hemigossypol/vilnamedis

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Synthesis of Hemigossypol and its Derivatives.

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Hemigossypol (3), a sesquiterpene natural product, was previously isolated from Gossypium barbadense and was shown to display improved anti-fungal activity compared to gossypol (1), the disesquiterpene dimer of hemigossypol (3). Gossypol exhibits multiple biological activities. In order to study

Hemigossypol, a constituent in developing glanded cottonseed (Gossypium hirsutum).

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Gossypol is a dimeric sesquiterpenoid first identified in cottonseed, but found in various tissues in the cotton plant including the seed. From its first discovery, it was assumed that hemigossypol was the biosynthetic precursor of gossypol. Previous studies established that peroxidase (either from

8-Hydroxy-(+)-delta-cadinene is a precursor to hemigossypol in Gossypium hirsutum.

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[(3)H](+)-delta-Cadinene and its 8-hydroxy derivative, prepared from (1RS)-[1-(3)H]FPP by the action of one and two recombinant enzymes, respectively, were infiltrated into cotyledons of bacterial blight-resistant cotton plants as they biosynthesized sesquiterpene phytoalexins in response to

Expression in Pichia pastoris and characterization of two novel dirigent proteins for atropselective formation of gossypol.

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We established an efficient fed-batch fermentation process for two novel dirigent proteins from cotton plants, GbDIR2 from Gossypium barbadense and GhDIR3 from G. hirsutum, using the engineered Pichia pastoris GlycoSwitch® SuperMan5 strain to prevent hyperglycosylation. The two (His)6-tagged

RNAi construct of a cytochrome P450 gene CYP82D109 blocks an early step in the biosynthesis of hemigossypolone and gossypol in transgenic cotton plants.

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Naturally occurring terpenoid aldehydes from cotton, such as hemigossypol, gossypol, hemigossypolone, and the heliocides, are important components of disease and herbivory resistance in cotton. These terpenoids are predominantly found in the glands. Differential screening identified a cytochrome

Induction of delta-cadinene synthase and sesquiterpenoid phytoalexins in cotton by Verticillium dahliae.

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Phytoalexin biosynthesis occurred earlier in the resistant cotton cultivar Seabrook Sea Island 12B2 (SBSI) (Gossypium barbadense) than in the susceptible cotton cultivar Rowden (G. hirsutum) after inoculation with a defoliating isolate of the pathogen Verticillium dahliae. This was demonstrated by

The cyclization of farnesyl diphosphate and nerolidyl diphosphate by a purified recombinant delta-cadinene synthase.

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The first step in the conversion of the isoprenoid intermediate, farnesyl diphosphate (FDP), to sesquiterpene phytoalexins in cotton (Gossypium barbadense) plants is catalyzed by delta-cadinene (CDN) synthase. CDN is the precursor of desoxyhemigossypol and hemigossypol defense sesquiterpenes. In

Purification and Characterization of S-Adenosyl-L-Methionine: Desoxyhemigossypol-6-O-Methyltransferase from Cotton Plants. An Enzyme Capable of Methylating the Defense Terpenoids of Cotton.

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Cotton contains a unique group of terpenoids including desoxyhemigossypol, hemigossypol, gossypol, hemigossypolone, and the heliocides that are part of the plant's defense system against pathogenic fungi and insects. Desoxyhemigossypol is a key intermediate in the biosynthesis of these compounds. We

Dirigent Proteins from Cotton (Gossypium sp.) for the Atropselective Synthesis of Gossypol.

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Gossypol is a defense compound in cotton plants for protection against pests and pathogens. Gossypol biosynthesis involves the oxidative coupling of hemigossypol and results in two atropisomers owing to hindered rotation around the central binaphthyl bond. (+)-Gossypol predominates in vivo, thus

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