Theobroxide has been isolated from culture filtrates of Lasiodiplodia theobromae as a potato tuber-inducing compound. In this study, the metabolism of theobroxide was investigated using cowpea as an experimental model and [2H3-7]theobroxide as a substrate for analyzing a metabolite, which revealed that theobroxide applied exogenously to the roots was converted into 3-O-β-D-glucopyranosyltheobroxide.
KongF., AbeJ., TakahashiK., MatsuuraH., YoshiharaT., NabetaK. (2005) Allene oxide cyclase is essential for theobroxide-induced jasmonic acid biosynthesis in Pharbitis nil.Biochemical and Biophysical Research Communications, 336, 1150–1156.
3.
GaoX., KongF., WangF., MatsuuraH., YoshiharaT. (2006) Inhibitory role of gibberellins in theobroxide-induced flowering of Pharbitis nil.Journal of Plant Physiology, 163, 398–404.
4.
YoshiharaT., OhmoriF., NakamoriK., AmanumaM., TsutsumiT., IchiharaA., MatsuuraH. (2000) Induction of plant tubers and flower buds under noninducing photoperiod conditions by a natural product, theobroxide. Journal of Plant Growth Regulation, 19, 457–461.
5.
YamashitaY., OtaM., HasebeY., InukaiT., MasutaC., SakihamaY., HashidokoY., KojimaM., SakakibaraH., TakahashiK., YoshiharaT., MatsuuraH. (2016) Chemical promotion of endogenous amount of ABA in Arabidopsis thaliana by a natural product, theobroxide, Plant & Cell Physiology, in press.
6.
LiT.X., YangM.H., WangX.B., WangY., KongL.Y. (2015) Synergistic antifungal meroterpenes and dioxolanone derivatives from the endophytic fungus Guignardia sp. Journal of Natural Products, 78, 2511–2520.
7.
PorraR.J., ThompsonW.A., KriedemannP.E. (1989) Determination of accurate extinction coefficients and simultaneous-equations for assaying chlorophyll-a and chlorophyll-B extracted with 4 different solvents - verification of the concentration of chlorophyll standards by atomic-absorption spectroscopy. Biochimica et Biophysica Acta, 975, 384–394.
8.
SatoC., SetoY., NabetaK., MatsuuraH. (2009) Kinetics of the accumulation of jasmonic acid and its derivatives in systemic leaves of tobacco (Nicotiana tabacum cv. Xanthi nc) and translocation of deuterium-labeled jasmonic acid from the wounding site to the systemic site. Bioscience Biotechnology and Biochemistry, 73, 1962–1970.
9.
KamikuboT., OgasawaraK. (1995) The enantio divergent total synthesis of natural and unnatural enantiomers of theobroxide. Tetrahedron Letters, 36, 1685–1688.
