Diels-Alder type adducts from Morus cathayana.
Two natural Diels-Alder type adducts, cathayanon A (1) and cathayanon B (2), resembling sanggenon C (4) and O (3), were isolated from the root bark of Morus cathayana. Their structures were elucidated on the basis of spectroscopic evidence. The structure of 1 was confirmed by the results of X-ray crystallographic analysis. The absolute configurations of 1 and 2 were determined as 2S, 3R,14S, 19S, 20R and 2S, 3R, 14R, 19S, 20R, respectively. The absolute configurations at C-2 and C-3 of two other known isomeric Diels-Alder adducts sanggenon O (3) and C (4) were deduced as 2R, 3S. Pharmacological tests indicated that 1 and 2 exhibited potent activities on the inhibition of HL-60 cell adhesion to BAEC at concentrations of 10(-5) mol l(-1), with inhibitory rates of 44.72 and 39.02%, respectively.
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Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, 1 Xian Nong Tan Street, 100050, People's Republic of, Beijing, China.
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D000893:Anti-Inflammatory Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D002448:Cell Adhesion; D018360:Crystallography, X-Ray; D005419:Flavonoids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D018922:HL-60 Cells; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D018517:Plant Roots / Q000737:chemistry; D014197:Trees / Q000737:chemistry*
D000893:Anti-Inflammatory Agents; D005419:Flavonoids; C436830:cathayanon A; C436829:cathayanon B