Stereostructure and biological activity of 42-hydroxy-palytoxin: a new palytoxin analogue from Hawaiian Palythoa subspecies

Ciminiello, P.; Dell'Aversano, C.; Dello Iacovo, E.; Fattorusso, E.; Forino, M.; Grauso, L.; Tartaglione, L.; Florio, Chiara; Lorenzon, Paola; De Bortoli, M.; Tubaro, Aurelia; Poli, M.; Bignami, G.

doi:10.1021/tx900259v

This paper reports on the analysis of the toxin content from Palythoa tuberculosa and Palythoa toxica samples collected off of the Hawaiian coast. Our work, based on in-depth high-resolution liquid chromatography-mass spectrometry analysis along with extensive NMR study, led us to structurally characterize 42-hydroxy-palytoxin, a new palytoxin congener. This toxin and palytoxin itself appeared to be the major components of toxic extract from a P. tuberculosa sample, while 42-hydroxy-palytoxin was proven by far to be the main palytoxin derivative in P. toxica. Functional studies on this new palytoxin-like compound suggest that the new palytoxin analogue and palytoxin itself present similar biological activities.

Stereostructure and biological activity of 42-hydroxy-palytoxin: a new palytoxin analogue from Hawaiian Palythoa subspecies / P., Ciminiello; C., Dell'Aversano; E., Dello Iacovo; E., Fattorusso; M., Forino; L., Grauso; L., Tartaglione; Florio, Chiara; Lorenzon, Paola; M., De Bortoli; Tubaro, Aurelia; M., Poli; G., Bignami. - In: CHEMICAL RESEARCH IN TOXICOLOGY. - ISSN 0893-228X. - STAMPA. - 22:(2009), pp. 1851-1859. [10.1021/tx900259v]