Abstract
A new cephalostatin/ritterazine analogue was prepared from the commercially available hecogenin acetate and the natural cytotoxic steroid 22-epi-hippuristanol. The method involved the reductive dimerization of enaminoketones (condensation of alpha-aminoketones) and condensation between an enaminoketone and an alpha-hydroxyketone. The new analogue showed higher cytotoxic activity than the cytotoxic 22-epi-hippuristanol against MDA-MB-231, A-549 and HT-29 cultured tumor cell lines.
Copyright (c) 2009 Elsevier Ltd. 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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Breast Neoplasms / drug therapy
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Carcinoma / drug therapy
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Cell Line, Tumor
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Cell Proliferation / drug effects
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Colorectal Neoplasms / drug therapy
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Cytotoxins / chemical synthesis
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Cytotoxins / chemistry
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Cytotoxins / pharmacology
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Female
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Humans
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Inhibitory Concentration 50
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Lung Neoplasms / drug therapy
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Phenazines / chemical synthesis
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Phenazines / chemistry*
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Phenazines / pharmacology*
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Sapogenins / chemistry
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Spiro Compounds / chemical synthesis
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Spiro Compounds / chemistry*
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Spiro Compounds / pharmacology*
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Steroids / chemical synthesis
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Steroids / chemistry*
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Steroids / pharmacology*
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Sterols / chemistry
Substances
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Antineoplastic Agents
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Cytotoxins
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Phenazines
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Sapogenins
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Spiro Compounds
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Steroids
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Sterols
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hippuristanol
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ritterazine A
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cephalostatin I
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hecogenin