New polyoxygenated cyclohexenes from Uvaria calamistrata.
Five new polyoxygenated cyclohexenes, named uvacalol A (1), B (2), C (3), D (4) and E (5) were isolated from the roots of Uvaria calamistrata. On the basis of spectral analysis and chemical derivatization, including the preparation of Mosher esters, the structures of compound 1-5 were established as (2R,3S,4R,5S)-2-acetoxyl-5-ethoxyl-1-benzoyloxymethylcyclohex-1(6)-ene3,4-diol-3-benzoate, (2R,3S,4R,5S)-2-acetoxyl-5-ethoxyl-1-benzoyloxymethylcyclohex-1(6)-ene-3,4-diol-4-benzoate, (2R,3S,4R,5S)-5-ethoxyl-1-benzoyloxymethylcyclohex-1(6)-ene-2,3,4-triol-3-benzoate, (2R,3S,4R,5S)-3-methoxyl-1-benzoyloxymethylcyclohex-1(6)-ene-2,3,5-triol and (2R,3S,4R,5S)-2-acetoxyl-1-benzoyloxymethylcyclohex-1(6)-ene-3,4,5-triol-5-benzoate, respectively.
Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing.
G X
GX
Zhou
R Y
RY
Chen
D Q
DQ
Yu
D000438:Alcohols / Q000737:chemistry / Q000302:isolation & purification; D003510:Cyclohexanes / Q000737:chemistry* / Q000302:isolation & purification; D004987:Ethers / Q000737:chemistry / Q000302:isolation & purification; D019684:Magnoliopsida / Q000737:chemistry*; D019906:Nuclear Magnetic Resonance, Biomolecular; D010084:Oxidation-Reduction; D018517:Plant Roots / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*
D000438:Alcohols; D003510:Cyclohexanes; D004987:Ethers