Psammaplin A, a chitinase inhibitor isolated from the Fijian marine sponge Aplysinella rhax |
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Authors: | Tabudravu J N Eijsink V G H Gooday G W Jaspars M Komander D Legg M Synstad B van Aalten D M F |
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Affiliation: | Marine Natural Products Laboratory, Department of Chemistry, University of Aberdeen, Old Aberdeen AB24 3UE, Scotland, UK. |
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Abstract: | Several brominated tyrosine derived compounds, psammaplins A (1), K (2) and L (3) as well as bisaprasin (4) were isolated from the Fijian marine sponge Aplysinella rhax during a bioassay guided isolation protocol. Their structures were determined using NMR and MS techniques. Psammaplin A was found to moderately inhibit chitinase B from Serratia marcescens, the mode of inhibition being non-competitive. Crystallographic studies suggest that a disordered psammaplin A molecule is bound near the active site. Interestingly, psammaplin A was found to be a potent antifungal agent. |
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