Title: Plumieride
CAS Registry Number: 511-89-7
CAS Name: (1S,2¢R,4aS,7aS)-1-(b-D-Glucopyranosyloxy)-4a,7a-dihydro-4¢-[(1S)-1-hydroxyethyl]-5¢-oxospiro[cyclopenta[c]pyran-7(1H),2¢(5¢H)-furan]-4-carboxylic acid methyl ester
Additional Names: agoniadin
Molecular Formula: C21H26O12
Molecular Weight: 470.42
Percent Composition: C 53.62%, H 5.57%, O 40.81%
Literature References: Found in bark of Plumeria lancifolia Muell.-Arg., Apocynaceae, also in P. acutifolia and P. rubra var. alba: Peckolt, Arch. Pharm. [2] 142, 40 (1870); E. Merck's Jahresber. 1895, 11; Boorsma, Mededeel. Lands Plant. 13, 27 (1894); 31, 132 (1899); Franchimont, Rec. Trav. Chim. 18, 334, 477 (1899); 19, 350 (1900); Halpern, Schmid, Helv. Chim. Acta 41, 1109 (1958). Structure: Albers-Schönberg, Schmid, ibid. 44, 1447 (1961). Biosynthesis: D. A. Yeowell, H. Schmid, Experientia 20, 250 (1964); K. Inoue et al., Chem. Pharm. Bull. 27, 3115 (1979).
Properties: Monohydrate, bitter crystals, mp 156-158°. When anhydrous, mp 224-225°. [a]D20 -114°; [a]D20 -80° (methanol). Broad uv absorption: 217-238 nm. Sol in water, alcohol, ethyl acetate.
Melting point: mp 156-158°; mp 224-225°
Optical Rotation: [a]D20 -114°; [a]D20 -80° (methanol) |