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Table 1 List of compounds synthesized for the SAR study.

From: Membrane plasmalogen composition and cellular cholesterol regulation: a structure activity study

  Compound sn-1 (R1) sn-2 (R2) sn-3
1 cis-(±)-2-O-docosahexaenoyl-1-O-hexadecylglycerol 16:0 (alkyl) DHA OH
2 cis-(±)-2-O-docosahexaenoyl-1-O-octadecylglycerol 18:0 (alkyl) DHA OH
3 cis-(±)-2-O-docosahexaenoyl-1-O-octadec-9-enylglycerol 18:1 (alkyl) DHA OH
4 cis-(±)-2-O-docosahexaenoyl-1-O-palmitoylglycerol 16:0 (acyl) DHA OH
5 cis-(±)-2-O-docosahexaenoyl-1-O-stearoylglycerol 18:0 (acyl) DHA OH
6 cis-(±)-2-O-stearoyl-1-O-hexadecylglycerol 16:0 (alkyl) 18:0 OH
7 cis-(±)-2-O-oleoyl-1-O-hexadecylglycerol 16:0 (alkyl) 18:1 OH
8 cis-(±)-2-O-linoleoyl-1-O-hexadecylglycerol 16:0 (alkyl) 18:2 OH
9 cis-(±)-2-O-α-linolenoyl-1-O-hexadecylglycerol 16:0 (alkyl) 18:3 OH
10 cis-(±)-2-O-arachidonoyl-1-O-hexadecylglycerol 16:0 (alkyl) 20:4 OH
  1. All molecules had a glycerol backbone, and differed in the sn-1 and sn-2 fatty acid acids. The sn-1 fatty acid was linked to glycerol either by an alkyl or acyl linkage.