{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,2,10]],"date-time":"2026-02-10T01:53:55Z","timestamp":1770688435518,"version":"3.49.0"},"reference-count":19,"publisher":"MDPI AG","issue":"4","license":[{"start":{"date-parts":[[2009,11,12]],"date-time":"2009-11-12T00:00:00Z","timestamp":1257984000000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/3.0\/"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Marine Drugs"],"abstract":"<jats:p>From the dichloromethane\/methanol extract of the crinoid Colobometra perspinosa, collected south east of Richards Island (Bedara), Family Islands, Central Great Barrier Reef, Australia, 3-(1'-hydroxypropyl)-1,6,8-trihydroxy-9,10-anthraquinone [one of the two stereoisomers of rhodoptilometrin, (1)], 3-propyl-1,6,8-trihydroxy-9,10-anthraquinone (3), 2-[(phenylacetyl)amino]ethanesulfonic acid (4), and 4-hydroxybutanoic acid (5) were isolated. Comparison of 1H- and 13C-NMR data for rhodoptilometrin (1) with those reported in the literature showed significant differences for some resonances associated with rings A and C. In an attempt to provide accurately assigned 1H- and 13C-NMR data, as well as to confirm the structure of 1, a thorough NMR investigation of this compound was undertaken. Measurements included: concentration dependent 13C, 1D selective NOE, HSQC, HMBC and 1,1-ADEQUATE. The NMR data for 4 and 5 are reported here for the first time, as is their occurrence from the marine environment. The in vitro anticancer activity of the original extract was found to be associated with 1, 3 and 5.<\/jats:p>","DOI":"10.3390\/md7040565","type":"journal-article","created":{"date-parts":[[2009,11,12]],"date-time":"2009-11-12T10:48:29Z","timestamp":1258022909000},"page":"565-575","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":30,"title":["Detailed NMR, Including 1,1-ADEQUATE, and Anticancer Studies of Compounds from the Echinoderm Colobometra perspinosa"],"prefix":"10.3390","volume":"7","author":[{"given":"Anthony D.","family":"Wright","sequence":"first","affiliation":[{"name":"Australian Institute of Marine Science, PMB No. 3, Townsville MC, Townsville, 4810, Australia"},{"name":"Present address: University of Hawaii, College of Pharmacy, 34 Rainbow Drive, Hilo, HI 96720, USA"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Jonathan L.","family":"Nielson","sequence":"additional","affiliation":[{"name":"Australian Institute of Marine Science, PMB No. 3, Townsville MC, Townsville, 4810, Australia"},{"name":"Present address: ACD Labs UK, Building A, Trinity Court, Wokingham Road, Bracknell, Berkshire, RG42 1PL, UK"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Dianne M.","family":"Tapiolas","sequence":"additional","affiliation":[{"name":"Australian Institute of Marine Science, PMB No. 3, Townsville MC, Townsville, 4810, Australia"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Cherie A.","family":"Motti","sequence":"additional","affiliation":[{"name":"Australian Institute of Marine Science, PMB No. 3, Townsville MC, Townsville, 4810, Australia"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Simon P. B.","family":"Ovenden","sequence":"additional","affiliation":[{"name":"Australian Institute of Marine Science, PMB No. 3, Townsville MC, Townsville, 4810, Australia"},{"name":"Present address: Defense Science and Technology Organisation, 506 Lorimer Street, Fishermans Bend, Port Melbourne, Victoria 3207, Australia"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Philip S.","family":"Kearns","sequence":"additional","affiliation":[{"name":"Australian Institute of Marine Science, PMB No. 3, Townsville MC, Townsville, 4810, Australia"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Catherine H.","family":"Liptrot","sequence":"additional","affiliation":[{"name":"Australian Institute of Marine Science, PMB No. 3, Townsville MC, Townsville, 4810, Australia"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"1968","published-online":{"date-parts":[[2009,11,12]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"1567","DOI":"10.2307\/1939849","article-title":"Chemical defense against different marine herbivores: Are amphipods insect equivalents","volume":"68","author":"Hay","year":"1986","journal-title":"Ecology"},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"259","DOI":"10.1080\/08927019509378279","article-title":"Broad spectrum effects of secondary metabolites from the red alga Delisea pulchra in antifouling assays","volume":"8","author":"Steinberg","year":"1995","journal-title":"Biofouling"},{"key":"ref_3","first-page":"223","article-title":"Recent advances in marine biotechnology. 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