...on the rationalisation, design, optimisation and synthesis of novel phosphonium derived anti-cancer drugs

Establishing Anti-Cancer Phosphonium Salt Structure-activity Relationships Appendix by Phil

Discussion of Electric permittivity and the membrane

The other variables in the Born equation are the dielectric constants of the aqueous medium (ε₁ = 80) and that of the phospholipid bilayer, which is around that of a general lipophilic medium (ε₂ = 2).

The permittivity indicates how effectively charges interact: water has a high permittivity and strong attractive forces can facilitate ion solvation whereas lipophilic environments of low permittivity allow only weak forces to act and so ions derive little stabilisation. Across the span of the membrane the permittivity changes with molecular cross-section, peaking at around ε = 82 corresponding to the region surrounding the phosphate group.

A list of structures used in the analysis and their data

Figure 33 | Anti-cancer TPPs (Neamati et. al.,)

Name	Mr	miLogP	IC50 MCF-7 CFA
TP-783	477.34	5.39	2.2
TP-831	495.33	5.56	3.5
TP-738	492.36	5.71	2.8
TP-791	500.63	5.23	3
TP-734	528.69	5.99	2.4
TP-728	503.01	5.69	1.1
TP-752	489.98	4.44	3.2
TP-749	565.08	7.3	0.1
TP-759	592.64	7.55	0.8
TP-790	390.46	4.62	3.2
TP-744	432.54	5.9	0.3
TP-726	494.61	8.05	0.15
TP-824	510.67	8.2	0.38
TP-760	492.59	8.16	0.28
TP-737	501	7.17	0.31
TP-772	420.46	5.89	0.7
TP-731	483.42	6.29	0.2
TP-768	435.48	5.42	1.1
TP-821	427.5	4.88	1.1
TP-769	479.53	5.72	0.8
TP-801	525.98	6.14	2.4
TP-826	506.59	6.22	0.9
TP-764	318.37	3.48	6
TP-825	335.42	3.77	4.5
TP-740	399.53	6.93	0.9
TP-785	445.3	4.81	2.2
TP-835	577.67	5.82	3
TP-812	412.89	3.66	1.5
TP-765	750.85	9.49	1.1
TP-781	544.69	8.34	2.2
TP-822	572.7	7.95	2.8
TP-736	535.44	7.82	2.8
TP-794	565.08	6.91	2.4

Table 13 | Chemical data of TPP (Neamati et. al.,)

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