Abstract
Using cholesterol as starting material, some steroidal lactone compounds with the structures of 3-substituted-6-oxo-7-oxa-B-homo-cholestane or 3-substituted-7-oxo-6-oxa-B-homo-cholestane were synthesized by oxidation, reduction, Baeyer-Villiger reaction and condensation reaction. The cytotoxicity of these compounds against MGC 7901 (human gastric carcinoma), HeLa (human cervical carcinoma) and SMMC 7404 (human liver carcinoma) cells was investigated. Our results showed that the synthesized compounds displayed a distinct cytotoxicity against these cancer cells. In particular, compounds 8 and 9 have similar cytotoxic capability as cisplatin does. The information obtained from the studies may be useful for the design of novel chemotherapeutic drugs.
Copyright © 2011 Elsevier Inc. All rights reserved.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Antineoplastic Agents / chemical synthesis*
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Antineoplastic Agents / chemistry
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Antineoplastic Agents / pharmacology*
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Carcinoma / drug therapy
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Cholestanes / chemical synthesis
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Cholestanes / chemistry*
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Cholestanes / pharmacology
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Cholesterol / analogs & derivatives
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Cholesterol / chemistry
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HeLa Cells
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Homosteroids / pharmacology
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Humans
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Inhibitory Concentration 50
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Lactones / chemical synthesis*
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Lactones / chemistry
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Lactones / pharmacology
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Magnetic Resonance Spectroscopy
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Molecular Structure
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Oxidation-Reduction
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Structure-Activity Relationship
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Thiosemicarbazones / chemical synthesis
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Thiosemicarbazones / chemistry
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Thiosemicarbazones / pharmacology
Substances
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3-hydroxy-6-oxo-7-oxa-B-homo-5-cholestane
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3-hydroxy-7-oxo-6-oxa-B-homo-5-cholestane
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Antineoplastic Agents
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Cholestanes
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Homosteroids
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Lactones
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Thiosemicarbazones
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Cholesterol