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Structure minimization and superposition of the structures were performed with a suite of programs, MacroModel version 8.1., Schrödinger, L. L. C. OPLS-AA force field:
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Structure minimization and superposition of the structures were performed with a suite of programs, MacroModel version 8.1., Schrödinger, L. L. C. OPLS-AA force field: Jorgensen W.L., Maxwell D.S., Tirado-Rives J. J. Am. Chem. Soc. 118:1996;11225.
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85030957678
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A mixture (55:45) of 12- (5a) and 14-chloro (5b) isomers of dehydroabietic acid was purchased from Helix Biotech, British Columbia, Canada.
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23
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85030957402
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The ClogP values, the calculated partition coefficients between octanol and water of the relevant carboxylic acid compounds are as follows: the dichloro derivative 4 (7.52), 12-(5a) and 14-monochloro (5b) derivative (6.81), 12-(6b) and 14-monobromo (7b) derivative (6.96), and dehydroabietic acid 3 (6.09). This larger hydrophobicity of 4 will be partially attributed to the strong activity which will increase membrane permeability.
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