{"id":{"repo_id":"uiuc","oai_identifier":"oai:www.ideals.illinois.edu:2142/67220"},"canonical_url":"https://search.dev.ndltd.org/etd/uiuc/oai:www.ideals.illinois.edu:2142/67220","repository":{"repo_id":"uiuc","name":"University of Illinois - Urbana-Champaign","base_url":"https://www.ideals.illinois.edu/oai-pmh"},"display":{"title":"Constituents of Aplysina Fistularis","abstract":"The constituents of three species of a marine sponge, Aplysina fistularis, were examined by gas chromatography/mass spectrometry (GC/MS), high pressure liquid chromatography (HPLC) and classical fractionation and purification procedures. GC/MS indicated that many brominated tyrosine metabolites were accumulated in two A. fistularis samples, #852 and #947. By employing this technique, brominated hydroquinones; brominated phenylacetonitriles; brominated phenylacetamides; aeroplysinins; brominated 2-hydroxy-4-methoxyphenylacetic acid lactones; 2,6-dibromo-4-hydroxy-2,5-cyclohexadienone-4-acetamide, its monobromo analog and its ketals; and brominated phenylacetic acids were identified in the extracts of samples #852 and #947.","abstract_html":"The constituents of three species of a marine sponge, Aplysina fistularis, were examined by gas chromatography/mass spectrometry (GC/MS), high pressure liquid chromatography (HPLC) and classical fractionation and purification procedures. GC/MS indicated that many brominated tyrosine metabolites were accumulated in two A. fistularis samples, #852 and #947. By employing this technique, brominated hydroquinones; brominated phenylacetonitriles; brominated phenylacetamides; aeroplysinins; brominated 2-hydroxy-4-methoxyphenylacetic acid lactones; 2,6-dibromo-4-hydroxy-2,5-cyclohexadienone-4-acetamide, its monobromo analog and its ketals; and brominated phenylacetic acids were identified in the extracts of samples #852 and #947.","abstract_has_math":false,"creators":["Goo, Yang Mo"],"institution":"University of Illinois at Urbana-Champaign","degree_name":"Ph.D.","degree_level":"Dissertation","degree_discipline":"Chemistry","degree_department":null,"school":null,"contributors":[],"advisors":[],"committee_chairs":[],"committee_members":[],"year":2014,"date_issued":"2014-12-13T20:10:53Z","date_published":"2014-12-13T20:10:53Z","updated_at":"2026-07-22T22:25:57Z","subjects":["Chemistry, Organic"],"languages":["eng"],"rights":[],"rights_urls":[],"identifier_entries":[{"key":"dc:identifier","label":"Identifier","values":["(UMI)AAI8017944"],"render_values":[{"text":"(UMI)AAI8017944","href":null,"code":true}]}]},"links":{"outbound_url":"http://hdl.handle.net/2142/67220","outbound_label":"Handle","outbound_source":"dc:identifier"},"metadata_groups":[{"id":"people","label":"People","entries":[{"key":"dc:creator","label":"Author","values":["Goo, Yang Mo"]}]},{"id":"academic_context","label":"Academic Context","entries":[{"key":"dc:date","label":"Dc Date","values":["2014-12-13T20:10:53Z","10000-01-01","1979"]},{"key":"dc:type","label":"Dc Type","values":["text"]},{"key":"thesis:degree_discipline","label":"Discipline","values":["Chemistry"]},{"key":"thesis:degree_level","label":"Degree Level","values":["Dissertation"]},{"key":"thesis:degree_name","label":"Degree Name","values":["Ph.D."]},{"key":"thesis:institution_name","label":"Thesis Institution Name","values":["University of Illinois at Urbana-Champaign"]}]},{"id":"subjects_keywords","label":"Subjects and Keywords","entries":[{"key":"dc:subject","label":"Dc Subject","values":["Chemistry, Organic"]}]},{"id":"language_rights","label":"Language and Rights","entries":[{"key":"dc:language","label":"Dc Language","values":["eng"]}]},{"id":"identifiers","label":"Identifiers","entries":[{"key":"dc:identifier","label":"Identifier","values":["http://hdl.handle.net/2142/67220","(UMI)AAI8017944"]}]},{"id":"additional","label":"Additional Metadata","entries":[{"key":"dc:description","label":"Description","values":["The constituents of three species of a marine sponge, Aplysina fistularis, were examined by gas chromatography/mass spectrometry (GC/MS), high pressure liquid chromatography (HPLC) and classical fractionation and purification procedures. GC/MS indicated that many brominated tyrosine metabolites were accumulated in two A. fistularis samples, #852 and #947. By employing this technique, brominated hydroquinones; brominated phenylacetonitriles; brominated phenylacetamides; aeroplysinins; brominated 