2006Unpublished venueRequires access

PODOPHYLLOTOXIN: SOURCES, EXTRACTION, AND PREPARATION OF CYTOTOXIC ANALOG COMPOUNDS

Marina Gordaliza

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Abstract

Introduction Podophyllotoxin is the most abundant lignan isolated from Podophyllin, the resin obtained from species of the genera Podophyllum (Berberidaceae) (Ayres, 1990 and refs. cited therein). Lignans are a family of natural products that originated as secondary metabolites through the shikimic acid pathway. They are formed by the union of two phenylpropane units and constitute a complex family of skeletons and characteristic functionalizations, which can be subdivided into four groups: lignans, neolignans, oxyneolignans, and trimers, higher analogs, and mixed lignanoids (Moss, 2000). Among the lignans group, cyclolignans present a carbocycle between both phenylpropane units, created by two single carbon–carbon bonds through the side chains, one of them between the β−β' positions. The aryltetralin structure of podophyllotoxin belongs to cyclolignans.

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Introduction Podophyllotoxin is the most abundant lignan isolated from Podophyllin, the resin obtained from species of the genera Podophyllum (Berberidaceae) (Ayres, 1990 and refs. cited therein). Lignans are a family of natural products that originated as secondary metabolites through the shikimic acid pathway. They are formed by the union of two phenylpropane units and constitute a complex family of skeletons and characteristic functionalizations, which can be subdivided into four groups: lignans, neolignans, oxyneolignans, and trimers, higher analogs, and mixed lignanoids (Moss, 2000). Among the lignans group, cyclolignans present a carbocycle between both phenylpropane units, created by two single carbon–carbon bonds through the side chains, one of them between the β−β' positions. The aryltetralin structure of podophyllotoxin belongs to cyclolignans.

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Available abstract

Introduction Podophyllotoxin is the most abundant lignan isolated from Podophyllin, the resin obtained from species of the genera Podophyllum (Berberidaceae) (Ayres, 1990 and refs. cited therein). Lignans are a family of natural products that originated as secondary metabolites through the shikimic acid pathway. They are formed by the union of two phenylpropane units and constitute a complex family of skeletons and characteristic functionalizations, which can be subdivided into four groups: lignans, neolignans, oxyneolignans, and trimers, higher analogs, and mixed lignanoids (Moss, 2000). Among the lignans group, cyclolignans present a carbocycle between both phenylpropane units, created by two single carbon–carbon bonds through the side chains, one of them between the β−β' positions. The aryltetralin structure of podophyllotoxin belongs to cyclolignans.

Key concepts: Podophyllotoxin, Lignan, Podophyllum, Podophyllin, Chemistry, Stereochemistry, Berberidaceae, Organic chemistry

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