Psammaplysin derivatives from the Balinese marine sponge Aplysinella strongylata

Mudianta, I. Wayan, Skinner-Adams, Tina, Andrews, Katherine T., Davis, Rohan A., Hadi, Tri A., Hayes, Patricia Y. and Garson, Mary J. (2012) Psammaplysin derivatives from the Balinese marine sponge Aplysinella strongylata. Journal of Natural Products, 75 12: 2132-2143. doi:10.1021/np300560b


Author Mudianta, I. Wayan
Skinner-Adams, Tina
Andrews, Katherine T.
Davis, Rohan A.
Hadi, Tri A.
Hayes, Patricia Y.
Garson, Mary J.
Title Psammaplysin derivatives from the Balinese marine sponge Aplysinella strongylata
Formatted title
Psammaplysin derivatives from the Balinese marine sponge Aplysinella strongylata
Journal name Journal of Natural Products   Check publisher's open access policy
ISSN 0163-3864
1520-6025
Publication date 2012-12-06
Sub-type Article (original research)
DOI 10.1021/np300560b
Volume 75
Issue 12
Start page 2132
End page 2143
Total pages 12
Place of publication Washington, DC, United States
Publisher American Chemical Society
Collection year 2013
Language eng
Formatted abstract
Twenty-one new psammaplysin derivatives (4-24) exhibiting a variety of side chains, as well as six previously known psammaplysins, were identified from the Indonesian marine sponge Aplysinella strongylata. The double bond on the side chain of the fatty acid-containing psammaplysins was located by GC-MS analysis of the fatty acid methyl esters and their pyrrolidide derivatives. HPLC and Mosher ester studies confirmed that the isolated metabolites possessing a 19-OH substituent were mixtures of diastereomers. Selected compounds (4, 5, 7, 8, 12, 18, and 22) were screened for in vitro activity against chloroquine-sensitive (3D7) P. falciparum malaria parasites. Of the new psammaplysins, 19-hydroxypsammaplysin E (4) showed the best antimalarial activity, with an IC50 value of 6.4 μM.
Q-Index Code C1
Q-Index Status Confirmed Code
Institutional Status UQ

Document type: Journal Article
Sub-type: Article (original research)
Collections: Official 2013 Collection
School of Chemistry and Molecular Biosciences
 
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