Two new compounds from the dried tender stems of Cinnamomum cassia.
Two new compounds, cinnamic aldehyde cyclic d-galactitol 3'R,4'S-acetal (1) and cinnamomumolide (2), along with six known compounds, syringaresinol (3), lyoniresinol (4), 5,7,3'-trimethoxyl-( - )-epicatechin (5), 5,7-dimethoxyl-3',4'-di-O-methylene-( +/- )-epicatechin (6), 2-methoxyl-4-hydroxy cinnamyl aldehyde (7), and glucosyringic acid (8), have been isolated from the dried tender stems of Cinnamomum cassia. Their structures were elucidated based on spectroscopic data. Compound 2 was elucidated as 8-methoxyl-9-hydroxy-3',4'-methylenedioxy-3S,4R-diphenyl butyrolactone, named cinnamomumolide, which exhibited activity in protecting against the injury caused by hydrogen peroxide oxidation on human umbilical vein endothelial cells, with an EC(50) value of 10.7 microM. Compounds 3-8 were isolated from the title plant for the first time.
Liu
Chao
C
Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing, China.
Zhong
Shao-Min
SM
Chen
Ruo-Yun
RY
Wu
Yan
Y
Zhu
Xue-Jun
XJ
D015107:4-Butyrolactone / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D000840:Anisoles / Q000302:isolation & purification; D002934:Cinnamates / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D032904:Cinnamomum aromaticum / Q000737:chemistry*; D004365:Drugs, Chinese Herbal / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D042783:Endothelial Cells / Q000187:drug effects; D005663:Furans / Q000302:isolation & purification; D004376:Galactitol / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D006801:Humans; D006861:Hydrogen Peroxide / Q000494:pharmacology; D017705:Lignans / Q000302:isolation & purification; D015394:Molecular Structure; D009281:Naphthalenes / Q000302:isolation & purification; D010084:Oxidation-Reduction; D018547:Plant Stems / Q000737:chemistry; D014470:Umbilical Cord / Q000166:cytology / Q000187:drug effects; D014947:Wounds and Injuries / Q000139:chemically induced
D000840:Anisoles; D002934:Cinnamates; D004365:Drugs, Chinese Herbal; D005663:Furans; D017705:Lignans; D009281:Naphthalenes; C548605:cinnamic aldehyde cyclic D-galactitol 3'R,4'S-acetal; C548606:cinnamomumolide; C502379:lyoniresinol; D004376:Galactitol; C042192:syringaresinol; D006861:Hydrogen Peroxide; D015107:4-Butyrolactone