Akgül Ö.Gözler B.2019-10-272019-10-2720050367-75240367-7524https://hdl.handle.net/11454/21864The sunlight irradiation of a methanolic solution of (+)-tazettine afforded a series of alkaloidal and nonalkaloidal photolysis products, the structures of five of which were elucidated by spectral analysis, including 2D NMR experiments. N-methylcrinasiadine and trisphaeridine, two already known Amaryllidaceae alkaloids, result from the photoconversion of the tazettine skeleton into the phenanthridine nucleus. 11-Oxo-N-formyl-3,4-dihydro-N-norgraciline and 11, 12-dioxo-3,4-dihydro-N-norgraciline reveal that the tazettine nucleus undergoes a conversion to form the more recently established subgroup of Amaryllidaceae alkaloids, the gracilines. The fifth compound retains the tazettine nucleus, but C-6 is oxidized to form a five membered lactam. Thus, this compound is properly named as 6-oxotazettine.eninfo:eu-repo/semantics/closedAccess(+)-tazettine3,4-dihydrograciline6-oxotazettineAmaryllidaceae alkaloidsPhenanthridine alkaloidsPhototransformationArticle3811729N/A