Psammaplin A, a chitinase inhibitor isolated from the Fijian marine sponge Aplysinella rhax

J. N. Tabudravu; V. G.H. Eijsink; G. W. Gooday; M. Jaspars; D. Komander; M. Legg; B. Synstad; D. M.F. Van Aalten

doi:10.1016/S0968-0896(01)00372-8

Psammaplin A, a chitinase inhibitor isolated from the Fijian marine sponge Aplysinella rhax

J. N. Tabudravu, V. G.H. Eijsink, G. W. Gooday, M. Jaspars^*, D. Komander, M. Legg, B. Synstad, D. M.F. Van Aalten

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

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Abstract

Several brominated tyrosine derived compounds, psammaplins A (1), K (2) and (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.

Original language	English
Pages (from-to)	1123-1128
Number of pages	6
Journal	Bioorganic and Medicinal Chemistry
Volume	10
Issue number	4
DOIs	https://doi.org/10.1016/S0968-0896(01)00372-8
Publication status	Published - 21 Feb 2002

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title = "Psammaplin A, a chitinase inhibitor isolated from the Fijian marine sponge Aplysinella rhax",

abstract = "Several brominated tyrosine derived compounds, psammaplins A (1), K (2) and (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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AU - Tabudravu, J. N.

AU - Eijsink, V. G.H.

AU - Gooday, G. W.

AU - Jaspars, M.

AU - Komander, D.

AU - Legg, M.

AU - Synstad, B.

AU - Van Aalten, D. M.F.

PY - 2002/2/21

Y1 - 2002/2/21

N2 - Several brominated tyrosine derived compounds, psammaplins A (1), K (2) and (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.

AB - Several brominated tyrosine derived compounds, psammaplins A (1), K (2) and (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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Psammaplin A, a chitinase inhibitor isolated from the Fijian marine sponge Aplysinella rhax

Abstract

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