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Adjuvant activities of quinonyl-N-acetyl muramyl dipeptides in mice and guinea pigs.

Abstract
The adjuvant and tumor-suppressive activities of the quinonyl [2,3-dimethoxy-5-methyl-6-(9'-carboxynonyl)-1,4-benzoquinone (QS-10)] derivatives of N-acetyl muramyl dipeptides were examined. N-Acetyl muramyl-L-valyl-D-isoglutamine (MurNac-L-Val-D-isoGln), QS-10-MurNAc-L-Val-D-isoGln, and their methyl esters were shown to have potent adjuvant activity on the induction of delayed-type hypersensitivity to monoazobenzenarsonate-N-acetyl-L-tyrosine in guinea pigs and on the primary immune response against sheep erythrocytes in vitro; however, only QS-10-MurNAc-L-Val-D-isoGln methyl ester, i.e., QS-10-MurNAc-L-Val-D-Glu(OCH3)NH2 (quinonyl-MDP-66), was shown to be an active adjuvant for the induction of allogeneic killer T cells in mice and the suppression of tumor growth in syngeneic mice when it was administered as a suspension in phosphate-buffered saline. The effectiveness of the chain length of the quinonyl moiety in quinonyl-MDP-66 and the replacement of the L-valine residue with L-serine or L-threonine were also examined in comparison with the adjuvant and tumor-suppressive activities of quinonyl-MDP-66.
AuthorsI Saiki, Y Tanio, M Yamawaki, M Uemiya, S Kobayashi, T Fukuda, H Yukimasa, Y Yamamura, I Azuma
JournalInfection and immunity (Infect Immun) Vol. 31 Issue 1 Pg. 114-21 (Jan 1981) ISSN: 0019-9567 [Print] United States
PMID6971259 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)
Chemical References
  • Adjuvants, Immunologic
  • Antineoplastic Agents
  • Glycopeptides
  • Acetylmuramyl-Alanyl-Isoglutamine
  • quinonyl-MDP-66
Topics
  • Acetylmuramyl-Alanyl-Isoglutamine (analogs & derivatives, pharmacology)
  • Adjuvants, Immunologic
  • Animals
  • Antibody Formation
  • Antineoplastic Agents
  • Cytotoxicity, Immunologic
  • Female
  • Glycopeptides (pharmacology)
  • Guinea Pigs
  • Hypersensitivity, Delayed
  • Mice
  • Mice, Inbred BALB C
  • Mice, Inbred C57BL
  • Mice, Inbred DBA
  • Structure-Activity Relationship
  • T-Lymphocytes (immunology)

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