Loxoribine

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Structural formula
Structure of loxoribine
General
Non-proprietary name Loxoribine
other names
  • 7-allyl-7,8-dihydro-8-oxoguanosine
  • 7-Allyl-2-amino-9- β - D -ribofuranosylpurine-6,8 (1 H , 9 H ) -dione (WHO)
  • RWJ-21757
Molecular formula C 13 H 17 N 5 O 6
External identifiers / databases
CAS number 121288-39-9
PubChem 60737
ChemSpider 54740
Wikidata Q27081526
Drug information
Drug class

Antimetabolite , immunomodulator

properties
Molar mass 339.30 g mol −1
Physical state

firmly

safety instructions
GHS labeling of hazardous substances
no GHS pictograms
H and P phrases H: no H-phrases
P: no P-phrases
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Loxoribine is a chemical compound from the group of guanosine - nucleosides that activates toll-like receptors of type 7 (TLR 7).

properties

Loxoribine is an agonist of TLR 7 and activates the innate immune response . As a result, IFN- alpha / beta, IFN-gamma, TNF-alpha , TNF-beta , IL-1 , IL-6 and the 40 kDa chain of IL-12 are formed. Loxoribine induces the maturation of monocyte- derived dendritic cells . Alternative TLR 7 agonists are imiquimod , resiquimod and bropirimin .

Individual evidence

  1. ↑ a b c Sigma-Aldrich : 7-allyl-7,8-dihydro-8-oxoguanosine, 95% .
  2. ↑ S. Fasciano, L. Li: intervention of Toll-like receptor-mediated human innate immunity and inflammation by synthetic compounds and naturally Occurring products. In: Current medicinal chemistry. Volume 13, Number 12, 2006, pp. 1389-1395, doi : 10.2174 / 092986706776872916 , PMID 16719784 .
  3. ^ MG Goodman: A new approach to vaccine adjuvants. Immunopotentiation by intracellular T-helper-like signals transmitted by loxoribine. In: Pharmaceutical biotechnology. Volume 6, 1995, pp. 581-609, PMID 7551237 .
  4. ↑ T. Dzopalic, A. Dragicevic, S. Vasilijic, D. Vucevic, I. Majstorovic, B. Bozic, B. Balint, M. Colic: Loxoribine, a selective Toll-like receptor 7 agonist, induces maturation of human monocyte- derived dendritic cells and stimulates their Th-1 and Th-17 polarizing capability. In: International Immunopharmacology . Volume 10, number 11, November 2010, pp. 1428-1433, doi : 10.1016 / j.intimp.2010.08.010 , PMID 20817120 .