Regiospecific oxygenation of alkenones in the benthic haptophyte Chrysotila lamellosa Anand HAP 17.

摘要: Abstract Two groups of previously unidentified C37–C39 epoxyalkenones and alkenediones were detected in late stationary phase cultures the haptophyte microalga Chrysotila lamellosa. The formation these compounds is attributed to involvement enzymatic processes acting specifically on C-21 or C-22 allylic carbon ω15 double bond methyl ethyl alkenones respectively. Thus, appear be derivatives where oxidized epoxide. These disappear as cells age replaced by a series alkenediones. structures indicate that they are with an additional carbonyl group respectively without bond. We propose formed initial regiospecific lipoxygenase-catalyzed peroxidation their carbon, Lipohydroperoxidase-catalyzed homolytic cleavage O–O could then result conjugated ketones which may undergo saturation reaction form diketones identified. This work demonstrates can degraded reactions senescent cells, implication this also occur natural environment.