Preparation, X-ray structural studies and plant growth regulatory activity of methyl 6α,7β-thiocarbonyidioxyvouacapan-17β-oate

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Abstract

The 6α,7β-dihydroxyvouacapan-17β-oic acid (1) and methyl 6α,7β-dihydroxyvouacapan-17β-oate (2) are natural products isolated from the hexane extract of Ptemdon polygalaeflorus Benth fruits. Here we describe the preparation and characterization by infrared and nuclear magnetic resonance spectroscopy, and by elemental analysis of the novel derivative methyl 6α,7β-thiocarbonyldioxyvouacapan-17β-oate (5), from the ester 2. The structure of compound 5 was determined by X-ray diffraction. At the concentration of 100 ppm, this compound inhibited the radicle growth of Sorgum bicolor L. (-28%) and showed no significant effect on Cucumis sativus L.

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Rubinger, M. M. M., Castelo-Branco, P. D. A., Guilardi, S., Souza, E. M. R., Gambardella, M. T. D. P., Borges, E. E. L., … Piló-Veloso, D. (2004). Preparation, X-ray structural studies and plant growth regulatory activity of methyl 6α,7β-thiocarbonyidioxyvouacapan-17β-oate. Journal of the Brazilian Chemical Society, 15(2), 219–223. https://doi.org/10.1590/S0103-50532004000200010

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