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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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show the most dramatic increases in going from 2% DOPC to 10% soy lipid membranes, somewhat higher in soy than in egg Piroxicam shows less sensitivity to lipid changes For higher phospholipid concentrations, all the acid permeabilities decrease The nonionizable molecules respond to the changes in the phospholipid content Griseofulvin has the highest permeability in the lowest phospholipid-containing membranes The most remarkable change of properties in going from 2% to 10%
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PERMEABILITY
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phospholipid occurs with the membrane retention of the bases Most of the bases are retained above 90% in all of the soy lecithin cases ( 68% in dodecane) This is thought to be largely due to the added electrostatic attractions between positively charged sample molecules and the negatively-charged membrane constituents Acids show small, steady increases in membrane retention with increasing phospholipid content Even though the acids are negatively charged at pH 74, as are a portion of the membrane constituents, the increasing phospholipid content draws the sample molecules in, due to increased hydrogen-bonding and any other lipophilic forces arising from the phospholipids (increased membrane-water partition coef cient) Decreased surface pH due to the membrane negative surface charge [457] may also play a role in increasing permeability of weak acids Neutral molecules show a range of retention properties between those of acids and bases Progesterone membrane retention is very high in all cases Griseofulvin and carbamazepine retention steeply increase with phospholipid content The patterns of retention follow the lipophilicity properties of the molecules, as indicated by octanol water apparent partition coef cients (Table 74)
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Figure 731 Soy lecithin permeabilities at various concentrations in dodecane, with and without sink: (a) bases; (b) acids; (c) neutrals
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2% ) ) ) ) ) ) PC Soy Soy Soy Soy NK NK NK NK NK NK DO 10% 20% 35% 68% (SI y (SI y (SI y (SI y (SI y (SI P C So So So So So D O 10% 20% 35% 50% 74% 2%
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(Continued)
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PERMEABILITY
7753 Lipophilicity and Decrease in Permeability with Increased Phospholipid Content in Dodecane Figures 731a c clearly show that after some critical soy content in dodecane, Pe values decrease with increasing soy, for both sink and sinkless conditions [This is not due to a neglect of membrane retention, as partly may be the case in Fig 723; permeabilities here have been calculated with Eq (721)] Section 76 discusses the Kubinyi bilinear model (Fig 719d) in terms of a three-compartment system: water, oil of moderate lipophilicity, and oil of high lipophilicity Since liposome(phospholipid) water partition coef cients ( 5) are generally higher than alkane water partition coef cients ( 4) for drug-like molecules, soy lecithin may be assumed to be more lipophilic than dodecane It appears that the increase in soy concentration in dodecane can be treated by the Kubinyi analysis In the original analysis [23], two different lipid phases are selected at a xed ratio (eg, Fig 720), and different molecules are picked over a range of lipophilicities
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Figure 732 Soy lecithin membrane retentions at various concentrations in dodecane, with and without sink: (a) bases; (b) acids; (c) neutrals