Partialsynthese von (25<i>R</i>)‐26‐Aminocholesterol und (25<i>R</i>)‐26‐Amino‐5‐cholesten‐3β,16β‐diol aus Diosgenin

Tschesche, Rudolf; Brennecke, Heinz Rainer

doi:10.1002/cber.19791120736

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1980

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Cited by 12 publications

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“…Preparation of 26-hydroxycholesterol analogues 25(R),26-Aminocholesterol [6] was prepared by lithium aluminium hydride reduction of 25(R),26-azidocholesterol 3-acetate synthesized from 26-tosylcholesterol 3acetate [7]. 26-Tosylcholesterol 3-acetate (397 mg, 0.663 mmol) was dissolved in 25 ml of DMF containing 1.5 equiv.…”

Section: Experimental Materialsmentioning

confidence: 99%

Cholesterol metabolism. Effect of 26-thiacholesterol and 26-aminocholesterol, analogues of 26-hydroxycholesterol, on cholesterol synthesis and low-density-lipoprotein-receptor binding

Miao

Wilson

Javitt

1988

Biochemical Journal

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1. The effects of 26-aminocholesterol and 26-thiacholesterol on cholesterol synthesis and LDL (low-density lipoprotein)-receptor activity were compared with naturally occurring 26-hydroxycholesterol utilizing both human fibroblasts and hepatoma (Hep G2) cells. 2. At equimolar concentrations (0.625 microM), down-regulation of LDL-receptor activity and cholesterol synthesis was greater with human fibroblasts than with Hep G2 cells. 3. At much higher concentrations (5-20 microM) the 26-thia analogue had little effect on either cholesterol synthesis or LDL-receptor activity.

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Section: Experimental Materialsmentioning

confidence: 99%