10225-29-3Relevant articles and documents
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Craig,Tarbell
, p. 2783 (1948)
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Phosphazene base-catalyzed hydroamination of aminoalkenes for the construction of isoindoline scaffolds: Application to the total synthesis of aristocularine
Matsuoka, Junpei,Terashita, Maki,Miyawaki, Akari,Tomioka, Kiyoshi,Yamamoto, Yasutomo
supporting information, (2021/12/30)
A method for isoindoline synthesis via phosphazene base-catalyzed intramolecular hydroamination of aminoalkenes was developed. The reaction has a broad functional group tolerance, including for halide, cyano, and methoxy groups, and could also be used to
Alkaloid constituents from flower buds and leaves of sacred lotus (Nelumbo nucifera, Nymphaeaceae) with melanogenesis inhibitory activity in B16 melanoma cells
Nakamura, Seikou,Nakashima, Souichi,Tanabe, Genzo,Oda, Yoshimi,Yokota, Nami,Fujimoto, Katsuyoshi,Matsumoto, Takahiro,Sakuma, Rika,Ohta, Tomoe,Ogawa, Keiko,Nishida, Shino,Miki, Hisako,Matsuda, Hisashi,Muraoka, Osamu,Yoshikawa, Masayuki
, p. 779 - 787 (2013/02/25)
Methanolic extracts from the flower buds and leaves of sacred lotus (Nelumbo nucifera, Nymphaeaceae) were found to show inhibitory effects on melanogenesis in theophylline-stimulated murine B16 melanoma 4A5 cells. From the methanolic extracts, a new alkaloid, N-methylasimilobine N-oxide, was isolated together with eleven benzylisoquinoline alkaloids. The absolute stereostructure of the new alkaloid was determined from chemical and physicochemical evidence. Among the constituents isolated, nuciferine, N-methylasimilobine, (-)-lirinidine, and 2-hydroxy-1-methoxy-6a,7-dehydroaporphine showed potent inhibition of melanogenesis. Comparison of the inhibitory activities of synthetic related alkaloids facilitated characterization of the structure-activity relationships of aporphine- and benzylisoquinoline-type alkaloids. In addition, 3-30 μM nuciferine and N-methylasimilobine inhibited the expression of tyrosinase mRNA, 3-30 μM N-methylasimilobine inhibited the expression of TRP-1 mRNA, and 10-30 μM nuciferine inhibited the expression of TRP-2 mRNA.