifica","volume":"21","author":"Kashman","year":"1980","journal-title":"Tetrahedron Lett."},{"key":"ref_3","doi-asserted-by":"crossref","first-page":"3512","DOI":"10.1021\/jo00168a028","article-title":"Marine toxins of Latrunculia magnifica","volume":"48","author":"Groweiss","year":"1983","journal-title":"J. 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