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Synthesis and immuno adjuvant activity of acylamino analogs of n acetyl muramoyl l alanyl d iso glutamine



Synthesis and immuno adjuvant activity of acylamino analogs of n acetyl muramoyl l alanyl d iso glutamine



Agricultural & Biological Chemistry 46(2): 507-514



A variety of long-chain fatty acylamino analogs of N-acetylmuramoyl-L-alanyl-D-isoglutamine (MDP), e.g., N-(acyl)muramoyl-dipeptides and N-acetyl-6-(acylamino)-6-deoxymuramoyl-dipeptides, were synthesized to examine their immunological activities. All the N-(acyl)muramoyl-L-alanyl-D-isoglutamines were active as adjuvant on the induction of delayed-type hypersensitivity to azobenzenearsonate-N-acetyl-L-tyrosine in guinea pigs. N-(3-hydroxy-2-tetradecyloctadecanoylamino)muramoyl-L-alanyl-D-isoglutamine and N-acetyl-6-deoxy-6-(3-hydroxy-2-docosylhexacosanoylamino)muramoyl-L-alanyl-, -L-valyl and -L-seryl-D-isoglutamines showed antitumor activity by suppressing tumor ([mouse]Meth-A fibrosarcoma) growth in syngeneic BALB/c mice.

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Accession: 006562399

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