Asymmetric Total Synthesis of 6-Tuliposide B and Its Biological Activities against Tulip Pathogenic Fungi
-
- SHIGETOMI Kengo
- Division of Applied Bioscience, Graduate School of Agriculture, Hokkaido University
-
- OMOTO Shoko
- Division of Applied Bioscience, Graduate School of Agriculture, Hokkaido University
-
- KATO Yasuo
- Department of Biotechnology, Faculty of Engineering, Toyama Prefectural University
-
- UBUKATA Makoto
- Division of Applied Bioscience, Graduate School of Agriculture, Hokkaido University
Search this article
Abstract
The structure-activity relationship was investigated to evaluate the antifungal activities of tuliposides and tulipalins against tulip pathogenic fungi. 6-Tuliposide B was effectively synthesized via the asymmetric Baylis-Hillman reaction. Tuliposides and tulipalins showed antifungal activities against most of the strains tested at high concentrations (2.5 mM), while Botrytis tulipae was resistant to tuliposides. Tulipalin formation was involved in the antifungal activity, tulipalin A showed higher inhibitory activity than 6-tuliposide B and tulipalin B. Both the tuliposides and tulipalins showed pigment-inducing activity against Gibberella zeae and inhibitory activity against Fusarium oxysporum f. sp tulipae. These activities were induced at a much lower concentration (0.05 mM) than the antifungal MIC values.
Journal
-
- Bioscience, Biotechnology, and Biochemistry
-
Bioscience, Biotechnology, and Biochemistry 75 (4), 718-722, 2011
Japan Society for Bioscience, Biotechnology, and Agrochemistry
- Tweet
Keywords
Details 詳細情報について
-
- CRID
- 1390282681453641600
-
- NII Article ID
- 10028271584
-
- NII Book ID
- AA10824164
-
- ISSN
- 13476947
- 09168451
-
- NDL BIB ID
- 11071052
-
- Text Lang
- en
-
- Data Source
-
- JaLC
- NDL
- Crossref
- CiNii Articles
-
- Abstract License Flag
- Disallowed