14320-81-1Relevant articles and documents
ALKALOIDS OF Zygadenus sibiricus. THE STRUCTURE OF VERAZININE
Taskhanova, E. M.,Shakirov, R.,Yunusov, S. Yu.
, p. 343 - 344 (1985)
The alkaloids verazine, veratoylzygadenine, a base with mp 224-226 deg C, and a new alkaloid verazinine have been isolated from Zygadenus sibiricus (L).A.Gray.It has been established by chemical and spectral methods that verazinine is verazine 3-O-β-D-glycopyranoside.
Stereoselective Synthesis of (-)-Verazine and Congeners via a Cascade Ring-Switching Process of Furostan-26-acid
Chen, Fen-Er,Shi, Yong,Tang, Pei,Tian, Wei-Sheng,Wang, Yun,Zhuang, Chunlin
, (2020/04/02)
An efficient synthetic strategy for three natural seco-type cholestane alkaloids isolated from the Veratrum plants, based on commercially available naturally occurring and abundant (-)-diosgenin (1), as exemplified in the concise asymmetric synthesis of (-)-verazine (4), (-)-veramiline (5) (proposed structure), and its 22-epimer, (-)-oblonginine (6), is presented. This work highlights the application of a cascade ring-switching process of (-)-diosgenin to achieve the E-ring opening and construction of chiral six-membered lactone challenges in seco-type cholestane alkaloid synthesis. This approach enables the synthesis of related natural and nature-like novel cholestane alkaloids, opening up opportunities for more extensive exploration of cholestane alkaloid biology.
Synthesis of the veratrum alkaloids verazin from tomatid-5-en-3-beta-ol
Adam,Schreiber,Tomko
, p. 203 - 208 (2007/10/11)
-