141779-65-9

Upstream product

• 1237055-33-2 aeruginazole A 
• 95713-52-3 N-(2,4-dinitro-5-fluorophenyl)-L-alaninamide 
• 1312415-67-0 brachystemin H 
• 1312794-02-7 minutissamide A 
• 70-47-3 L-asparagine 

Relevant academic research and scientific papers

Aeruginazole A, a novel thiazole-containing cyclopeptide from the cyanobacterium microcystis sp.

(Equation Presented). A novel thiazole-containing cyclic peptide, aeruginazole A (1), was isolated from the cyanobacterium Microcystis sp. strain (IL-323), which was collected from a later reservoir near Kfar-Yehoshua, Valley of Armageddon, Israel. The planar structure of aeruginazole A was established using homonuclear and inverse-heteronuclear 2D NMR techniques, as well as high-resolution mass spectrometry. The absolute configuration of the asymmetric centers was determined using Marfeys method. Aeruginazole A potently inhibited Bacillus subtilis.

C3 and 2D C3 Marfey's Methods for Amino Acid Analysis in Natural Products

We validate the improved resolution and sensitivity of the C3 Marfey's method, including an ability to resolve all Ile isomers, against an array of amino acids commonly encountered in natural products and by comparison to an existing Marfey's m

Cytotoxic cyclic depsipeptides from the Australian marine sponge Neamphius huxleyi

Three new cyclic depsipeptides, neamphamides B (2), C (3), and D (4), were isolated from the Australian sponge Neamphius huxleyi. The planar structural characterization of these molecules was elucidated using 2D NMR experiments and ESI-FTICR-MSn. Their configurations were determined by Marfey's method and J-based NMR analysis. These new metabolites inhibited the growth of human cell lines (A549, HeLa, LNCaP, PC3, and NFF) with IC50 values ranging from 88 to 370 nM. However, neamphamide D causes A549 cell proliferation at subcytotoxic doses and should be treated cautiously as a cytotoxic compound.

Minutissamides A-D, antiproliferative cyclic decapeptides from the cultured cyanobacterium Anabaena minutissima

Four cyclic decapeptides, minutissamides A-D (1-4), were isolated from the cultured cyanobacterium Anabaena minutissima (UTEX 1613). The planar structures were determined using various spectroscopic techniques including HRESIMS and 1D and 2D NMR experiments. The absolute configurations of the α-amino acid residues were assigned using Marfey's method after acid hydrolysis. The absolute configuration of a β-amino acid residue was assigned by a combination of the advanced Marfey's method, J-based configurational analysis, and ROE spectroscopic analysis. The structures of minutissamides A-D (1-4) were characterized by the presence of three nonstandard α-amino acid residues (two α,β-dehydro-α-aminobutyric acids and one N-methylated Asn) and one β-amino acid residue (2-hydroxy-3-amino-4-methyldodecanoic acid or 2-hydroxy-3-amino-4-methylhexadecanoic acid). Minutissamides A-D (1-4) exhibited antiproliferative activity against the HT-29 human colon cancer cell line with IC50 values of 2.0, 20.0, 11.8, and 22.7 μM, respectively.

Bioactive compounds from the aerial parts of brachystemma calycinum and structural revision of an octacyclopeptide

Four new cyclic peptides, brachystemins F - I (1 - 4), and 11 known compounds were isolated from the aerial parts of Brachystemma calycinum. The absolute configurations of compounds 1 - 4 were assigned using Marfey's method. The structure of compound 5 was revised from cyclo(Pro1 - Phe 2 - Leu3 - Ala4 - Thr5 - Pro 6 - Ala7 - Gly8) to cyclo(Pro1 - Pro2 - Ala3 - Gly4 - Leu5 - Ala 6 - Thr7 - Phe8) with QTOF/MS and X-ray diffraction analysis. The N-containing compounds were assessed for their inhibitory effects on the secretion of monocyte chemokine ligand 2 (CCL-2), interleukin 6 (IL-6), and collagen IV against high-glucose-stimulated mesangial cells. Compound 5 was evaluated for its effects on collagen I, reactive oxygen species (ROS), superoxide anion (O2?-) production, and cell viability in mesan ial cells, and on nitric oxide (NO) production in macrophage cells.