65230-04-8Relevant academic research and scientific papers
Ryanoids and related compounds. Identification of five new ryanoids from the plant Ryania speciosa Vahl. Formal total syntheses of 3-deoxyryanodol (cinnzeylanol), 10-O-acetyl-3-deoxyryanodol (cinnzeylanine), 2-deoxyryanodol, 2-deoxy-2-epiryanodol, 2,3-dideoxy-2,3-dihydroryanodol, 2-deoxy-3-epiryanodol, and 2-deoxy-3-epiryanodine
Ruest,Dodier
, p. 2424 - 2433 (2007/10/03)
In the course of a preliminary investigation on the relationships between the chemical structure of ryanoids and their affinity to the ryanodine binding site, we have isolated, from the plant Ryania speciosa Vahl, four new members of this family of natural insecticidal compounds (ryanoids 3, 4, 5, and 6) and corrected the reported structure of a fifth one (ryanoid 7). In addition, we have synthesized, from anhydroryanodol (10), new members of this family having fewer hydroxyl groups in ring A: cinnzeylanol (14) and cinnzeylanine (15), 2,3-dideoxy-2,3-dihydroryanodol (16), 2-deoxy-3-epiryanodol (18), and 2-deoxy-3-epiryanodine (19), 2-deoxyryanodol (20), and 2-deoxy-2-epiryanodol (21). In the course of a preliminary investigation on the relationships between the chemical structure of *ryanoids and their affinity to the ryanodine binding site, we have isolated, from the plant Ryania speciosa Vahl, four new members of this family of natural insecticidal compounds (*ryanoids 3, 4, 5, and 6) and corrected the reported structure of a fifth one (ryanoid 7). In addition, we have synthesized, from anhydroryanodol (10), new members of this family having fewer hydroxyl groups in ring A: cinnzeylanol (14) and cinnzeylanine (15), 2,3-dideoxy-2,3-dihydroryanodol (16), 2-deoxy-3-epiryanodol (18), and 2-deoxy-3-epiryanodine (19), 2-deoxyryanodol (20), and 2-deoxy-2-epiryanodol (21).
The Constituents of Cinnamomi Cortex. I. Structures of Cinncassiol A and Its Glucoside
Yagi, Akira,Tokubuchi, Nobutaka,Nohara, Toshihiro,Nonaka, Genichiro,Nishioka, Itsuo,Koda, Akihide
, p. 1432 - 1436 (2007/10/02)
Compounds I-X were isolated from the water extractive of Cinnamomi Cortex, which shows anti-complement activity.Among them, the structures of I-VI were clarified on the basis of chemical and spectral studies.Compounds I and II were identified as cinnzeylanine and cinnzeylanol, respectively.Compounds III and IV were proved to be dehydrated products of I and II, respectively.Compound V was shown to be 19-hydroxylated IV and was named cinncassiol A.VI was identified as cinncassiol A 19-O-β-D-glucopyranoside.Keywords - Cinnamomi Cortex; diterpenoids; anti-complement activity; cinncassiol A; cinncassiol A 19-O-β-D-glucopyranoside
