[Studies on chemical structures of two iso-acetogenins from Annona reticulata].
Two annonaceous acetogenins: squamone (1) and isoannonareticin (2) have been isolated from the seeds of Annona reticulata L. (Annonaceae). 1 and 2 were shown to be mixtures of 2-epimers by the successful separation of their acetates with preparative TLC, giving: 2,4-cis-squamone diacetate (1a-1), 2,4-trans-squamone diacetate (1a-2), 2,4-cis-isoannonareticin diacetate (2a-1) and 2,4-trans-isoannonareticin diacetate (2a-2). The 2,4-cis-squamone (1-1) and 2,4-trans-isoannonareticin (2-1) are new annonaceous acetogenins. Their structures and relative stereochemistry were elucidated on the basis of spectral analysis (1H-1H COSY and NOE).
Yu
J G
JG
Institute of Medicinal Plant Development, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100094.
Liu
D
D
Xu
L Z
LZ
Yang
S L
SL
D004365:Drugs, Chinese Herbal / Q000737:chemistry*; D005663:Furans / Q000737:chemistry / Q000302:isolation & purification*; D019684:Magnoliopsida / Q000737:chemistry; D015394:Molecular Structure; D010946:Plants, Medicinal / Q000737:chemistry*; D012639:Seeds / Q000737:chemistry; D013237:Stereoisomerism
D004365:Drugs, Chinese Herbal; D005663:Furans; C438060:isoannonareticin; C064336:squamone