The synthesis of analogs of shuangkangsu, a novel natural cycloperoxide glucoside from Lonicera japonica Thunb.
Four novel optically pure cycloperoxide glucosides 9a, 9b, 10a, and 10b, analogs of shuangkangsu--a natural product with unusual skeleton and antivirus activity from the buds of Lonicera japonica Thunb, were firstly synthesized by employing peroxidation and glucosidation reactions from phthalaldehyde or 4,5-dichloro phthalaldehyde and glucose.
Tang
Yan-Bo
YB
Key Laboratory of Bioactive Substances and Resources Utilization of Chinese Herbal Medicine, Ministry of Education, Peking Union Medical College, Institute of Materia Medica, Chinese Academy of Medical Sciences, Beijing, China.
Huang
Long-Jiang
LJ
Li
Di-Zao
DZ
Zhang
Qing-Jian
QJ
Chen
Ruo-Yun
RY
Yu
De-Quan
DQ
D000998:Antiviral Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D004146:Dioxanes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D005947:Glucose / Q000737:chemistry; D005960:Glucosides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D031239:Lonicera / Q000737:chemistry*; D015394:Molecular Structure; D009005:Monosaccharides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D013237:Stereoisomerism; D009764:o-Phthalaldehyde / Q000737:chemistry
C539038:5,8-divinyl-1,4-dihydro-1,4-di-O-beta-D-glucopyranosyl-2,3-dioxane; D000998:Antiviral Agents; D004146:Dioxanes; D005960:Glucosides; D009005:Monosaccharides; D009764:o-Phthalaldehyde; D005947:Glucose