Carboxylates Containing Polyoxaalkyl Moieties

Arguably, the most promising development in the search for anti-tumour organotin compounds has been achieved by the synthesis and testing of organotin compounds that contain a polyoxaalkyl moiety linked to tin either by a carbon-tin or by a carbon—oxygen bond.84 86

The polyoxaalkyl moiety can be either a linear one or cyclic such as a crown-ether. A number of these compounds, some of which are very soluble in water, exhibit exceptionally high cytotoxicities against the seven human cell lines studied as detailed in Table 22.7.

Of all the polyoxaalkyltin compounds tested, two distannoxanes of type 1 and two triorganotin derivatives of type 3 indeed exhibit very pronounced cytotoxicities as reported in Table 22.7.

Table 22.7 ID50 values (ng/ml) of four selected potent polyoxaalkyltin compounds tested against the seven human tumour cell lines

Table 22.7 ID50 values (ng/ml) of four selected potent polyoxaalkyltin compounds tested against the seven human tumour cell lines

Compound MCF-7 EVSA-T WIDR IGROV M19 A498 H226

1, R = Bu, R'COO

<1

<1

3.9

<1

<1

<1

3.3

= CH3O(CH2CH2O)CH2COO

1, R = Bu, R'COO

<1

<1

<1.8

<1

<1

<1

<1

= CH3O(CH2CH2O)2CH2COO

3, R = Ph, R'COO

2.9

<2

<2

<2

<2

<2

<2

= benzocrown—COO

3, R = Bu, R'COO

3.3

<2

<2

<2

<2

<2

<2

= benzocrown—COO

CPT

699

422

967

169

558

2253

3269

DOX

10

8

11

60

16

90

199

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