Marinobazzanan, a Bazzanane-Type Sesquiterpenoid, Suppresses the Cell Motility and Tumorigenesis in Cancer Cells.

Marinobazzanan (), a new bazzanane-type sesquiterpenoid, was isolated from a marine-derived fungus belonging to the genus . The chemical structure of was elucidated using NMR and mass spectroscopic data, while the relative configurations were established through the analysis of NOESY data. The absolute configurations of were determined by the modified Mosher's method as well as vibrational circular dichroism (VCD) spectra calculation and it was determined as 6, 7, 9, and 10.

Inhibition of adhesion and biofilm formation with small-molecule inhibitors of sortase A from .

Background: , an important Gram-positive pathogen in dental caries, uses sortase A (SrtA) to anchor surface proteins to the bacterial cell wall, thereby promoting biofilm formation and attachment to the tooth surface.

Design: Based on activity-guided separation, inhibitors of SrtA were isolated from and identified through combined spectroscopic analysis. Further effects of isolated SrtA inhibitor on were evaluated on bacterial aggregation, adherence and biofilm formation.

Discovery and Photoisomerization of New Pyrrolosesquiterpenoids Glaciapyrroles D and E, from Deep-Sea Sediment sp.

Two new pyrrolosesquiterpenes, glaciapyrroles D () and E () were discovered along with the previously reported glaciapyrrole A () from sp. GGS53 strain isolated from deep-sea sediment. This study elucidated the planar structures of and using nuclear magnetic resonance (NMR), mass spectrometry (MS), ultraviolet (UV), and infrared (IR) spectroscopic data.

Nyuzenamide C, an Antiangiogenic Epoxy Cinnamic Acid-Containing Bicyclic Peptide from a Riverine sp.

A new nonribosomal peptide, nyuzenamide C (), was discovered from riverine sediment-derived sp. DM14. Comprehensive analysis of the spectroscopic data of nyuzenamide C () revealed that has a bicyclic backbone composed of six common amino acid residues (Asn, Leu, Pro, Gly, Val, and Thr) and four nonproteinogenic amino acid units, including hydroxyglycine, β-hydroxyphenylalanine, -hydroxyphenylglycine, and 3,β-dihydroxytyrosine, along with 1,2-epoxypropyl cinnamic acid.

The Alleviating Effect of Flower Extract on Stretch Marks through Regulation of Mast Cells.

Striae distensae (SD) or stretch marks are common linear scars of atrophic skin with disintegrating extracellular matrix (ECM) structures. Although fibroblasts contribute to the construction of ECM structure in SD, some studies have reported that mast cell degranulation causes the disruption of ECM in early SD lesions. flower (LIF) has traditionally been used in India as a diuretic.

Inhibitory Effects of Nitrogenous Metabolites from a Marine-Derived on Isocitrate Lyase of .

Two nitrogenous metabolites, bacillimide () and bacillapyrrole (), were isolated from the culture broth of the marine-derived actinomycete . Based on the results of combined spectroscopic and chemical analyses, the structure of bacillimide () was determined to be a new cyclopenta[]pyrrole-1,3-dione bearing a methylsulfide group, while the previously reported bacillapyrrole () was fully characterized for the first time as a pyrrole-carboxamide bearing an alkyl sulfoxide side chain. Bacillimide () and bacillapyrrole () exerted moderate (IC = 44.

Gwanakosides A and B, 6-Deoxy-α-l-talopyranose-Bearing Aromatic Metabolites from a sp. and Coculture with sp.

Single-strain cultivation of a mountain soil-derived sp. GA02 and its coculture with sp. GA02N produced two aromatic products, gwanakosides A and B ( and , respectively).

Ochraceopetalin, a Mixed-Biogenetic Salt of Polyketide and Amino Acid Origins from a Marine-Derived Fungus.

Ochraceopetalin (), a mixed-biogenetic salt compound and its component were isolated from the culture broths of a marine-derived fungus, . Based on combined spectroscopic and chemical analyses, the structure of was determined to be a sulfonated diphenylether-aminol-amino acid ester guanidinium salt of an unprecedented structural class, while was determined to be the corresponding sulfonated diphenylether. Ochraceopetaguanidine (), the other guanidine-bearing aminol amino acid ester component, was also prepared and structurally elucidated.

Tropolone-Bearing Sesquiterpenes from : Structures, Photochemistry and Bioactivity.

The tropolone-bearing sesquiterpenes juniperone A () and norjuniperone A () were isolated from the folk medicinal plant , and their structures were determined by a combination of spectroscopic and crystallographic methods. Photojuniperones A1 () and A2 (), bearing bicyclo[3,2,0]heptadienones derived from tropolone, were photochemically produced and structurally identified by spectroscopic methods. Predicted by the machine learning-based assay, significantly inhibited the action of tyrosinase.

Inhibitory Effects of Epipolythiodioxopiperazine Fungal Metabolites on Isocitrate Lyase in the Glyoxylate Cycle of .

Four epipolythiodioxopiperazine fungal metabolites (-) isolated from the sponge-derived FJJ093 were evaluated for their capacity to inhibit isocitrate lyase (ICL) in the glyoxylate cycle of . The structures of these compounds were elucidated using spectroscopic techniques and comparisons with previously reported data. We found secoemestrin C () (an epitetrathiodioxopiperazine derivative) to be a potent ICL inhibitor, with an inhibitory concentration of 4.

Psammocindoles A-C: Isolation, Synthesis, and Bioactivity of Indole-γ-lactams from the Sponge .

Psammocindoles A-C (-), a new class of indole alkaloids, were isolated from a sponge. By combined spectroscopic analyses, the structures of these compounds were determined to be the indole-γ-lactams derived from three amino acid residues. In addition, an enantiomer psammocindole D (), and the -lactam isomers isopsammocindoles A-D (-) were also synthesized.

