{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,5,8]],"date-time":"2026-05-08T04:50:56Z","timestamp":1778215856945,"version":"3.51.4"},"reference-count":25,"publisher":"MDPI AG","issue":"10","license":[{"start":{"date-parts":[[2010,10,20]],"date-time":"2010-10-20T00:00:00Z","timestamp":1287532800000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/3.0\/"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>Dichloromethane root extract of Rennellia elliptica Korth. showed strong inhibition of Plasmodium falciparum growth in vitro with an IC50 value of 4.04 \u00b5g\/mL. A phytochemical study of the dichloromethane root extract has led to the isolation and characterization of a new anthraquinone, 1,2-dimethoxy-6-methyl-9,10-anthraquinone (1), and ten known anthraquinones: 1-hydroxy-2-methoxy-6-methyl-9,10-anthraquinone (2), nordamnacanthal (3), 2-formyl-3-hydroxy-9,10-anthraquinone (4), damnacanthal (5), lucidin-\u03c9-methyl ether (6), 3-hydroxy-2-methyl-9,10-anthraquinone (7), rubiadin (8), 3-hydroxy-2-methoxy-6-methyl-9,10-anthraquinone (9), rubiadin-1-methyl ether (10) and 3-hydroxy-2-hydroxymethyl-9,10-anthraquinone (11). Structural elucidation of all compounds was accomplished by modern spectroscopic methods, notably 1D and 2D NMR, IR, UV and HREIMS. The new anthraquinone 1, 2-formyl-3-hydroxy-9,10-anthraquinone (4) and 3-hydroxy-2-methyl-9,10-anthraquinone (7) possess strong antiplasmodial activity, with IC50 values of 1.10, 0.63 and 0.34 \u00b5M, respectively.<\/jats:p>","DOI":"10.3390\/molecules15107218","type":"journal-article","created":{"date-parts":[[2010,10,21]],"date-time":"2010-10-21T03:00:15Z","timestamp":1287630015000},"page":"7218-7226","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":46,"title":["Anthraquinones with Antiplasmodial Activity from the Roots of Rennellia elliptica Korth. (Rubiaceae)"],"prefix":"10.3390","volume":"15","author":[{"given":"Che Puteh","family":"Osman","sequence":"first","affiliation":[{"name":"Faculty of Applied Sciences, Universiti Teknologi MARA, 40450 Shah Alam, Selangor, Malaysia"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Nor Hadiani","family":"Ismail","sequence":"additional","affiliation":[{"name":"Faculty of Applied Sciences, Universiti Teknologi MARA, 40450 Shah Alam, Selangor, Malaysia"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Rohaya","family":"Ahmad","sequence":"additional","affiliation":[{"name":"Faculty of Applied Sciences, Universiti Teknologi MARA, 40450 Shah Alam, Selangor, Malaysia"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Norizan","family":"Ahmat","sequence":"additional","affiliation":[{"name":"Faculty of Applied Sciences, Universiti Teknologi MARA, 40450 Shah Alam, Selangor, Malaysia"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Khalijah","family":"Awang","sequence":"additional","affiliation":[{"name":"Centre for Natural Product Research and Drug Discovery (CENAR), Chemistry Department, Faculty of Science, Universiti Malaya, 50603 Kuala Lumpur, Malaysia"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Faridahanim Mohd","family":"Jaafar","sequence":"additional","affiliation":[{"name":"Faculty of Applied Sciences, Universiti Teknologi MARA, 40450 Shah Alam, Selangor, Malaysia"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"1968","published-online":{"date-parts":[[2010,10,20]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"259","DOI":"10.13057\/biodiv\/d090404","article-title":"The Indonesian Species of Rennellia Korth. (Rubiaceae)","volume":"9","author":"Suratman","year":"2008","journal-title":"Biodiversitas"},{"key":"ref_2","unstructured":"Mat Salleh, K., and Latiff, A. (2002). Tumbuhan Ubatan Malaysia, Universiti Kebangsaan Malaysia & Kem, Sains."},{"key":"ref_3","unstructured":"Ismail S.M.;, Isa, M.M.; Ahmad W.Y.;, Ramli, and M.R.; Latiff, A. (2004). Endau Rompin Park: Physical and Biological Environmental Management, Forestry Department Peninsular Malaysia."},{"key":"ref_4","first-page":"347","article-title":"Isolation and Characterization of Antitumor Anthraquinones from Morinda umbellata","volume":"47","author":"Chang","year":"1995","journal-title":"Chin. Pharm. J. (Taipei)"},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"1733","DOI":"10.1016\/S0031-9422(00)83480-9","article-title":"Cytotoxic antileukemic anthraquinones from Morinda parvifolia","volume":"23","author":"Chang","year":"1984","journal-title":"Phytochemistry"},{"key":"ref_6","first-page":"1322","article-title":"A new anthraquinone from Morinda citrifolia roots","volume":"23","author":"Ee","year":"2009","journal-title":"Nat. Prod. Res. (Formerly Nat. Prod. Lett.)"},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"1723","DOI":"10.1016\/S0031-9422(97)00252-5","article-title":"Anthraquinones from Morinda elliptica","volume":"45","author":"Ismail","year":"1997","journal-title":"Phytochemistry"},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"107","DOI":"10.3109\/13880209509055208","article-title":"Antifungal Anthraquinones from Morinda lucida","volume":"33","author":"Rath","year":"1995","journal-title":"Int. J. Pharmacogn."