Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Synthesis of Lysophosphatidylcholine Analogues Using D-Mannitol as a Chiral Template and Their Biological Activity for Sepsis

  • Heo, Hye Jin (Department of Chemistry, Institute of Natural Medicine, Infectious Disease Medical Research Center, Hallym University) ;
  • Jung, Jun-Sub (Department of Pharmacology, Institute of Natural Medicine, Infectious Disease Medical Research Center, Hallym University) ;
  • Lee, Jung Ho (Department of Chemistry, Institute of Natural Medicine, Infectious Disease Medical Research Center, Hallym University) ;
  • Han, Su Young (Department of Chemistry, Institute of Natural Medicine, Infectious Disease Medical Research Center, Hallym University) ;
  • Bang, Hyun Bae (Department of Chemistry, Institute of Natural Medicine, Infectious Disease Medical Research Center, Hallym University) ;
  • Song, Dong-Keun (Department of Pharmacology, Institute of Natural Medicine, Infectious Disease Medical Research Center, Hallym University) ;
  • Jun, Jong-Gab (Department of Chemistry, Institute of Natural Medicine, Infectious Disease Medical Research Center, Hallym University)
  • Published : 2006.08.20
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Abstract

LPC analogues including natural and unnatural LPC, 3-L-2-PC, acetylated LPC and ethylene glycol derivative are prepared from D-mannitol using in convenient procedures by only changing the synthetic sequences, and their protective activities against cecal ligation and puncture (CLP)-induced severe sepsis are compared. The chirality at C2 position in LPC is found to be required as (S)-configuration for sepsis inhibition, comparing from the protection activity between LPC 6 and unnatural LPC 8. The hydroxyl functionality is also very important and required at C2 or C3 position as shown in the protection activities of ethylene glycol analogue 11 and 3-L-2-PC 9.

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References

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