Cyclotheonellazoles A–C, Potent Protease Inhibitors from the Marine Sponge Theonella aff. swinhoei - Université de La Réunion Access content directly
Journal Articles Journal of Natural Products Year : 2017

Cyclotheonellazoles A–C, Potent Protease Inhibitors from the Marine Sponge Theonella aff. swinhoei

Abstract

The extract of a sample of the sponge Theonella aff. swinhoei collected in Madagascar exhibited promising in vitro antiplasmodial activity. The antiplasmodial activity was ascribed in part to the known metabolite swinholide A. Further investigation of the extract afforded three unusual cyclic peptides, cyclotheonellazoles A−C(1−3), which contain six nonproteinogenic amino acids out of the eight acid units that compose these natural products. Among these acids the most novel were 4-propenoyl-2-tyrosylthiazole and 3-amino-4-methyl-2-oxohexanoic acid. The structure of the compounds was elucidated by interpretation of the 1D and 2D NMR data, HRESIMS, and advanced Merfay's techniques. The new compounds were found to be nanomolar inhibitors of chymotrypsin and sub-nanomolar inhibitors of elastase, but did not present antiplasmodial activity.
Fichier principal
Vignette du fichier
4- Issac et al, J Nat Prod1 2017_hal.pdf (766.09 Ko) Télécharger le fichier
Origin Files produced by the author(s)
Loading...

Dates and versions

hal-01625257 , version 1 (27-10-2017)

Identifiers

Cite

Michal Issac, Maurice Aknin, Anne Gauvin-Bialecki, Nicole de Voogd, Alisson Ledoux, et al.. Cyclotheonellazoles A–C, Potent Protease Inhibitors from the Marine Sponge Theonella aff. swinhoei. Journal of Natural Products, 2017, 80 (4), pp.1110-1116. ⟨10.1021/acs.jnatprod.7b00028⟩. ⟨hal-01625257⟩
122 View
338 Download

Altmetric

Share

Gmail Mastodon Facebook X LinkedIn More