Matches in DBpedia 2014 for { ?s ?p Betaenone B, like other betaenones (A and C), is a secondary metabolite isolated from the fungus Pleospora betae, a plant pathogen. Its phytotoxic properties have been shown to cause sugar beet leaf spots, which is characterized by black, pycnidia containing, concentric circles eventually leading to necrosis of the leaf tissue. Of the seven phytotoxins isolated in fungal leaf spots from sugar beet (Beta vulgaris), betaenone B showed the least amount of phytotoxicity showing only 8% inhibition of growth while betaenone A and C showed 73% and 89% growth inhibition, respectively. Betaenone B is therefore not considered toxic to the plant, but will produce leaf spots when present in high concentrations (0.33 µg/µL). While the mechanism of action of betaenone B has yet to be elucidated, betaenone C has been shown to inhibit RNA and protein synthesis. Most of the major work on betaenone B, including the initial structure elucidation of betaenone A, B and C as well as the partial elucidation mechanism of biosynthesis, was presented in three short papers published between 1983–88. The compounds were found to inhibit a variety of protein kinases signifying a possible role in cancer treatment.Molecular structures of betaenone A, B and C.The structure of betaenone B was determined via nuclear magnetic resonance spectroscopy (NMR), CD and optical rotatory dispersion (ORD) measurements. While it was also shown that that betaenone B could be converted to betaenone A by oxidation by PCC followed by exposure to base, it wasn't until 1988 that a semi-complete total synthesis was reported. Using 1,3-butadiene as a starting material, a stereoselective synthesis of (+/-)-4-de(3'-hydroxypropionyl) betanenone B was achieved in a 24-step synthesis. Bioactivity of this synthetic product was not tested and no further work on total synthesis of betaenones has been published since.While a complete de novo synthesis of betaenone B has yet to be reported, Daniel Pratt and Paul Hopkins in 1988 proposed a method for synthesizing a precursor of betaenone B from methoxybenzoquinone and 1,3-butadiene via a Diels–Alder reaction and Claisen chemistry.. }
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- Betaenone_B abstract "Betaenone B, like other betaenones (A and C), is a secondary metabolite isolated from the fungus Pleospora betae, a plant pathogen. Its phytotoxic properties have been shown to cause sugar beet leaf spots, which is characterized by black, pycnidia containing, concentric circles eventually leading to necrosis of the leaf tissue. Of the seven phytotoxins isolated in fungal leaf spots from sugar beet (Beta vulgaris), betaenone B showed the least amount of phytotoxicity showing only 8% inhibition of growth while betaenone A and C showed 73% and 89% growth inhibition, respectively. Betaenone B is therefore not considered toxic to the plant, but will produce leaf spots when present in high concentrations (0.33 µg/µL). While the mechanism of action of betaenone B has yet to be elucidated, betaenone C has been shown to inhibit RNA and protein synthesis. Most of the major work on betaenone B, including the initial structure elucidation of betaenone A, B and C as well as the partial elucidation mechanism of biosynthesis, was presented in three short papers published between 1983–88. The compounds were found to inhibit a variety of protein kinases signifying a possible role in cancer treatment.Molecular structures of betaenone A, B and C.The structure of betaenone B was determined via nuclear magnetic resonance spectroscopy (NMR), CD and optical rotatory dispersion (ORD) measurements. While it was also shown that that betaenone B could be converted to betaenone A by oxidation by PCC followed by exposure to base, it wasn't until 1988 that a semi-complete total synthesis was reported. Using 1,3-butadiene as a starting material, a stereoselective synthesis of (+/-)-4-de(3'-hydroxypropionyl) betanenone B was achieved in a 24-step synthesis. Bioactivity of this synthetic product was not tested and no further work on total synthesis of betaenones has been published since.While a complete de novo synthesis of betaenone B has yet to be reported, Daniel Pratt and Paul Hopkins in 1988 proposed a method for synthesizing a precursor of betaenone B from methoxybenzoquinone and 1,3-butadiene via a Diels–Alder reaction and Claisen chemistry.".