},{"key":"ref_9","doi-asserted-by":"crossref","first-page":"501","DOI":"10.1016\/j.fitote.2008.04.008","article-title":"Antimicrobial anthraquinones from Morinda angustifolia","volume":"79","author":"Xiang","year":"2008","journal-title":"Fitoterapia"},{"key":"ref_10","doi-asserted-by":"crossref","first-page":"1377","DOI":"10.1021\/np020110e","article-title":"New Pyranonaphthoquinone and Pyranonaphthohydroquinone from the Roots of Pentas longiflora","volume":"65","author":"Bukuru","year":"2002","journal-title":"J. Nat. Prod."},{"key":"ref_11","doi-asserted-by":"crossref","first-page":"1330","DOI":"10.1248\/cpb.53.1330","article-title":"Anthraquinones from the Roots of Prismatomeris tetrandra","volume":"53","author":"Feng","year":"2005","journal-title":"Chem. Pharm. Bull."},{"key":"ref_12","doi-asserted-by":"crossref","first-page":"284","DOI":"10.1016\/j.jep.2005.03.018","article-title":"Biological activity of Anthraquinones and Triterpenoids from Prismatomeris fragrans","volume":"100","author":"Kanokmedhakul","year":"2005","journal-title":"J. Ethnopharmacol."},{"key":"ref_13","doi-asserted-by":"crossref","first-page":"962","DOI":"10.1080\/14786410701650261","article-title":"Anthraquinones from the Roots of Prismatomeris malayana","volume":"22","author":"Tuntiwachwuttikul","year":"2008","journal-title":"Nat. Prod. Res."},{"key":"ref_14","first-page":"o1433","article-title":"1,3-Dihydroxy-2-methoxymethyl-9,10-anthraquinone from Rennellia elliptica Korth","volume":"E65","author":"Ismail","year":"2009","journal-title":"Acta Crystallogr."},{"key":"ref_15","first-page":"o2164","article-title":"2-Formyl-3-hydroxy-9,10-anthroquinone","volume":"E64","author":"Ismail","year":"2008","journal-title":"Acta Crystallogr."},{"key":"ref_16","first-page":"769","article-title":"Inductive Method for the Study of Natural Products. I. Naturally occuring Anthraquinone Derivatives","volume":"5","author":"Mitter","year":"1928","journal-title":"J. Ind. Chem. Soc."},{"key":"ref_17","first-page":"o1435","article-title":"1-Hydroxy-2-methoxy-6-methyl-9,10-anthraquinone from Rennellia elliptica Korth","volume":"E65","author":"Ismail","year":"2009","journal-title":"Acta Crystallogr."},{"key":"ref_18","doi-asserted-by":"crossref","first-page":"629","DOI":"10.1016\/S1572-5995(02)80016-3","article-title":"Rubia tinctorum L","volume":"Volume 26, Part 7","author":"Derksen","year":"2002","journal-title":"Studies in Natural Products Chemistry"},{"key":"ref_19","doi-asserted-by":"crossref","first-page":"201","DOI":"10.1023\/A:1012758922713","article-title":"Biosynthesis of Anthraquinones in Cell Cultures of the Rubiaceae","volume":"67","author":"Han","year":"2001","journal-title":"Plant Cell Tissue Organ Cult."},{"key":"ref_20","first-page":"94","article-title":"Cytoxicity of Some Anthraquinones from the Stem of Morinda citrifolia Growing in Vietnam","volume":"37","author":"Do","year":"1999","journal-title":"Tap Chi Hoa Hoc."},{"key":"ref_21","doi-asserted-by":"crossref","first-page":"1339","DOI":"10.1021\/np070202+","article-title":"Prismatomerin, a New Iridoid from Prismatomeris tetrandra. Structure Elucidation, Determination of Absolute Configuration, and Cytotoxicity","volume":"70","author":"Krohn","year":"2007","journal-title":"J. Nat. Prod."},{"key":"ref_22","unstructured":"Wongkrajang, K., Jankam, A., Kumpun, S., Suksamrarn, A., and Yingyongnarongkul, B.-e. (, January October). Antifungal Anthraquinones from the Roots of Prismatomeris filamentosa; In Proceedings of 31st Congress on Science and Technology of Thailand (STT 31), Nakhon Ratchasima, Thailand."},{"key":"ref_23","doi-asserted-by":"crossref","first-page":"43","DOI":"10.1007\/BF00985458","article-title":"Phylogeny and Classification of the Subfamily Rubioideae (Rubiaceae)","volume":"225","author":"Bremer","year":"2000","journal-title":"Plant Syst. Evol."},{"key":"ref_24","doi-asserted-by":"crossref","first-page":"259","DOI":"10.1055\/s-2006-960473","article-title":"Structure-Activity Studies: In vitro Antileishmanial and Antimalarial Activities of Anthraquinones from Morinda lucida","volume":"65","author":"Sittie","year":"1999","journal-title":"Planta Med."},{"key":"ref_25","doi-asserted-by":"crossref","first-page":"410","DOI":"10.1007\/s11418-007-0153-8","article-title":"New prenylated flavones from Artocarpus champeden and their antimalarial activity in vitro","volume":"61","author":"Widyawaruyanti","year":"2007","journal-title":"J. Nat. Med."}],"container-title":["Molecules"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/1420-3049\/15\/10\/7218\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,11]],"date-time":"2025-10-11T22:03:37Z","timestamp":1760220217000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/1420-3049\/15\/10\/7218"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2010,10,20]]},"references-count":25,"journal-issue":{"issue":"10","published-online":{"date-parts":[[2010,10]]}},"alternative-id":["molecules15107218"],"URL":"https:\/\/doi.org\/10.3390\/molecules15107218","relation":{},"ISSN":["1420-3049"],"issn-type":[{"value":"1420-3049","type":"electronic"}],"subject":[],"published":{"date-parts":[[2010,10,20]]}}}