Miyuki Kaneda

Liliosides D and E, two glycerol glucosides from Lilium japonicum☆☆☆

Abstract Two new glycerol glucosides, liliosides D and E, have been isolated from the leaves and stems of Lilium japonicum. Their structures have been elucidated by chemical, spectroscopic and synthetic methods.

Aspterric acid, a new sesquiterpenoid of the carotane group, a metabolite from Aspergillus terreus IFO-6123. X-Ray crystal and molecular structure of its p-bromobenzoate

The structure and the absolute configuration of the sesquiterpenoid metabolite aspterric acid, from Aspergillus terreus IFO-6123 were established as (1) by chemical means and confirmed by X-ray analysis of its p-bromobenzoate.

The crystal and molecular structure of a brominated compound derived from paeoniflorin

The crystal structure of the brominated compound, C35Ha9OisBr, has been determined in order to confirm the molecular structure and to determine the absolute configuration of paeoniflorin, C23H28Olb a monoterpene glucoside isolated from Paeonia albiflora Pallas. The crystals are orthorhombic with space group P2~2121 and the unit cell dimensions are a= 13.58, b= 21.74, c= 12.61/1,; Z=4. The crystal structure was solved by the heavy atom method and refined by the block-matrix least-squares method. The final R value for 1844 observed reflexions was 0.107. The molecular structure of paeoniflorin deduced from the present X-ray study of the brominated compound was in complete agreement with the proposed structure, a novel glucoside of a monoterpene of the pinane group. The absolute configuration was determined by the use of the anomalous dispersion effect of the bromine atom for Cu K~ radiation, which is compatible with the fact that the glucosidic residue is of D-glucose.

Lilioside a from Lilium longiflorum: Synthesis and absolute configuration☆☆☆

Abstract The absolute configuration of lilioside A, previously isolated from Lilium longiflorum , has been established as 2 R by the syntheses of lilioside A and its diastereoisomer from laminaribiose and cellobiose, respectively.

Biosynthesis of multicolosic acid, a polyketide metabolite from Penicillium multicolor: occurrence of large 18O-induced β-isotope shifts in 13C n.m.r. spectra

Fermentation of Penicillium multicolor under an atmosphere containing 18O2 produces multicolosic acid (1) whose methylated derivative (2) displays both α-isotope shifts and unusually large β-isotope shifts in its 13C n.m.r. spectra; the results define the origins of all oxygens of (1) and provide information about its formation from an aromatic polyketide precursor, 6-pentylresorcylate (3).