102036-29-3Relevant articles and documents
Homoisoflavonoids and Related Compounds. III. Phenolic Constituents of Caesalpinia japonica SIEB. et ZUCC.
Namikoshi, Michio,Nakata, Hiroyuki,Nuno, Mariko,Ozawa, Takashi,Saitoh, Tamotsu
, p. 3568 - 3575 (2007/10/02)
A new homoisoflavonoid, 3'-deoxy-4-O-methylsappanol (3,7-dihydroxy-3-(4-hydroxybenzyl)-4-methoxychroman) was isolated from the wood of Caesalpinia japonica SIEB. et ZUCC. (Leguminosae), together with the known compounds, sappanol, episappanol, 4-O-methylsappanol, 4-O-methylepisappanol, sappanones A and B, sappanchalcone, 3-deoxysappanchalcone, isoliquiritigenin, butein, brazilin and protosappanins A, B and C.None of these compounds has previously been isolated from this plant.Keywords-Caesalpinia japonica; Leguminosae; wood; isolation; homoisoflavonoid; brazilin; dibenzoxocin derivative
Protosappanin C from Sappan Lignum and Absolute Configuration of Protosappanins
Nagai, Masahiro,Nagumo, Seiji
, p. 3002 - 3005 (2007/10/02)
A new dibenzoxocin derivative, named protosappanin C (3), C16H14O6, amorphous powder, 23D -39.8 deg (MeOH), was isolated from Sappan Lignum (the dried heart-wood of Caesalpina sappan L. (Leguminosae)).It yielded sappanin (4) on alkaline fusion, an oxime (5), a dimethyl acetal (6) on treatment with p-toluenesulfonic acid in methanol, and protosappanin B (2) on reduction with sodium borohydride.The circular dichroism spectra of 3 and 6 indicated that their biphenyl system preferentially takes S configuration, from which R configuration was assigned to C-7 of 3.On the basis of the above chemical and spectroscopic evidence, the chemical structure of 3 was established as (7R)-7,8-dihydro-3,7,10,11-tetrahydroxy-7(6H)-dibenzoxocincarbaldehyde.A possible route of biosynthesis of protosappanins from sappanchalcone is discussed.Keywords - Leguminosae; Caesalpina sappan; Sappan Lignum; dibenzoxocin; biphenyl; protosappanin C; sappanin; stereochemistry
Homoisoflavonoids and Related Compounds. V. A Novel Dibenzoxocin Derivative from Caesalpinia sappan L.
Namikoshi, Michio,Nakata, Hiroyuki,Saitoh, Tamotsu
, p. 3615 - 3619 (2007/10/02)
A novel dibenzoxocin derivative, 7,8-dihydro-10-methoxy-3,7,11-trihydroxy-6H-dibenzoxocin-7-methanol was isolated from Sappan Lignum, the dried heartwood of Caesalpinia sappan L.The chemical structure was established on the basis of the spectrometric data and the chemical interrelation with protosappanin B (7,8-dihydro-3,7,10,11-tetrahydroxy-6H-dibenzoxocin-7-methanol).Keywords - Caesalpinia sappan; Sappan Lignum; Leguminosae; heartwood; dibenzoxocin derivative; 10-O-methylprotosappanin B; (1)H-(1)H difference NOE spectrum