The Journal of Organic Chemistry

Conversion of berberine into phthalideisoquinolines

JL Moniot, M Shamma

Index: Moniot,J.L.; Shamma,M. Journal of Organic Chemistry, 1979 , vol. 44, p. 4337 - 4342

Full Text: HTML

Citation Number: 24

Abstract

Ferricyanide oxidation of berberine (1) yields the dimer oxybis (berberine) whose breakdown with methanolic hydrogen chloride gives 8-methoxyberberinephenolbetaine (12). Hydration of 12 in wet ether furnishes enaminol 14 which can be N-methylated to dehydrohydrastine methyl ester (15). NaBH4 reduction of 15 leads to a 1: 2 mixture of (f)-a- hydrastine (9) and (&)-@-hydrastine (6), thus achieving the first conversion of 1 to the ...

Related Articles:

Structural Optimization of Berberine as a Synergist to Restore Antifungal Activity of Fluconazole against Drug??Resistant Candida albicans

[Liu, Hong; Wang, Liang; Li, Yan; Liu, Jiang; An, Maomao; Zhu, Shaolong; Cao, Yongbing; Jiang, Zhihui; Zhao, Mingzhu; Cai, Zhan; Dai, Li; Ni, Tingjunhong; Liu, Wei; Chen, Simin; Wei, Changqing; Zang, Chengxu; Tian, Shujuan; Yang, Jingyu; Wu, Chunfu; Zhang, Dazhi; Liu, Hua; Jiang, Yuanying ChemMedChem, 2014 , vol. 9, # 1 p. 207 - 216]

CLXXII.—iso Quinoline derivatives. Part VII. The preparation of hydrastinine from cotarnine

[Pyman; Remfry Journal of the Chemical Society, 1912 , vol. 101, p. 1607]

CLXXII.—iso Quinoline derivatives. Part VII. The preparation of hydrastinine from cotarnine

[Pyman; Remfry Journal of the Chemical Society, 1912 , vol. 101, p. 1607]

Alkaloids of Cryptocarya phyllostemon

[Cave, Andre; Leboeuf, Michel; Moskowitz, Henri; Ranaivo, Anissa; Bick, I. Ralph C.; et al. Australian Journal of Chemistry, 1989 , vol. 42, # 12 p. 2243 - 2263]

Structural Optimization of Berberine as a Synergist to Restore Antifungal Activity of Fluconazole against Drug??Resistant Candida albicans

[Liu, Hong; Wang, Liang; Li, Yan; Liu, Jiang; An, Maomao; Zhu, Shaolong; Cao, Yongbing; Jiang, Zhihui; Zhao, Mingzhu; Cai, Zhan; Dai, Li; Ni, Tingjunhong; Liu, Wei; Chen, Simin; Wei, Changqing; Zang, Chengxu; Tian, Shujuan; Yang, Jingyu; Wu, Chunfu; Zhang, Dazhi; Liu, Hua; Jiang, Yuanying ChemMedChem, 2014 , vol. 9, # 1 p. 207 - 216]

More Articles...