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. 2008 Apr 15;5(28):1371–1386. doi: 10.1098/rsif.2008.0041

Table 2.

The structure, cytotoxicity and lipid typology of phosphoramide analogues.

phosphoramide general structure Inline graphic

compound number R1 R2 R3 R4 EC50/μMa lipid typologyb
14 C6H13 H CH3 CH3 1000 undetermined
15 C12H25 H CH3 CH3 230 type I
16 C16H33 H CH3 CH3 110 type I
17 C18H37 H CH3 CH3 140 type I
18 oleyl H CH3 CH3 130 type I
19 C18H37 H CH3 C2H5 40 type I
20 C6H13 C6H13 CH3 CH3 140 undetermined
21 C3H7 C15H31 CH3 CH3 23 type I
22 C6H13 C12H25 CH3 CH3 77 undetermined
23 C12H25 H H CH3 250 type I
cyclic phosphoramide general structure Inline graphic

compound number R1 R2 R3 EC50/μMa lipid typologyb
24 C16H33 H CH3 750 type 0
25 C6H13 H H 700 undetermined
26 C12H25 H H 20 type 0
27 C16H33 H H 60 type 0
a

A standard error of ±10% should be applied when interpreting these data.

b

Lipid typologies were determined by polarizing optical microscopy; those in italics were deduced because the typology of structurally similar compounds is known; some typologies were undetermined because the solubility of the compounds in aqueous solution was too low.