seco-iridoids from Calycophyllum spruceanum (Rubiaceae) |
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Authors: | Cardona Zuleta Luz Margarita Cavalheiro Alberto José Siqueira Silva Dulce Helena Furlan Maysa Marx Young Maria Claudia Albuquerque Sérgio Castro-Gamboa Ian da Silva Bolzani Vanderlan |
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Institution: | NuBBE-Núcleo de Bioensaios, Biossíntesse e Ecofisiologia de Produtos Naturais, Instituto de Química, Universidade Estadual Paulista, CP 355, CEP 14801-970, Araraquara, S?o Paulo, Brazil. |
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Abstract: | Three seco-iridoids 7-methoxydiderroside, 6'-O-acetyldiderroside and 8-O-tigloyldiderroside, were isolated from the wood bark of Calycophyllum spruceanum together with the known iridoids loganetin, loganin and the seco-iridoids secoxyloganin, kingiside and diderroside. Their structures were elucidated by means of NMR and MS spectral data analysis. Using NOE correlations and coupling constants, the relative stereochemistry of the new derivatives was established. 7-Methoxydiderroside, 6'-O-acetyldiderroside and the known secoxyloganin and diderroside showed in vitro activity against trypomastigote forms of Trypanosoma cruzi, with IC(50) values of 59.0, 90.2, 74,2 and 84.9 microg/mL, respectively and were compared to the standard gentian violet (IC(50) 7.5 microg/ml). |
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Keywords: | Calycophyllum spruceanum Rubiaceae Iridoids seco-Iridoids Antitrypanosomal activity |
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