HPLC-MS analysis revealed the presence of an
unreported peptide in the extract of the marine sponge Neopetrosia
sp. Its structure was determined as a tripeptide, named
neopetromin (1), composed of two tyrosine and one tryptophan
residues with a heteroaromatic C−N cross-link between side
chains. The absolute configuration of amino acids was determined
using Marfey’s method after ozonolysis and hydrolysis of 1.
Compound 1 promoted vacuole fragmentation in an actin-
independent manner in tobacco BY-2 cells.
Yuki Hitora, Ahmed H El-Desoky, Yusaku Sadahiro, Ai Sejiyama, Amiri Kinoshita, Yuji Ise, Esther D Angkouw, Remy E P Mangindaan, Takumi Higaki, Sachiko Tsukamoto (2024) Neopetromin, a Cyclic Tripeptide with a C-N Cross-Link, from the Marine Sponge Neopetrosia sp., That Causes Vacuole Fragmentation in Tobacco BY-2 Cells., Journal of natural products
Published in 2024 Mar 19 (Electronic publication in March 19, 2024, midnight )
(Abstract) HPLC-MS analysis revealed the presence of an unreported peptide in the extract of the marine sponge Neopetrosia sp. Its structure was determined as a tripeptide, named neopetromin (1), composed of two tyrosine and one tryptophan residues with a heteroaromatic C-N cross-link between side chains. The absolute configuration of amino acids was determined using Marfey's method after ozonolysis and hydrolysis of 1. Compound 1 promoted vacuole fragmentation in an actin-independent manner in tobacco BY-2 cells.