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2007•Journal of Natural ProductsRequires access

Biogenetic Relationships between Annonaceous Acetogenins: Squamocin Is Not a Precursor of Chamuvarinin Based on a Semisynthetic Study

Séverine Derbré, Erwan Poupon, Christophe Gleye, Reynald Hocquemiller

Open publisher page 9 citations

Abstract

In the course of reactivity studies on squamocin (1), a highly cytotoxic acetogenin from the plant family Annonaceae, two diastereomers, 3 and 4, of chamuvarinin (2) were synthesized. Based on this, a plausible relative configuration was proposed for 2, demonstrating the absence of any biogenetic link between 1 and 2. The new analogues 3, 4, and 7 were also tested for their ability to induce apoptosis.

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What this paper is about

In the course of reactivity studies on squamocin (1), a highly cytotoxic acetogenin from the plant family Annonaceae, two diastereomers, 3 and 4, of chamuvarinin (2) were synthesized. Based on this, a plausible relative configuration was proposed for 2, demonstrating the absence of any biogenetic link between 1 and 2. The new analogues 3, 4, and 7 were also tested for their ability to induce apoptosis.

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Available abstract

In the course of reactivity studies on squamocin (1), a highly cytotoxic acetogenin from the plant family Annonaceae, two diastereomers, 3 and 4, of chamuvarinin (2) were synthesized. Based on this, a plausible relative configuration was proposed for 2, demonstrating the absence of any biogenetic link between 1 and 2. The new analogues 3, 4, and 7 were also tested for their ability to induce apoptosis.

Key concepts: Acetogenin, Annonaceae, Diastereomer, Stereochemistry, Reactivity (psychology), Chemistry, Biology, Botany

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Biogenetic Relationships between Annonaceous Acetogenins: Squamocin Is Not a Precursor of Chamuvarinin Based on a Semisynthetic Study — Research Paper | ScholarLens