2-hydroxy-4-methoxyphenylacetic acid lactones; 2,6-dibromo-4-hydroxy-2,5-cyclohexadienone-4-acetamide, its monobromo analog and its ketals; and brominated phenylacetic acids were identified in the extracts of samples #852 and #947.","HPLC study of sample #852 gave identified and allowed isolation of several brominated tyrosine metabolites. Antimicrobial activity of this sample was mostly due to aeroplysinin-1, 2,6-dibromo-4-hydroxy-2,5-cyclohexadienone-4-acetamide and the acetic acid analog of the latter.","Fractionation and purification of the extract of sample #947 on a large scale gave aerothionin as a major constituent. Attempts to isolate antimicrobial compounds in this extract were unsuccessful.","Purification of the antimicrobial principles of sample IBE-12-III-77-1-3 gave two major antimicrobial compounds (2,6-dibromo-4-hydroxy-2,5-cyclohexadienone-4-acetamide and 2,6-dibromo-4-hydroxy-2-cyclohexenone-4-acetamide-5N-lactam). The latter was previously unidentified natural product with strong, broad antimicrobial activity. Dichloro and bromochloro analogs of both compounds were also identified.","Made available in DSpace on 2014-12-13T20:10:53Z (GMT). No. of bitstreams: 1 8017944.pdf: 14096719 bytes, checksum: 74b53de07e7103e066a624735386ee3b (MD5) Previous issue date: 1979","Embargo set by: Seth Robbins for item 67398 Lift date: Forever Reason: Restricted to the U of I community idenfinitely during batch ingest of legacy ETDs","Restricted to the U of I community idenfinitely during batch ingest of legacy ETDs","U of I Only","533 p.","Thesis (Ph.D.)--University of Illinois at Urbana-Champaign, 1979."]},{"key":"dc:title","label":"Title","values":["Constituents of Aplysina Fistularis"]}]}],"canonical_facts":{"dc:creator":["Goo, Yang Mo"],"dc:date":["2014-12-13T20:10:53Z","10000-01-01","1979"],"dc:description":["The constituents of three species of a marine sponge, Aplysina fistularis, were examined by gas chromatography/mass spectrometry (GC/MS), high pressure liquid chromatography (HPLC) and classical fractionation and purification procedures. GC/MS indicated that many brominated tyrosine metabolites were accumulated in two A. fistularis samples, #852 and #947. By employing this technique, brominated hydroquinones; brominated phenylacetonitriles; brominated phenylacetamides; aeroplysinins; brominated 2-hydroxy-4-methoxyphenylacetic acid lactones; 2,6-dibromo-4-hydroxy-2,5-cyclohexadienone-4-acetamide, its monobromo analog and its ketals; and brominated phenylacetic acids were identified in the extracts of samples #852 and #947.","HPLC study of sample #852 gave identified and allowed isolation of several brominated tyrosine metabolites. Antimicrobial activity of this sample was mostly due to aeroplysinin-1, 2,6-dibromo-4-hydroxy-2,5-cyclohexadienone-4-acetamide and the acetic acid analog of the latter.","Fractionation and purification of the extract of sample #947 on a large scale gave aerothionin as a major constituent. Attempts to isolate antimicrobial compounds in this extract were unsuccessful.","Purification of the antimicrobial principles of sample IBE-12-III-77-1-3 gave two major antimicrobial compounds (2,6-dibromo-4-hydroxy-2,5-cyclohexadienone-4-acetamide and 2,6-dibromo-4-hydroxy-2-cyclohexenone-4-acetamide-5N-lactam). The latter was previously unidentified natural product with strong, broad antimicrobial activity. Dichloro and bromochloro analogs of both compounds were also identified.","Made available in DSpace on 2014-12-13T20:10:53Z (GMT). No. of bitstreams: 1 8017944.pdf: 14096719 bytes, checksum: 74b53de07e7103e066a624735386ee3b (MD5) Previous issue date: 1979","Embargo set by: Seth Robbins for item 67398 Lift date: Forever Reason: Restricted to the U of I community idenfinitely during batch ingest of legacy ETDs","Restricted to the U of I community idenfinitely during batch ingest of legacy ETDs","U of I Only","533 p.","Thesis (Ph.D.)--University of Illinois at Urbana-Champaign, 1979."],"dc:identifier":["http://hdl.handle.net/2142/67220","(UMI)AAI8017944"],"dc:language":["eng"],"dc:subject":["Chemistry, Organic"],"dc:title":["Constituents of Aplysina Fistularis"],"dc:type":["text"],"thesis:degree_discipline":["Chemistry"],"thesis:degree_level":["Dissertation"],"thesis:degree_name":["Ph.D."],"thesis:institution_name":["University of Illinois at Urbana-Champaign"]},"updated_at":"2026-07-22T22:25:57Z"}