High-throughput isolation, purification and analysis methods applied to natural products libraries from plants gave rise to the discovery of two novel acylated caprylic alcohol glycosides (1, 2) produced by Arctostaphylos pumila. The NMR spectra were acquired using the CapNMR probe and performed on mass-limited samples, which enabled us to elucidate the structures of 2,6-diacetyl-3,4-diisobutyl-1- O-octylglucopyranoside (1, 200 microg) and 2,6-diacetyl-3,4-dimethylbutyl-1- O-octylglucopyranosid (2, 70 microg). Compounds 1 and 2 exhibited antibacterial activity against Gram-positive methicillin-resistant Staphylococcus aureus with an MIC of 128 microg/mL and 64 microg/mL, respectively.

Download full-text PDF

Source
http://dx.doi.org/10.1055/s-2005-837787DOI Listing

Publication Analysis

Top Keywords

acylated caprylic
8
caprylic alcohol
8
alcohol glycosides
8
arctostaphylos pumila
8
miniaturization structure
4
structure elucidation
4
elucidation novel
4
novel natural
4
natural products--two
4
products--two trace
4

Similar Publications

Active ghrelin (AG) is produced through the post-translational addition of n-octanoic acid to the amino residue Ser-3, making it the natural ligand for the ghrelin receptor. The synthesis of AG is contingent upon specific dietary fatty acids as substrates for the acylation process. Prior studies have demonstrated that AG infusion can lead to reduced feed intake (FI) in broiler chickens, suggesting that manipulating AG may serve as an alternative to quantitative feed restriction in broiler breeders.

View Article and Find Full Text PDF

Acyl modifications in bovine, porcine, and equine ghrelins.

Front Endocrinol (Lausanne)

June 2024

Molecular Genetics, Institute of Life Sciences, Kurume University, Fukuoka, Japan.

Ghrelin is a peptide hormone with various important physiological functions. The unique feature of ghrelin is its serine 3 acyl-modification, which is essential for ghrelin activity. The major form of ghrelin is modified with n-octanoic acid (C8:0) by ghrelin O-acyltransferase.

View Article and Find Full Text PDF

Objectives: Metabolic disorders and no response to intravenous nutrition because of sepsis have been urgent problems for clinical nutrition support. Enteral nutrition (EN) has been an important clinical therapeutic measure in septic patients; however, simple EN has not demonstrated good performance. This study aimed to investigate the effects of different concentrations of octanoic acid (OA)-rich EN on hypercatabolism in endotoxemic rats and test whether OA-rich EN could attenuate hypercatabolism through the acylated ghrelin-proopiomelanocortin (POMC) pathway.

View Article and Find Full Text PDF

LogP of N-acyl-gemcitabine and lectin-corona emerge as key parameters in nanoparticulate intravesical cancer therapy.

Eur J Pharm Sci

January 2023

University of Vienna, Faculty of Life Sciences, Division of Pharmaceutical Technology and Biopharmaceutics, Josef-Holaubek-Platz 2, 1090 Vienna, Austria. Electronic address:

Article Synopsis
  • Bladder cancer treatment involves using intravesical cytotoxic drugs like gemcitabine, but challenges include its hydrophilicity, short half-life, and rapid urine dilution and excretion.
  • To enhance drug effectiveness, researchers synthesized N-acyl-gemcitabine derivatives with improved lipophilicity, leading to increased cytotoxicity and better passive diffusion into cancer cells.
  • By grafting bioadhesive wheat germ agglutinin onto PLGA nanoparticles, the strategy aims to improve retention in the bladder and cellular uptake, highlighting a new approach for more effective drug delivery in bladder cancer therapy.
View Article and Find Full Text PDF

Quercetin Fatty Acid Monoesters (C2:0-C18:0): Enzymatic Preparation and Antioxidant Activity.

J Agric Food Chem

November 2022

Department of Biochemistry, Memorial University of Newfoundland, St. John's, NewfoundlandA1C 5S7, Canada.

Quercetin monoesters were prepared via a one-step enzymatic transesterification. The main acylation products were eight quercetin ester derivatives, respectively, consisting of varying acyl groups ranging from 2 to 18 carbon atoms (acetate, butyrate, caproate, caprylate, caprate, laurate, myristate, and stearate). The purified quercetin esters were structurally characterized by LC-ESI-ToF and NMR HSQC.

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!