Sesquiterpenoid phytoalexins from suspended callus cultures of Nicotiana tabacum |
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Authors: | David G. Watson David S. Rycroft Isabel M. Freer Charles J.W. Brooks |
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Affiliation: | Chemistry Department, University of Glasgow, Glasgow G12 8QQ, U.K. |
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Abstract: | Treatment of suspended callus cultures of Nicotiana tabacum with commercial cellulase elicited four principal stress metabolites including the phytoalexin capsidiol and a second eremophilane-type diol, shown on the basis of chemical and spectroscopic evidence to be 4-epieremophil-9-ene-11 /gx, 12-diol (without assignment of absolute configuration). This diol appears to be structurally identical with debneyol isolated from N. debneyi (see accompanying paper). Among minor metabolites were an isomer and a dehydro-analogue of the diol. GC/MS of cyclic derivatives (boronates and di-t-butylsilylene derivatives) of vicinal diols was useful for their detection and characterisation. The remaining two major metabolites appeared to be phytuberol and phytuberin. |
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Keywords: | Solanaceae tobacco elicitation callus cultures structure GC/MS sesquiterpenoids cyclic derivatives. |
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