Publications (5)3.83 Total impact
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Article: Two new zinniol-related phytotoxins from Alternaria solani.
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ABSTRACT: Bioassay-guided purification of the organic crude extract of Alternaria solani resulted in the isolation of three metabolites responsible for causing necrosis on potato leaves. These phytotoxins were identified as 2-(2",3"-dimethyl-but-1-enyl)-zinniol (1), 8-zinniol methyl ether (2). and 8-zinniol methyl ether based on their spectroscopic data (IR, MS, 1H and 13CNMR). Metabolites 1 and 2 have been identified as new phytotoxins structurally related to zinniol (4). Additionally, 5-(3',3'-dimethylallyloxy)-7-methoxy-6-methyl-phthalide and 8-zinniol-2-(phenyl)-ethyl ether (3) were also isolated during the purification process.Natural Product Research 10/2005; 19(6):603-7. · 1.01 Impact Factor -
Article: Natural zinniol derivatives from Alternaria tagetica. Isolation, synthesis, and structure-activity correlation.
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ABSTRACT: Two novel phytotoxins, 8-zinniol methyl ether (5) and 8-zinniol acetate (6), in addition to 6-(3',3'-dimethylallyloxy)-4-methoxy-5-methylphthalide (2), 5-(3',3'-dimethylallyloxy)-7-methoxy-6-methylphthalide (3), and the novel metabolites 8-zinniol 2-(phenyl)ethyl ether (4) and 7-zinniol acetate (7) have been identified as natural zinniol derivatives from the organic crude extract of Alternaria tagetica culture filtrates. Using zinniol as the starting material, phytotoxin 5 was synthesized, together with a number of synthetic intermediates (8-13). Both natural and synthetic zinniol derivatives were evaluated in the leaf-spot bioassay against marigold leaves (Tagetes erecta).Journal of Agricultural and Food Chemistry 03/2002; 50(5):1053-8. · 2.82 Impact Factor -
Article: Identification of Kaempferol 3-O-a-L-rhamnoside as a biotransformation product of alternaria tagetica
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ABSTRACT: The flavonoid glycoside kaempferol 3-O-a-L-rhamnoside (1) was identified, by comparison of its spectroscopic data (IR, MS, 1H and 13C-NMR) with those reported in the literature, as one of the major metabolites present in the organic crude extract of Alternaria tagetica when grown in a liquid medium containing a mixture of V-8 juice and a marigold (Tagetes erecta L.) infusion. Although 1 was not observed in the uninoculated medium; its corresponding aglycone, kaempferol (2), was detected both by HPLC and TLC after acid treatment of the marigold infusion and its corresponding organic crude extract.Revista de la Sociedad Química de México. 01/1999; -
Article: Production of 19(s)-Epimisiline by Hairy Root Cultures of Catharanthus roseus
Natural Product Letters 03/1998; 11(3):217-224. -
Article: Homozinniol, a New Phytotoxic Metabolite from Alternaria solani
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ABSTRACT: A bioassay-guided fractionation of the phytotoxic crude extract of Alternaria solani resulted in the isolation of two phytotoxic metabolites identified as zinniol (1) and a new polyketide: homozinniol (2). A third metabolite, 6-[(3‘,3‘-dimethylallyl)oxy]-4-methoxy-5-methylphthalide (3) was also isolated and identified. Structural assignment of the metabolites was based primarily on the analysis of their mass spectrometry and 1H NMR spectroscopy data. Keywords: Alternaria solani; Solanum tuberosum; Lycopersicon esculentum; phytotoxin; zinniol; homozinniol; polyketide; phthalide01/1997;
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Institutions
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1998–2005
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Centro de Investigación Científica de Yucatán
Mérida, Yucatan, Mexico
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