Chemical Investigation of two Antarctic Invertebrates, Synoicum adareanum (Chordata: Ascidiaceae; Enterogona; Polyclinidae) and Austrodoris kergulenensis (Molusca; Gastropoda; Nudibranchia; Dorididae)
Synoicum adareanum is a colonial tunicate commonly found on the benthos around Palmer Station on Anvers Island, Antarctica. A comprehensive chemical investigation of the lipophilic extract of the frozen tunicates gave a new series of polyketide macrolides, palmerolides A-E and H. The structure eluci...
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2006
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ftusouthflorida:oai:digitalcommons.usf.edu:etd-3504 2023-07-30T03:57:33+02:00 Chemical Investigation of two Antarctic Invertebrates, Synoicum adareanum (Chordata: Ascidiaceae; Enterogona; Polyclinidae) and Austrodoris kergulenensis (Molusca; Gastropoda; Nudibranchia; Dorididae) Diyabalanage, Thushara Kelum Kaviraj 2006-06-01T07:00:00Z application/pdf https://digitalcommons.usf.edu/etd/2505 https://digitalcommons.usf.edu/context/etd/article/3504/viewcontent/SFE0001477.pdf unknown Digital Commons @ University of South Florida https://digitalcommons.usf.edu/etd/2505 https://digitalcommons.usf.edu/context/etd/article/3504/viewcontent/SFE0001477.pdf default USF Tampa Graduate Theses and Dissertations Antarctic tunicate Palmerolide macrolide Cytotoxicity Nudibranch Palmadorin American Studies Arts and Humanities dissertation 2006 ftusouthflorida 2023-07-13T21:36:06Z Synoicum adareanum is a colonial tunicate commonly found on the benthos around Palmer Station on Anvers Island, Antarctica. A comprehensive chemical investigation of the lipophilic extract of the frozen tunicates gave a new series of polyketide macrolides, palmerolides A-E and H. The structure elucidation of these compounds was accomplished by extensive NMR and mass spectral studies.The palmerolides are unusual 20-membered macrolides displaying functionality more commonly found in sponges or cyanobacteria. Palmerolide A, the major member of the group, shows significant and selective in vitro cytotoxicity against melanoma with three orders of greater sensitivity relative to other cell lines tested, in the National Cancer Institute (NCI) 60 human cancer cell-line panel. In addition, it displays potent cytostatic activity against several other cancer cell lines. Based on NCI's COMPARE analysis, palmerolide A was investigated as a V-ATPase inhibitor and shown to bind the V0 subunit with 2 nM inhibition.Austrodoris kerguelenensis is a common Antarctic nudibranch widely distributed in the High Antarctic and Sub Antarctic Zone. It is characterized by the presence of terpenoid glyceryl esters which are supposed to be involved in defense. Chemical investigations of several specimens of A. kerguelenensis collected near Palmer station Antarctica afforded hitherto undescribed series of clerodane diterpenoid glycerides. The structure elucidation of three major compounds of this series, palmadorin A, B and C was accomplished. Doctoral or Postdoctoral Thesis Antarc* Antarctic Antarctica Anvers Island University of South Florida St. Petersburg: Digital USFSP Antarctic Anvers ENVELOPE(-63.500,-63.500,-64.600,-64.600) Anvers Island ENVELOPE(-63.500,-63.500,-64.600,-64.600) Palmer Station ENVELOPE(-64.050,-64.050,-64.770,-64.770) Palmer-Station ENVELOPE(-64.050,-64.050,-64.770,-64.770) |
institution |
Open Polar |
collection |
University of South Florida St. Petersburg: Digital USFSP |
op_collection_id |
ftusouthflorida |
language |
unknown |
topic |
Antarctic tunicate Palmerolide macrolide Cytotoxicity Nudibranch Palmadorin American Studies Arts and Humanities |
spellingShingle |
Antarctic tunicate Palmerolide macrolide Cytotoxicity Nudibranch Palmadorin American Studies Arts and Humanities Diyabalanage, Thushara Kelum Kaviraj Chemical Investigation of two Antarctic Invertebrates, Synoicum adareanum (Chordata: Ascidiaceae; Enterogona; Polyclinidae) and Austrodoris kergulenensis (Molusca; Gastropoda; Nudibranchia; Dorididae) |
topic_facet |
