Hesperine, a new imidazole alkaloid and a-synuclein binding activity of 1-methyl-1,2,7,8-tetrahydro-2,8-dioxoadenosine from the marine sponge Clathria (Thalysias) cf. hesperia

During a high-throughput screen of 300 Australian marine invertebrate extracts, the extract of the marine sponge Clathria (Thalysias) cf. hesperia was identified with alpha-synuclein binding activity. The bioassay-guided purification of this extract resulted in the isolation of 1-methyl-1,2,7,8-tetrahydro-2,8-dioxoadenosine (2) as the alpha-syn binder along with one new compound, hesperine (1), and five known compounds, indole-3-carboxaldehyde (3), (Z)-2'-demethylaplysinopsin (4), 2-amino-4'-hydroxyacetophenone (5), 4-hydroxybenzoic acid (6) and 4-hydroxybenzaldehyde (7). Herein, we report the structure elucidation of hesperine (1) and alpha-syn binding activity of 1-methyl-1,2,7,8-tetrahydro-2,8-dioxoadenosine (2)

Automated summary

During a high-throughput screen of Australian marine invertebrate extracts, a marine sponge extract called Clathria (Thalysias) cf. hesperia was found to possess alpha-synuclein binding activity. The purification of this extract led to the identification of 1-methyl-1,2,7,8-tetrahydro-2,8-dioxoadenosine (2) as the alpha-synuclein binder, along with a new compound called hesperine (1) and five other known compounds. In this study, the structure of hesperine (1) was elucidated and the alpha-synuclein binding activity of 1-methyl-1,2,7,8-tetrahydro-2,8-dioxoadenosine (2) was reported.