Abstract
Acetovanillon and the known flavonoids irisolidone, irigenin, irisolone, tectorigenin and dihydroquercetin-7.3′-dimethylether were detected in the rhizomes of Iris germanica. Also a few unknown compounds could be isolated and their structure elucidated; 9-methoxy-7-(3′.4′.5′-trimethoxyphenyl)-8H-1.3-dioxolo[4.5-g] [1]-benzopyran-8-on (=5.3′.4′.5′-tetramethoxy-6.7-methylenedioxyisoflavone (III A); 9-methoxy-7-(3′.4′-dimethoxyphenyl)-8H-1.3-dioxolo[4.5-g] [1]-benzopyran-8-on (=5.3′.4′-trimethoxy-6.7-methylenedioxyisoflavone(III B); 9-hydroxy-7-(p-hydroxyphenyl)-8H-1.3-dioxolo[4.5-g] [1]-benzopyran-8-on (=5.4′-dihydroxy-6.7-methylenedioxyiosoflavone (IX); 5.7-dihydroxy-3-(3′-hydroxy-4′-methoxyphenyl)-6-methoxy-4H-1-benzopyran-4-on (=5.7.3′-trihydroxy-6.4′-dimethoxyisoflavone (XI B); 5.7-dihydroxy-3-(4′-hydroxy-3′-methoxyphenyl)-6-methoxy-4H-1-benzopyran-4-on (=5.7.4′-trihydroxy-6.3′-dimethoxyisoflavone (XI C).
The structure determination was effected by combined spectroscopical and chemical methods.
Similar content being viewed by others
Literatur
A. Augem, Rev. gen. botan.40, 456, 537, 591 (1928).
J. Erkama, Suomen Kemistilehti19A, 21 (1946).
M. Miric, Arh. Farm. [Beograd]17 (1), 7 (1967).
L. Prakash, A. Zaman, A. R. Kidwai, J. Org. Chem.30, 3561 (1965).
K. L. Dhar undA. K. Kalla, Phytochem.11, 3098 (1972).
K. R. Markham undT. J. Mabry, Tetrahedron24, 823 (1968).
A. G. Perkin undJ. Geldard, J. Chem. Soc.67, 496 (1895).
A. G. Perkin undJ. R. Allison, J. Chem. Soc.81, 469 (1902).
E. Rodriguez, N. J. Carman, G. Velde, J. H. McReynolds, T. J. Mabry, M. A. Irwin undT. A. Geissman, Phytochem.11, 3509 (1972).
W. Herz, S. Gibaja, S. V. Bhat undA. Srinivasan, Phytochem.11, 2859 (1972).
W. Baker, J. Chem. Soc.1928, 1022.
K. W. Gopinath, A. R. Kidwai undL. Prakash, Tetrahedron16, 201 (1961).
Y. Asahina, B. Shibata undZ. Ogawa, J. Pharm. Soc. [Japan]48, 1087 (1928).
Author information
Authors and Affiliations
Additional information
Herrn Prof. Dr.F. Hecht mit den besten Wünschen zum 70. Geburtstag gewidmet.
Rights and permissions
About this article
Cite this article
Pailer, M., Franke, F. Über Inhaltstoffe der Iris germanica (Schwertlilie). Monatshefte für Chemie 104, 1394–1408 (1973). https://doi.org/10.1007/BF00910057
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00910057