Feigrisolide B
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
| Category | Enzyme inhibitors |
| Catalog number | BBF-00906 |
| CAS | 313949-17-6 |
| Molecular Weight | 202.25 |
| Molecular Formula | C10H18O4 |
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Description
Feigrisolide B is a lactone produced by Streptomyces griseus. It has the activity of resisting Sporobolomyces ochreata and inhibiting Coxsackie virus B3. It also has moderate inhibitory activity of 3α-hydroxysterol dehydrogenase.
Properties
| Appearance | Oil |
| Antibiotic Activity Spectrum | yeast; viruses |
Reference Reading
1. Stereoselective synthesis of the published structure of feigrisolide A. Structural revision of feigrisolides A and B
Paula Alvarez-Bercedo, Juan Murga, Miguel Carda, J Alberto Marco J Org Chem. 2006 Jul 21;71(15):5766-9. doi: 10.1021/jo060314q.
The total synthesis of the proposed structure of feigrisolide A is reported. Ethyl (S)-3-hydroxybutyrate was the chiral starting material. A Brown asymmetric allylation and an Evans aldol reaction were key steps of the synthesis. The NMR data of the synthetic product are different from those of the natural product. The published structure of feigrisolide A is therefore erroneous. A subsequent comparison of spectral data strongly suggests that feigrisolides A and B are identical with (-)-nonactic acid and (+)-homononactic acid, respectively.
2. Feigrisolides A, B, C and D, new lactones with antibacterial activities from Streptomyces griseus
Y Q Tang, I Sattler, R Thiericke, S Grabley, X Z Feng J Antibiot (Tokyo). 2000 Sep;53(9):934-43. doi: 10.7164/antibiotics.53.934.
Four new lactone compounds, named feigrisolides A to D (1 to 4), have been isolated from Streptomyces griseus. The chemical structures were determined by detail analysis of their spectroscopic data and chemical transformations. Structurally, the feigrisolides A (1) and B (2) are hepta-lactones, feigrisolide C (3) and D (4) are 16-membered macrodiolides. Biological studies showed that feigrisolide B (2) exhibited strong antibacterial, as well as medium cyctotoxic, and antiviral activities. Feigrisolides A (1), C (3) and D (4) are medium inhibitors of 3alpha-hydroxysteroid-dehydrogenase (3alpha-HSD) inhibiting activity.
3. Dinactin from a new producer, Streptomyces badius gz-8, and its antifungal activity against the rubber anthracnose fungus Colletotrichum gloeosporioides
Kai Zhang, Liushuang Gu, Yuefeng Zhang, Zhiqiang Liu, Xiaoyu Li Microbiol Res. 2020 Nov;240:126548. doi: 10.1016/j.micres.2020.126548. Epub 2020 Jul 6.
Colletotrichum gloeosporioides is a main cause of rubber anthracnose, which results in very large losses for the natural rubber industry. In this study, an actinomycete strain gz-8 was isolated and had strong antagonistic activity against C. gloeosporioides, with an inhibition rate of 72.5 %. Strain gz-8 was identified as Streptomyces badius. Three active compounds were separated from S. badius gz-8 and identified as feigrisolide B, feigrisolide C and dinactin according to the mass spectrometry and NMR-spectra results. In the three compounds, dinactin exhibited the best antifungal activity against C. gloeosporioides, with an EC50 value of 2.55 μg/mL, and its minimum inhibitory concentration was 44 μg/mL. Dinactin had broad inhibitory activities against nine other pathogenic fungi, and it also had an obvious control effect on rubber anthracnose comparable to that of chlorothalonil. Dinactin could inhibit the conidiogenesis and spore germination of C. gloeosporioides. This report will contribute to understanding the antifungal activity of dinactin against C. gloeosporioides.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
