ascorbic-acid and dibromophakellin

ascorbic-acid has been researched along with dibromophakellin* in 1 studies

Other Studies

1 other study(ies) available for ascorbic-acid and dibromophakellin

Article	Year
(-)-Dibromophakellin: an alpha2B adrenoceptor agonist isolated from the Australian marine sponge, Acanthella costata. Bioorganic & medicinal chemistry, 2009, Mar-15, Volume: 17, Issue:6 Bioassay-guided fractionation of the organic extract from the marine sponge Acanthella costata resulted in the isolation of the known natural product, (-)-dibromophakellin (1). Using a fluorescence imaging plate reader (FLIPR) based assay, compound 1 was identified as displaying agonist activity against the alpha(2B) adrenoceptor, with an EC(50) of 4.2muM. Debromination and Suzuki-Miyaura coupling reactions were undertaken in order to provide structure activity data about the pyrrole ring of this marine metabolite. These synthetic studies generated the known natural product analogues, (-)-phakellin (2), and (-)-monobromophakellin (3), along with the new synthetic derivatives (-)-4-bromo-5-phenylphakellin (5) and (-)-4,5-diphenylphakellin (6). Substitution of the C-5 Br of 1 with H (2 and 3) or phenyl (5 and 6) resulted in loss of activity indicating that Br at C-5 is required for agonist activity. Topics: Adrenergic alpha-Agonists; Animals; Australia; Cell Line; Heterocyclic Compounds, 4 or More Rings; Humans; Porifera; Spectrophotometry, Ultraviolet; Structure-Activity Relationship	2009

Article

Year

(-)-Dibromophakellin: an alpha2B adrenoceptor agonist isolated from the Australian marine sponge, Acanthella costata.

Bioorganic & medicinal chemistry, 2009, Mar-15, Volume: 17, Issue:6

Bioassay-guided fractionation of the organic extract from the marine sponge Acanthella costata resulted in the isolation of the known natural product, (-)-dibromophakellin (1). Using a fluorescence imaging plate reader (FLIPR) based assay, compound 1 was identified as displaying agonist activity against the alpha(2B) adrenoceptor, with an EC(50) of 4.2muM. Debromination and Suzuki-Miyaura coupling reactions were undertaken in order to provide structure activity data about the pyrrole ring of this marine metabolite. These synthetic studies generated the known natural product analogues, (-)-phakellin (2), and (-)-monobromophakellin (3), along with the new synthetic derivatives (-)-4-bromo-5-phenylphakellin (5) and (-)-4,5-diphenylphakellin (6). Substitution of the C-5 Br of 1 with H (2 and 3) or phenyl (5 and 6) resulted in loss of activity indicating that Br at C-5 is required for agonist activity.

Topics: Adrenergic alpha-Agonists; Animals; Australia; Cell Line; Heterocyclic Compounds, 4 or More Rings; Humans; Porifera; Spectrophotometry, Ultraviolet; Structure-Activity Relationship

2009