Synthesis and biological evaluation of 6-gingerol analogues as transient receptor potential channel TRPV1 and TRPA1 modulators.
Summary of "Synthesis and biological evaluation of 6-gingerol analogues as transient receptor potential channel TRPV1 and TRPA1 modulators."
In order to explore the structural determinants for the TRPV1 and TRPA1 agonist properties of gingerols, a series of nineteen analogues (1b-5) of racemic -gingerol (1a) was synthesized and tested on TRPV1 and TRPA1 channels. The exploration of the structure-activity relationships, by modulating the three pharmacophoric regions of -gingerol, led to the identification of some selective TRPV1 agonists/desensitizers of TRPV1 channels (3a, 3f, and 4) and of some full TRPA1 antagonists (2c, 2d, 3b, and 3d).
Dipartimento di Chimica e Tecnologie del Farmaco, Sapienza Università di Roma, piazzale Aldo Moro 5, 00185 Roma, Italy.
This article was published in the following journal.
Name: Bioorganic & medicinal chemistry letters
- PubMed Source: http://www.ncbi.nlm.nih.gov/pubmed/22257892
- DOI: http://dx.doi.org/10.1016/j.bmcl.2011.12.113
Medical and Biotech [MESH] Definitions
Transient Receptor Potential Channels
A broad group of eukaryotic six-transmembrane cation channels that are classified by sequence homology because their functional involvement with SENSATION is varied. They have only weak voltage sensitivity and ion selectivity. They are named after a DROSOPHILA mutant that displayed transient receptor potentials in response to light. A 25-amino-acid motif containing a TRP box (EWKFAR) just C-terminal to S6 is found in TRPC, TRPV and TRPM subgroups. ANKYRIN repeats are found in TRPC, TRPV & TRPN subgroups. Some are functionally associated with TYROSINE KINASE or TYPE C PHOSPHOLIPASES.
Drug Evaluation, Preclinical
Preclinical testing of drugs in experimental animals or in vitro for their biological and toxic effects and potential clinical applications.
A field of biological research combining engineering in the formulation, design, and building (synthesis) of novel biological structures, functions, and systems.
Regulatory proteins that act as molecular switches. They control a wide range of biological processes including: receptor signaling, intracellular signal transduction pathways, and protein synthesis. Their activity is regulated by factors that control their ability to bind to and hydrolyze GTP to GDP. EC 3.6.1.-.
A cell surface receptor that specifically mediates the biological effects of INTERLEUKIN-9. The functional IL9 receptor signals through interaction of its cytoplasm domain with JANUS KINASES and requires the INTERLEUKIN RECEPTOR COMMON GAMMA SUBUNIT for activity.
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