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Psammaceratin A: A Cytotoxic Psammaplysin Dimer Featuring an Unprecedented (2Z,3Z)-2,3-Bis(aminomethylene)succinamide Backbone from the Red Sea Sponge Pseudoceratina arabica.


ABSTRACT: Bioassay-guided partition of the extract of the Red Sea sponge Pseudoceratina arabica and HPLC purification of the active fraction gave a psammaplysin dimer, psammaceratin A (1), along with psammaplysin A (2). The dimer comprises two units of psammaplysin A (2) connected via the terminal amines with an unprecedented (2Z,3Z)-2,3-bis(aminomethylene)succinamide moiety, and it represents the first dimer to be identified among the psammaplysin family. Data from 1D- and 2D-NMR and HRMS supported the chemical structures of the compounds. Psammaceratin A (1) and psammaplysin A (2) exhibited significant growth inhibition of HCT 116, HeLa, and MBA-MB-231 cells down to 3.1 μM.

SUBMITTER: Youssef DTA 

PROVIDER: S-EPMC8399316 | biostudies-literature | 2021 Jul

REPOSITORIES: biostudies-literature

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Psammaceratin A: A Cytotoxic Psammaplysin Dimer Featuring an Unprecedented (2Z,3Z)-2,3-Bis(aminomethylene)succinamide Backbone from the Red Sea Sponge <i>Pseudoceratina arabica</i>.

Youssef Diaa T A DTA   Asfour Hani Z HZ   Shaala Lamiaa A LA  

Marine drugs 20210729 8


Bioassay-guided partition of the extract of the Red Sea sponge <i>Pseudoceratina arabica</i> and HPLC purification of the active fraction gave a psammaplysin dimer, psammaceratin A (<b>1</b>), along with psammaplysin A (<b>2</b>). The dimer comprises two units of psammaplysin A (<b>2</b>) connected via the terminal amines with an unprecedented (2<i>Z</i>,3<i>Z</i>)-2,3-bis(aminomethylene)succinamide moiety, and it represents the first dimer to be identified among the psammaplysin family. Data fr  ...[more]

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