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Probing the Bioactive Constituents from Chemotypes of the Sponge Psammocinia aff. bulbosa

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journal contribution
posted on 02.04.2020, 16:53 by Sarah J. Robinson, Karen Tenney, Desiree F. Yee, Lizabeth Martinez, Joseph E. Media, Frederick A. Valeriote, Rob W. M. van Soest, Phillip Crews
Since the report of (+)-psymberin (2) in 2004, many synthetic groups have pursued the synthesis of this compound, and our group has further collected Psammocinia aff. bulbosa to successfully isolate more 2. With more (+)-psymberin (2) in hand, additional clonogenic studies, a therapeutic efficacy assessment, and the hollow fiber assay have been completed. The inconsistent production of (+)-psymberin (2) and the classification of six Psammocinia species are further discussed herein. The most recent of these six collections resulted in the isolation of a new brominated cyclic peptide, (−)-psymbamide A (4), which is the first report of a Psammocinia-derived compound in this peptide class. The planar structure was solved via dereplication with Marinlit, HRESIMS, and 1D and 2D NMR techniques, and the absolute configuration determined using Marfey's method.