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Nitrones are formed from the reaction of aspergillusol A (1) and a ketone/aldehyde in phosphate buffer and aqueous solutions with pH ranges of 6.8–8.6, resembling physiological conditions. The reaction of 1 with 1-substituted cyclohexanones gave the (1′S ∗ ,2′R ∗ )-isomer, diastereoselectively.
Integerrimene, a possible biogenetic precusor of the rhamnofolane diterpenes and a new rhamnofolane endoperoxide 2-epicaniojane together with caniojane and 1,11-bisepicaniojane were isolated from J. integerrima roots. Their structures were elucidated by spectroscopic methods. The X-ray structure of 2-epicaniojane is also presented.
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