Azetidine-Bearing Non-Ribosomal Peptides, Bonnevillamides D and E, Isolated from a Carrion Beetle-Associated Actinomycete.

Two new nonribosomal peptides, bonnevillamides D and E ( and ), have been discovered in sp. UTZ13 isolated from the carrion beetle, . Combinational analysis of the UV, MS, and NMR spectroscopic data revealed that their planar structures were comprised of dichlorinated linear peptides containing nonproteinogenic amino acid residues, such as 4-methylazetidinecarboxylic acid and 4--acetyl-5-methylproline.

Svalbamides A and B, Pyrrolidinone-Bearing Lipodipeptides from Arctic sp.

Two new secondary metabolites, svalbamides A () and B (), were isolated from a culture extract of sp. SVB7 that was isolated from surface sediment from a core (HH17-1085) taken in the Svalbard archipelago in the Arctic Ocean. The combinational analysis of HR-MS and NMR spectroscopic data revealed the structures of and as being lipopeptides bearing 3-amino-2-pyrrolidinone, d-valine, and 3-hydroxy-8-methyldecanoic acid.

Dumulmycin, an Antitubercular Bicyclic Macrolide from a Riverine Sediment-Derived sp.

Dumulmycin () was isolated from sp. DM28, a bacterial strain from a riverine sediment sample. The structure of was elucidated as a bicyclic macrolide possessing 19-membered and 5-membered rings by spectroscopic analysis.

Borrelidin from Saltern-Derived Halophilic sp. Dissociates Amyloid- and Tau Fibrils.

Background: Alzheimer's disease (AD) is characterized by the aggregation of two pathological proteins, amyloid-β (Aβ) and tau, leading to neuronal and cognitive dysfunction. Clearance of either Aβ or tau aggregates by immunotherapy has become a potential therapy, as these aggregates are found in the brain ahead of the symptom onset. Given that Aβ and tau independently and cooperatively play critical roles in AD development, AD treatments might require therapeutic approaches to eliminate both aggregates together.

Synthesis and biological activity of selenopsammaplin A and its analogues as antitumor agents with DOT1L inhibitory activity.

Disruptor of telomeric silencing-1 like (DOT1L) is a histone H3 methyltransferase which specifically catalyzes the methylation of histone H3 lysine-79 residue. Recent findings demonstrate that DOT1L is abnormally overexpressed and the upregulated DOT1L evokes the proliferation and metastasis in human breast cancer cells. Therefore, the DOT1L inhibitor is considered a promising strategy to treat breast cancers.

Structures and Biosynthetic Pathway of Coprisamides C and D, 2-Alkenylcinnamic Acid-Containing Peptides from the Gut Bacterium of the Carrion Beetle .

Coprisamides C and D ( and ) were isolated from a gut bacterium, sp. UTJ3, of the carrion beetle . Based on the combined analysis of UV, MS, and NMR spectral data, the planar structures of and were elucidated to be unreported derivatives of coprisamides A and B, cyclic depsipeptides bearing a 2-alkenylcinnamic acid unit and the unusual amino acids β-methylaspartic acid and 2,3-diaminopropanoic acid.

Antitumor Activity of Asperphenin B by Induction of Apoptosis and Regulation of Glyceraldehyde-3-phosphate Dehydrogenase in Human Colorectal Cancer Cells.

Colorectal cancer (CRC) is a common and intractable malignancy with a high mortality risk. Conventional chemotherapeutics are effective for patients with early stage CRC, but the majority of deaths of CRC patients are linked to acquired drug resistance or metastasis occurrence. Asperphenin B (), a lipopeptidyl benzophenone isolated from a marine-derived sp.

Antibacterial Activity and Mode of Action of Lactoquinomycin A from .

This study aims to isolate and identify the structure of antibacterial compounds having potent activity on methicillin-resistant (MRSA) from marine actinomycetes, and also to identify their mode of action. Lactoquinomycin A (LQM-A) (compound ) and its derivatives (-) were isolated from marine-derived strain MBTC38, and their structures were determined using extensive spectroscopic methods. These compounds showed potent antibacterial activities against Gram-positive bacteria, with MIC values of 0.

Lenzimycins A and B, Metabolites With Antibacterial Properties From sp. Associated With the Dung Beetle .

Symbiotic microorganisms associated with insects can produce a wide array of metabolic products, which provide an opportunity for the discovery of useful natural products. Selective isolation of bacterial strains associated with the dung beetle, , identified two strains, of which the antibiotic-producing sp. PTH23 inhibited the growth of sp.

Antibacterial Activity of Chromomycins from a Marine-Derived .

A marine-derived actinomycete ( sp. MBTI36) exhibiting antibacterial activities was investigated in the present study. The strain was identified using genetic techniques.

Sortase A-Inhibitory Coumarins from the Folk Medicinal Plant .

Thirteen coumarins (-), including five new compounds (-), were isolated from the folk medicinal plant . Combined spectroscopic analyses revealed that coumarins - are bis-isoprenylated coumarins with diverse oxidation patterns, while is an enantiomeric di-isoprenylated coumarin. The absolute configurations of the stereogenic centers in the isoprenyl chains were assigned through MTPA and MPA methods, and those of the known compounds triphasiol () and ponciol () were also assigned using similar methods.

Pentaminomycins C-E: Cyclic Pentapeptides as Autophagy Inducers from a Mealworm Beetle Gut Bacterium.

Pentaminomycins C-E (-) were isolated from the culture of the sp. GG23 strain from the guts of the mealworm beetle, . The structures of the pentaminomycins were determined to be cyclic pentapeptides containing a modified amino acid, -hydroxyarginine, based on 1D and 2D NMR and mass spectroscopic analyses.