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Australindolones, New Aminopyrimidine Substituted Indolone Alkaloids from an Antarctic Tunicate Synoicum sp.


ABSTRACT: Five new alkaloids have been isolated from the lipophilic extract of the Antarctic tunicate Synoicum sp. Deep-sea specimens of Synoicum sp. were collected during a 2011 cruise of the R/V Nathanial B. Palmer to the southern Scotia Arc, Antarctica. Crude extracts from the invertebrates obtained during the cruise were screened in a zebrafish-based phenotypic assay. The Synoicum sp. extract induced embryonic dysmorphology characterized by axis truncation, leading to the isolation of aminopyrimidine substituted indolone (1-4) and indole (5-12) alkaloids. While the primary bioactivity tracked with previously reported meridianins A-G (5-11), further investigation resulted in the isolation and characterization of australindolones A-D (1-4) and the previously unreported meridianin H (12).

SUBMITTER: Kokkaliari S 

PROVIDER: S-EPMC8949045 | biostudies-literature | 2022 Mar

REPOSITORIES: biostudies-literature

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Australindolones, New Aminopyrimidine Substituted Indolone Alkaloids from an Antarctic Tunicate <i>Synoicum</i> sp.

Kokkaliari Sofia S   Pham Kim K   Shahbazi Nargess N   Calcul Laurent L   Wojtas Lukasz L   Wilson Nerida G NG   Crawford Alexander D AD   Baker Bill J BJ  

Marine drugs 20220308 3


Five new alkaloids have been isolated from the lipophilic extract of the Antarctic tunicate <i>Synoicum</i> sp. Deep-sea specimens of <i>Synoicum</i> sp. were collected during a 2011 cruise of the R/V <i>Nathanial B. Palmer</i> to the southern Scotia Arc, Antarctica. Crude extracts from the invertebrates obtained during the cruise were screened in a zebrafish-based phenotypic assay. The <i>Synoicum</i> sp. extract induced embryonic dysmorphology characterized by axis truncation, leading to the i  ...[more]

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