Three new triazole conjugates derived from d-mannose were synthesized and assayed in in vitro assays to investigate their ability to inhibit α-mannosidase enzymes from the glycoside hydrolase (GH) families 38 and 47. The triazole conjugates were more selective for a GH47 α-mannosidase (Aspergillus saitoi α1,2-mannosidase), showing inhibition at the micromolar level (IC50 values of 50-250 μM), and less potent towards GH38 mannosidases (IC50 values in the range of 0.5-6 mM towards jack bean α-mannosidase or Drosophila melanogaster lysosomal and Golgi α-mannosidases). The highest selectivity ratio [IC50(GH38)/IC50(GH47)] of 100 was exhibited by the phenyltriazole conjugate. To understand structure-activity properties of synthesized compounds, 3-D complexes of inhibitors with α-mannosidases were built using molecular docking calculations.
Download full-text PDF |
Source |
|---|---|
| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC4382718 | PMC |
| http://dx.doi.org/10.1016/j.carres.2015.01.004 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Radiocobalt-Labeling of a Polypyridylamine Chelate Conjugated to GE11 for EGFR-Targeted Theranostics.
Molecules
January 2025
Department of Physics, Chemistry and Pharmacy, University of Southern Denmark, Campusvej 55, 5230 Odense M, Denmark.
The overexpression of the epidermal growth factor receptor (EGFR) in certain types of prostate cancers and glioblastoma makes it a promising target for targeted radioligand therapy. In this context, pairing an EGFR-targeting peptide with the emerging theranostic pair comprising the Auger electron emitter cobalt-58m (Co) and the Positron Emission Tomography-isotope cobalt-55 (Co) would be of great interest for creating novel radiopharmaceuticals for prostate cancer and glioblastoma theranostics. In this study, GE11 (YHWYGYTPQNVI) was investigated for its EGFR-targeting potential when conjugated using click chemistry to N1-((triazol-4-yl)methyl)-N1,N2,N2-tris(pyridin-2-ylmethyl)ethane-1,2-diamine (TZTPEN).
View Article and Find Full Text PDFDesign and development of an isatin-1,2,3-triazole hybrid analogue as a potent anti-inflammatory agent with enhanced efficacy and gene expression modulation.
RSC Adv
January 2025
Department of Plant Sciences, School of Life Sciences, University of Hyderabad Hyderabad India.
Isatin (1-indole-2,3-dione) and its derivatives have been found to exhibit various biological activities, including anticancer and antidiabetic properties. In this study, a series of nine isatin-1,2,3-triazole conjugates were synthesized and evaluated for their anti-inflammatory potential experiments. Their synthesis involved the propargylation of isatin 1 with propargyl bromide to obtain -propargyl isatin 2, which was subjected to click reactions with different aromatic azides to yield isatin--1,2,3-triazoles (3a-i).
View Article and Find Full Text PDF1,2,3-Triazole-tethered fluoroquinolone analogues with antibacterial potential: synthesis and cytotoxicity investigations.
RSC Adv
January 2025
Department of Medicinal Chemistry, Institute of Medical Sciences, Banaras Hindu University Varanasi UP-221005 India
The antibacterial efficacy of some newly developed bis- and C3-carboxylic moieties of fluoroquinolone-linked triazole conjugates was studied. Twenty compounds from two different series of triazoles were synthesized using click chemistry and evaluated for their antibacterial activity against a Gram-positive strain, (ATCC29212), and its clinical isolate and a Gram-negative bacterial strain, (ATCC25922), and its clinical isolate. Among the compounds, 7, 9a, 9d, 9i, 10(a-d), and 10i showed excellent activity with MIC values of up to 6.
View Article and Find Full Text PDFThree-step click assembly using trivalent platforms bearing azido, ethynyl, and fluorosulfonyl groups.
Chem Commun (Camb)
January 2025
Department of Biological Science and Technology, Faculty of Advanced Engineering, Tokyo University of Science, 6-3-1 Niijuku, Katsushika-ku Tokyo 125-8585, Japan.
Divergent synthesis of triazoles was achieved using newly designed platform molecules possessing azide, alkyne, and fluorosulfonyl moieties. Consecutive conjugations by the sulfur(VI) fluoride exchange and following consecutive triazole formations allowed us to prepare a wide variety of bis(triazole)s by virtue of selective transformations. One-pot triple-click assembly of easily accessible modules led to the facile synthesis of middle-molecular-weight triazoles with various functional moieties.
View Article and Find Full Text PDFRecent Developments in Azetidinone-Azole Conjugates: Emerging Antimicrobial Potentials.
Med Chem
January 2025
Department of Pharmaceutical Chemistry, MM College of Pharmacy, Maharishi Markandeshwar (Deemed to be University), Mullana, Ambala 133207, India.
The emergence of multidrug-resistant microbial strains poses a significant challenge to global public health. In response, researchers have been exploring innovative antimicrobial agents with enhanced efficacy and novel mechanisms of action. One promising approach involves the synthesis of hybrid molecules combining azetidinone and azole moieties, capitalizing on the respective antimicrobial properties of both structural elements.
View Article and Find Full Text PDFWant 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!