Potent Cytotoxic Analogs of Amphidinolides from the Atlantic Octocoral Stragulum bicolor

Amphidinolides are cytotoxic macrolides produced by symbiotic unicellular microalgae of the genus . Here we describe the identification of four related molecules belonging to this macrolide family isolated from the invertebrate . The new molecules, named amphidinolide PX1-PX3 and stragulin A ( ⁻ ),...

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Published inMarine drugs Vol. 17; no. 1; p. 58
Main Authors Nuzzo, Genoveffa, Gomes, Bruno de Araújo, Gallo, Carmela, Amodeo, Pietro, Sansone, Clementina, Pessoa, Otília D L, Manzo, Emiliano, Vitale, Rosa Maria, Ianora, Adrianna, Santos, Evelyne A, Costa-Lotufo, Leticia V, Fontana, Angelo
Format Journal Article
LanguageEnglish
Published Switzerland MDPI AG 16.01.2019
MDPI
Subjects
Agreements
amphidinolides
Analogs
Antibiotics
Biological activity
Carbon
Cell lines
Computer applications
cytotoxic macrolides
Cytotoxicity
Experiments
Invertebrates
Melanoma
Neoplasms
Phytoplankton
Stereochemistry
Stragulum bicolor
Symbionts
Tumor cell lines
cytotoxic macrolides
stereochemistry
Stragulum bicolor
amphidinolides
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Summary:Amphidinolides are cytotoxic macrolides produced by symbiotic unicellular microalgae of the genus . Here we describe the identification of four related molecules belonging to this macrolide family isolated from the invertebrate . The new molecules, named amphidinolide PX1-PX3 and stragulin A ( ⁻ ), show an unprecedented carbon skeleton whose complete stereochemistry has been determined by spectroscopic and computational methods. Differences in the structures of these molecules modulate their biological activity in a panel of tumor cell lines, but the opened derivative stragulin ( ) shows a very potent and specific cytotoxic activity (IC 0.18 µM) against the aggressive human melanoma cell A2058.
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These authors have equally contributed to this work.
ISSN:1660-3397
1660-3397
DOI:10.3390/md17010058