Antarctic tunicate Palmerolide macrolide Cytotoxicity Nudibranch Palmadorin American Studies Arts and Humanities |
description |
Synoicum adareanum is a colonial tunicate commonly found on the benthos around Palmer Station on Anvers Island, Antarctica. A comprehensive chemical investigation of the lipophilic extract of the frozen tunicates gave a new series of polyketide macrolides, palmerolides A-E and H. The structure elucidation of these compounds was accomplished by extensive NMR and mass spectral studies.The palmerolides are unusual 20-membered macrolides displaying functionality more commonly found in sponges or cyanobacteria. Palmerolide A, the major member of the group, shows significant and selective in vitro cytotoxicity against melanoma with three orders of greater sensitivity relative to other cell lines tested, in the National Cancer Institute (NCI) 60 human cancer cell-line panel. In addition, it displays potent cytostatic activity against several other cancer cell lines. Based on NCI's COMPARE analysis, palmerolide A was investigated as a V-ATPase inhibitor and shown to bind the V0 subunit with 2 nM inhibition.Austrodoris kerguelenensis is a common Antarctic nudibranch widely distributed in the High Antarctic and Sub Antarctic Zone. It is characterized by the presence of terpenoid glyceryl esters which are supposed to be involved in defense. Chemical investigations of several specimens of A. kerguelenensis collected near Palmer station Antarctica afforded hitherto undescribed series of clerodane diterpenoid glycerides. The structure elucidation of three major compounds of this series, palmadorin A, B and C was accomplished. |
format |
Doctoral or Postdoctoral Thesis |
author |
Diyabalanage, Thushara Kelum Kaviraj |
author_facet |
Diyabalanage, Thushara Kelum Kaviraj |
author_sort |
Diyabalanage, Thushara Kelum Kaviraj |
title |
Chemical Investigation of two Antarctic Invertebrates, Synoicum adareanum (Chordata: Ascidiaceae; Enterogona; Polyclinidae) and Austrodoris kergulenensis (Molusca; Gastropoda; Nudibranchia; Dorididae) |
title_short |
Chemical Investigation of two Antarctic Invertebrates, Synoicum adareanum (Chordata: Ascidiaceae; Enterogona; Polyclinidae) and Austrodoris kergulenensis (Molusca; Gastropoda; Nudibranchia; Dorididae) |
title_full |
Chemical Investigation of two Antarctic Invertebrates, Synoicum adareanum (Chordata: Ascidiaceae; Enterogona; Polyclinidae) and Austrodoris kergulenensis (Molusca; Gastropoda; Nudibranchia; Dorididae) |
title_fullStr |
Chemical Investigation of two Antarctic Invertebrates, Synoicum adareanum (Chordata: Ascidiaceae; Enterogona; Polyclinidae) and Austrodoris kergulenensis (Molusca; Gastropoda; Nudibranchia; Dorididae) |
title_full_unstemmed |
Chemical Investigation of two Antarctic Invertebrates, Synoicum adareanum (Chordata: Ascidiaceae; Enterogona; Polyclinidae) and Austrodoris kergulenensis (Molusca; Gastropoda; Nudibranchia; Dorididae) |
title_sort |
chemical investigation of two antarctic invertebrates, synoicum adareanum (chordata: ascidiaceae; enterogona; polyclinidae) and austrodoris kergulenensis (molusca; gastropoda; nudibranchia; dorididae) |
publisher |
Digital Commons @ University of South Florida |
publishDate |
2006 |
url |
https://digitalcommons.usf.edu/etd/2505 https://digitalcommons.usf.edu/context/etd/article/3504/viewcontent/SFE0001477.pdf |
long_lat |
ENVELOPE(-63.500,-63.500,-64.600,-64.600) ENVELOPE(-63.500,-63.500,-64.600,-64.600) ENVELOPE(-64.050,-64.050,-64.770,-64.770) ENVELOPE(-64.050,-64.050,-64.770,-64.770) |
geographic |
Antarctic Anvers Anvers Island Palmer Station Palmer-Station |
geographic_facet |
Antarctic Anvers Anvers Island Palmer Station Palmer-Station |
genre |
Antarc* Antarctic Antarctica Anvers Island |
genre_facet |
Antarc* Antarctic Antarctica Anvers Island |
op_source |
USF Tampa Graduate Theses and Dissertations |
op_relation |
https://digitalcommons.usf.edu/etd/2505 https://digitalcommons.usf.edu/context/etd/article/3504/viewcontent/SFE0001477.pdf |
op_rights |
default |
_version_ |
1772817958427426816 |