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A quantitative structure-activity relationship (QSAR ) approach by use of the minimal topological difference (MTD) method including 46 derivatives of 4-androstene-3,17-dione and 5a-androstane- 3,17-dione is applied to give indications about the role of the C 4 = C5 double bond in competitive inhibition of human placental aromatase and about sterical requirements in steroidaromatase interactions. The inhibitory activity is found to correlate with the sterical MTD variable, hydrophobicity, and π-system conjugation in the A,B-ring region.

Theoretical Investigations on the Role of Steroid-Skeleton C4 = C5 Unsaturation in Competitive Aromatase Inhibition