475-75-2Relevant articles and documents
Two antimicrobial alkaloids from heartwood of Liriodendron tulipifera L.
Hufford,Funderburk,Morgan,Robertson
, p. 789 - 792 (1975)
Alcoholic extracts of the heartwood of Liriodendron tulipifera have demonstrated antimicrobial activity against Staphylococcus aureus, Myobacterium smegmatis, Candida albicans, and Aspergillus niger. The antimicrobial activity was associated only with the alkaloidal fraction. Separation of the active alkaloidal fraction by chromatography led to the isolation and identification of dehydroglaucine and liriodenine as the active components. Several other alkaloidal derivatives were prepared and tested. In addition to the active alkaloids, michelalbine was also identified in the tertiary nonphenolic base fraction along with the lignan, lirioresinol B dimethyl ether, and two N acetylnoraporphine alkaloids from the nonbasic fraction.
Development of Pd(OAc)2-catalyzed tandem oxidation of C[sbnd]N, C[sbnd]C, and C(sp3)–H bonds: Concise synthesis of 1-aroylisoquinoline, oxoaporphine, and 8-oxyprotoberberine alkaloids
Nishimoto, Saeko,Nakahashi, Hiromichi,Toyota, Masahiro
supporting information, (2020/11/13)
A catalytic tandem oxidation of C[sbnd]N, C[sbnd]C, and C(sp3)–H bonds is developed. This tandem oxidation is applied to two-step total syntheses of papaveraldine and pulcheotine A. Additionally, the total synthesis of liriodenine is achieved in six steps from homopiperonyl alcohol and 2-bromophenylacetonitrile by applying this catalytic tandem oxidation. Moreover, the direct conversion of xylopinine to 8-oxypseudopalmatine in a 76% yield demonstrates the versatility of this catalytic reaction.
Visible-Light-Triggered, Metal- and Photocatalyst-Free Acylation of N-Heterocycles
Guillemard, Lucas,Colobert, Fran?oise,Wencel-Delord, Joanna
, p. 4184 - 4190 (2018/09/25)
A photoinduced acylation of N-heterocycles is explored. This visible-light triggered reaction occurs not only under extremely mild reaction conditions, but also does not require the presence of a photosensitizer. The mechanistic studies suggest formation of EDA complexes prompt to harness the energy from visible-light. Compatibility with a large panel of α-keto acids as acyl precursors and an array of N-heterocycles clearly showcase the synthetic potential of this handy and green acylation protocol. (Figure presented.).
THE SYNTHESIS OF OXOAPORPHINES AND PHENANTHRENEDIONES FROM 7-HYDROXYDEHYDRONORAPORPHINES
Costanza, Carl,Lenz, George R.,Lessor, Ralph A.
, p. 465 - 478 (2007/10/02)
Oxidation of 7-hydroxydehydronoraporphines with air over platinum or palladium yields oxoaporphines in high yield.When the nitrogen is acylated, oxidation with air in the presence of copper ions causes an oxidative ring fragmentation to form phenanthrenediones, also in high yield.