Details

Autor(en) / Beteiligte

• Kim, Chang-Kwon
• Wang, Dongdong
• Bokesch, Heidi R
• Fuller, Richard W
• Smith, Emily
• Henrich, Curtis J
• Durrant, David E
• Morrison, Deborah K
• Bewley, Carole A
• Gustafson, Kirk R

Titel

Swinhopeptolides A and B: Cyclic Depsipeptides from the Sponge Theonella swinhoei That Inhibit Ras/Raf Interaction

Ist Teil von

• Journal of natural products (Washington, D.C.), 2020-04, Vol.83 (4), p.1288-1294

Ort / Verlag

United States: American Chemical Society and American Society of Pharmacognosy

Erscheinungsjahr

2020

Quelle

MEDLINE

Beschreibungen/Notizen

• Two new cyclic depsipeptides named swinhopeptolides A (1) and B (2) have been isolated from the marine sponge Theonella swinhoei cf. verrucosa, collected from Papua New Guinea. They each contain 11 diverse amino acid residues and 13-carbon polyketide moieties attached at the N-terminus. Compounds 1 and 2 each exist as two conformers in DMSO-d 6 due to cis/trans isomerism of the proline residue, and their structures were successfully assigned by extensive NMR analyses complemented by chemical degradation and derivatization studies. Swinhopeptolide B (2) contains a previously undescribed 2,6,8-trimethyldeca-(2E,4E,6E)-trienoic acid moiety N-linked to a terminal serine residue. Swinhopeptolides A (1) and B (2) showed significant inhibition of the Ras/Raf signaling pathway with IC50 values of 5.8 and 8.5 μM, respectively.