FORMATION OF THE ORTHO-QUINONE MANSONONE C FROM 7-HYDROXYCADALENE ON SILICS GEL

Article abstract of DOI:10.1016/S0031-9422(00)98110-X

The sesquiterpene β-naphthol, 7-hydroxycadalene, found inter alia in the heartwood of a number of Ulmus spp., undergoes oxidation on silica gel to mansonone C, one of several related sesquiterpene ortho-quinones produced in some Ulmus spp. in response to certain stresses.The reaction, which appears to involve oxygen adsorbed on the silica gel, proceeds under an argon atmosphere and is dramatically retarded in the absence of light.Key Word Index - Mansonia altissima; Sterculiaceae; Ulmus americana; Ulmaceae; mansonone C; ortho-quinone; 7-hydroxycadalene; oxidation; silica gel.