92446-32-7Relevant articles and documents
Asymmetric Nitrogen-containing dimer from aerial parts of mercurialis leiocarpa and its synthesis by mimicking generation process through radical intermediates
Ino, Sayaka,Kondo, Yuto,Matsuda, Hisashi,Nakamura, Seikou,Nakashima, Souichi,Yamashita, Haruka,Yamashita, Masayuki
, p. 520 - 525 (2020/07/31)
An asymmetric nitrogen-containing dimer, leiocarpanine A, was isolated from the aerial part of Mercurialis leiocarpa as a new compound. The new generation process of leiocarpanine A was estimated and a concise synthesis of leiocarpanine A could be detailed based on mimicking the generation process through the radical intermediates. In general, a lot of reaction step and organic reagents are required for the synthesis of asymmetric nitrogen-containing dimers. However, our new synthesis method enables a concise synthesis of asymmetric nitrogen-containing dimers through radical intermediates by only liquid-separation. This synthetic method provides a rapid and concise pathway to construct a library of nitrogen-containing dimers that might be useful for drug discovery. In addition, it is useful to elucidate the generation process of leiocarpanine A.
Isolation, Structure, and Synthesis of Hermidin, a Chromogen from Mercurialis perennis L.
Swan, George A.
, p. 1757 - 1766 (2007/10/02)
Hermidin has been isolated from Mercurialis perennis L. as a colourless, crystalline compound, shown by synthesis to be 5-hydroxy-4-methoxy-1-methylpyridine-2,6(1H,3H)-dione (2), which in aqueous solution exist as a dihydroxy-4-methoxy-1-methylpyridin-2(1H)-one (3) or (4).Oxidation of hermidin with nitric acid affords 4-methoxy-1-methylpyridine-2,3,6-trione (16).When equimolecular amounts of the latter and hermidin in aqueous solution are mixed an immediate deep blue solution containing an ion-radical (17) results.Oxidation of hermidin by air in methanolic solution gives 5,5'-dihydroxy-4,4'-dimethoxy-1,1'-dimethyl-3,3'-bipyridine-2,2',6,6'-(1H,1'H,3H,3'H)-tetraone (18), and in pyridine solution 4,4'-dimethoxy-1,1'-dimethyl-3,3'-bipyridine-2,2',5,5',6,6'-hexaone (23).Knackmuss' conclusions on the oxidation of 3,6-dihydroxy-4-methylpyridin-2(1H)-one (26) have been re-interpreted. 3,4-Dihydroxy-5-methoxy-1-methylpyridin-2(1H)-one (7) has been synthesized.
