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Figure 751 Effect of bile salt on permeability in donor well at pH 65
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signi cantly elevated Pe , consistent with effects (1) and (3) The four acids in the Table 719 behave according to effect (1) listed above; both Pe and %R are elevated The two ampholytes may also be affected this way, judging by the increased %R 7710 Effects of Bile Salts in Donor Wells
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An alternative method to overcome the solubility problem mentioned in the last section is to use bile salts to solubilize lipophilic molecules in the donor wells Figure 751 shows a plot of relative permeability (Pe without bile/Pe with bile) versus membrane retention, which is related to lipophilicity (Section 772) As the plot shows, the most lipophilic molecules (carvedilol, propranolol, and verapamil) have attenuated permeabilities (by a factor of 3 in the case of carvedilol) The effective partition coef cient between the PAMPA membrane phase and the aqueous phase containing bile salt micelles [577] is expected to be lower for lipophilic molecules, which should result in lower Pe values This is evident in the gure 7711 Effects of Cyclodextrin in Acceptor Wells
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The method for creating acceptor sink condition discussed so far is based on the use of a surfactant solution In such solutions, anionic micelles act to accelerate the transport of lipophilic molecules We also explored the use of other sink-forming reagents, including serum proteins and uncharged cyclodextrins Table 720 compares the sink effect of 100 mM b-cyclodextrin added to the pH 74 buffer in the acceptor wells to that of the anionic surfactant Cyclodextrin creates a weaker sink for the cationic bases, compared to the anionic surfactant The electrostatic binding force between charged lipophilic bases and the anionic surfactant micelles
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Effect of 100 mM b-Cyclodextrin in Acceptor Wells, pH 74a 20% Soy (Model 170) Pe (SD) 11 (01) 18 (05) 06 (07) 82 (12) 036 (001) 34 (01) 15 (01) 001 (001) 004 (002) 36 (01) 020 (014) 108 (03) 15 (01) 20% Soy (Cyclodextrin) %R Pe (SD) 94 95 93 42 13 9 9 9 11 2 2 37 9 35 (04) 34 (04) 93 (57) 210 (07) 020 (004) 36 (02) 12 (01) 001 (003) 005 (001) 32 (02) (nd) 229 (09) 21 (03) 20% Soy (Model 171) Pe (SD) 316 (28) 251 (17) 298 (02) 265 (11) 031 (003) 29 (01) 12 (01) 0004 (0004) 002 (001) 32 (02) 01 (02) 152 (07) 16 (01)
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Sample Verapamil Propranolol Desipramine Metoprolol Ranitidine Naproxen Ketoprofen Hydrochlorothiazide Furosemide Piroxicam Terbutaline Carbamazepine Antipyrine
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a All Pe and SD(Pe ) are in units of 10 6 cm/s; (nd) compound not detected in the acceptor compartment
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is missing in the cyclodextrin system Some molecules (eg, metoprolol, carbamazepine) may have the suitable shape to take advantage of strong cyclodextrin binding, and thus indicate substantially increased permeabilities 7712 Effects of Buffer
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Gutknecht and Tosteson [535] considered the effect of buffer on the transport of salicylic acid across a single bilayer (BLM) Buffers affect the magnitude of the pH gradient formed in the unstirred water layer as the result of the diffusion of ionizable permeants (This is in addition to bulk solution pH gradient conditions formed by the added buffers) In turn, the pH at the membrane water interface affects the concentration of the uncharged (membrane-permeant) species, and thus contributes to the magnitude of the permeant concentration gradient in the membrane phase The gradient pH permeation cell considered in the abovementioned study [535] (unbuffered in Fig 752a or buffered in Fig 752b) consisted of a pH 39 donor solution, a membrane, and a phosphate buffered acceptor solution The ux (10 8 mol cm 2 s 1 units) was measured to be 009 in the unbuffered solution and 39 in the buffered solution The buffer attenuates the pH gradient in the donor-side unstirred water layer and causes the pH at the donor-side surface of the membrane to be 481, (Fig 752a) compared to pH 744 (Fig 752b) in the unbuffered donor solution With the lower pH, the fraction of uncharged salicylic acid at the membrane water interface is higher, and so transport is increased (43 times), over the condition of the unbuffered solution
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