Validamycine
The Validamycins are a group of aminoglycoside antibiotics . They are obtained from Streptomyces hygroscopicus var. Limoneus and are used as fungicides in Japanese rice cultivation .
| Surname | CAS number | PubChem number | Molecular formula | Molar mass [g · mol −1 ] | Melting point [° C] | R 1 | R 2 | R 3 | R 4 | R 5 |
|---|---|---|---|---|---|---|---|---|---|---|
| Validamycin A | 37248-47-8 | 443629 | C 20 H 35 NO 13 | 497.5 | 95 | βGlc | H | H | H | H |
| Validamycin B | 102583-47-1 | 3086479 | C 20 H 35 NO 14 | 513.5 | 132-134 | βGlc | H | H | OH | H |
| Validamycin C | 12650-70-3 | 166727 | C 26 H 45 NO 18 | 659.64 | 142-160 | βGlc | H | H | H | βGlc |
| Validamycin D. | 12650-67-8 | 166726 | C 20 H 35 NO 13 | 497.5 | 125-130 | H | βGlc | H | H | H |
| Validamycin E. | 12650-71-4 | 202592 | C 26 H 45 NO 18 | 659.64 | 265-268 | αGlc (1 → 4) βGlc | H | H | H | H |
| Validamycin F | 12650-72-5 | C 26 H 45 NO 18 | 659.64 | 165-173 | ||||||
| Validamycin G. | 106054-17-5 | C 20 H 35 NO 14 | 513.5 | amorphous | βGlc | H | OH | H | H | |
| Validamycin H | 130812-69-0 | 3083161 | C 26 H 45 NO 18 | 659.64 | - | αGlc (1 → 6) βGlc | H | H | H | H |
Glc = D -Glucopyranosyl (see glycosidic bond )
The validamycins work by inhibiting trehalase and inositol biosynthesis.
Individual evidence
- ↑ Entry on Validamycine. In: Römpp Online . Georg Thieme Verlag, accessed on January 18, 2015.
- ↑ Joachim Müller, Thomas Boller , Andreas Wiemken: Effects of validamycin A, a potent trehalase inhibitor, and phytohormones on trehalose metabolism in roots and root nodules of soybean and cowpea . In: Planta . tape 197 , no. 2 , September 1995, p. 362–368 , doi : 10.1007 / bf00202658 ( PDF ).
- ^ GD Robson, PJ Kuhn, APJ Trinci: Effect of Validamycin A on the Inositol Content and Branching of Rhizoctonia cerealis and Other Fungi . In: Journal of General Microbiology . tape 135 , no. 4 , April 1, 1989, pp. 739-750 , doi : 10.1099 / 00221287-135-4-739 ( PDF ).