Screening of the genus Cercospora for secondary metabolites☆

Assante, Gemma; Locci, R.; Merlini, L.; Nasini, Gianluca

doi:10.1016/s0031-9422(00)86794-1

Cited by 137 publications

(70 citation statements)

References 7 publications

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“…Its identity (1) crystallization from fractions PE XIII, PE XIV, and NEt VI. It had the requisite uv and 'Hmr spectra and was also identical with an authentic specimen (14) by tlc (several systems), mp, mp in admixture, and ms. For personal use only.…”

Section: Methodsmentioning

confidence: 73%

“…The last three compounds are formally related to the C. arachidicola metabolites I d , 6, and 5 a , respectively, merely by hydroxyl substitution at C-2'. Numerous Cercospora species, but exclusive of C. arachidicola, have been the subject of a chemotaxonomic study by Assante et al (13,14). Among other, not directly pertinent metabolites, they found l a in C. smilacis and seven other spp., and 2a and 9 in C. smilacis.…”

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confidence: 99%

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Minor anthraquinonoid metabolites of Cercosporaarachidicola

Stoessl¹,

Stothers²

1985

Can. J. Chem.

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Minor metabolites of the fungus Cercosporaarachidicola have been identified as the known pigments versicolorin B (3), averantin (4), and nidurufin (2b) and the new, but closely related compounds 4′-deoxydothistromin (1b), 3′,4′-dehydro-4′-deoxydothistromin (5a), and 4′,5-bisdeoxydothistromin (1d). The 1H and 13Cmr spectra of 1d, 2b, and the tetracetates 1c and 5b are presented in detail. Biosynthetic and chemotaxonomic aspects are discussed.

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Section: Methodsmentioning

confidence: 73%

mentioning

confidence: 99%

Minor anthraquinonoid metabolites of Cercosporaarachidicola

Stoessl¹,

Stothers²

1985

Can. J. Chem.

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“…(Yoshihara et al ., 1975;Assante et al ., 1977;Daub, 1982a;Duran & Song, 1986;Stierle & Cardellina, 1989;Daub et al ., 2005). All of the compounds have a common 4,9-dihydroxyperylene-3,10-quinone chromophore and only differ in attached side-chains .…”

Section: Introductionmentioning

confidence: 99%

Cellular toxicity of elsinochrome phytotoxins produced by the pathogenic fungus, Elsinoë fawcettii causing citrus scab

Liao

Chung

2007

New Phytologist

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Summary• Elsinochromes are the red/orange pigments produced by many Elsinoë fungal species and are structurally similar to the phytotoxin, cercosporin. Here, pigments were extracted from cultures of a citrus pathogen, Elsinoë fawcettii and tested for cellular toxicity.• On irradiation with light, elsinochromes rapidly killed suspension cultured citrus and tobacco cells. The toxicity was decreased by adding the singlet oxygen ( 1 O 2 ) quenchers (bixin (carotenoid carboxylic acid), DABCO (1, 4-diazabicyco octane), ascorbate or reduced glutathione). Application of elsinochromes onto rough lemon leaves resulted in necrotic lesions, whereas lesion development was inhibited by the addition of bixin, DABCO or ascorbate, but not α -tocopherol. Incubation of rough lemon leaf discs with elsinochromes in the light induced a steady increase of electrolyte leakage.• Compared with two photosensitizing compounds, hematoporphyrin and cercosporin, the accumulation of 1 O 2 induced by elsinochromes after irradiation was indicated by successful detection of the cholesterol oxidation product, 5 α -hydroperoxide. Addition of a potent quencher, β -carotene prevented 5 α -hydroperoxide production. Elsinochromes generated superoxide ions ( ), whereas accumulation of was blocked by addition of the superoxide dismutase, a scavenger of , but not the 1 O 2 -quencher, DABCO. Our study indicated that elsinochromes are functioning as photosensitizing compounds that produce 1 O 2 and , and exert toxicity to plant cells.

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“…C. kikuchii produce una toxina no específica de la soja, de color rojo, denominada cercosporina (1,12-bis-(2-hydroxipropil)-2,11-dimetoxi-6,7-metilenodioxi-4,9-dihidroxiperylene-3,10-quinona), aislada por primera vez en 1957 a partir del micelio de este hongo y, posteriormente, de un gran número de otras especies de Cercospora y de plantas infectadas por hongos pertenecientes a este género [2,8,12].…”

unclassified

Cercospora kikuchii aislada en la provincia de Santa Fe (Argentina): variabilidad genética y producción de cercosporina in vitro

González

Turino

Rapela

et al. 2008

Revista Iberoamericana de Micología

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Los objetivos del trabajo fueron analizar la variabilidad genética y la producción de cercosporina in vitro de los aislamientos regionales de Cercospora kikuchii obtenidos a partir de soja cultivada en la región centro-norte de la provincia de Santa Fe (Argentina) y evaluar si existía relación entre los perfiles de RAPD obtenidos y la producción de la toxina. Se utilizó la cepa C. kikuchii NBRC 6711 y 13 aislamientos obtenidos de plantas de soja, con síntomas de tizón de la hoja. La producción y cuantificación de cercosporina se analizó previo cultivo en agar papa dextrosa. La toxina se extrajo en medio alcalino y su concentración se determinó por espectrofotometría. La población de C. kikuchii estudiada resultó variable genéticamente, detectándose nueve grupos, y en su capacidad de producir cercosporina in vitro. No se encontró relación entre la producción de la toxina y los perfiles por RAPD.

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Screening of the genus Cercospora for secondary metabolites☆

Cited by 137 publications

References 7 publications

Minor anthraquinonoid metabolites of Cercosporaarachidicola

Minor anthraquinonoid metabolites of Cercosporaarachidicola

Cellular toxicity of elsinochrome phytotoxins produced by the pathogenic fungus, Elsinoë fawcettii causing citrus scab

Cercospora kikuchii aislada en la provincia de Santa Fe (Argentina): variabilidad genética y producción de cercosporina in vitro

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