Title: Samaderins
Literature References: Antitumor agents isolated from the bark and seed of Samadera indica Gaertn, Simaroubaceae: van der Marck, Arch. Pharm. 239, 96 (1901). Separable into three components, samaderins A, B and C: Polonsky et al., Bull. Soc. Chim. Fr. 1962, 1715. According to Zylber et al., ibid. 1963, 1322, samaderin C is identical with samaderoside A isolated by Mitra, Gregg, Naturwissenschaften 14, 327 (1962). Structure of B and C: Zylber, Polonsky, Bull. Soc. Chim. Fr. 1964, 2016. Structure of A: M. C. Wani et al., Chem. Commun. 1977, 295. Crystal structure of A: K. D. Onan, A. T. McPhail, J. Chem. Res. Synop. 1978, 14.
Derivative Type: Samaderin A
Molecular Formula: C18H18O6
Molecular Weight: 330.33
Percent Composition: C 65.45%, H 5.49%, O 29.06%
Properties: mp 253-255°. [a]D25 -31.3° (c = 0.259 in pyridine). uv max (methanol): 288 nm (e 13400).
Melting point: mp 253-255°
Optical Rotation: [a]D25 -31.3° (c = 0.259 in pyridine)
Absorption maximum: uv max (methanol): 288 nm (e 13400)
Derivative Type: Samaderin B
Molecular Formula: C19H22O7
Molecular Weight: 362.37
Percent Composition: C 62.98%, H 6.12%, O 30.91%
Properties: Prisms from ethyl acetate, mp 235-240°.
Melting point: mp 235-240°
Derivative Type: Samaderin C
Molecular Formula: C19H24O7
Molecular Weight: 364.39
Percent Composition: C 62.63%, H 6.64%, O 30.74%
Properties: Shiny plates from ethyl acetate+ alcohol, mp 265-268°. Sol in pyridine. Practically insol in ether. Very sparingly sol in other org solvents.
Melting point: mp 265-268°
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