Tetramycin
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| Category | Antibiotics |
| Catalog number | BBF-03504 |
| CAS | 11076-50-9 |
| Molecular Weight | 695.79 |
| Molecular Formula | C35H53NO13 |
| Purity | >98% |
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Description
Tetramycin is a polyene macrolide tetraene antibiotic produced by Str. noursei var. jenensis JA 3789. It has anti-fungal and protozoan activity, but its antiprotozoal activity is weak.
Specification
| Synonyms | Tetramycin A; 24-Demethyl-24-ethyltetrin A |
| Storage | Store at -20°C |
| IUPAC Name | (7E,13E,15E,17E,19E)-21-(4-amino-3,5-dihydroxy-6-methyloxan-2-yl)oxy-12-ethyl-1,3,5,25-tetrahydroxy-11-methyl-9-oxo-10,27-dioxabicyclo[21.3.1]heptacosa-7,13,15,17,19-pentaene-24-carboxylic acid |
| Canonical SMILES | CCC1C=CC=CC=CC=CC(CC2C(C(CC(O2)(CC(CC(CC=CC(=O)OC1C)O)O)O)O)C(=O)O)OC3C(C(C(C(O3)C)O)N)O |
| InChI | InChI=1S/C35H53NO13/c1-4-22-12-9-7-5-6-8-10-14-25(48-34-32(42)30(36)31(41)21(3)47-34)17-27-29(33(43)44)26(39)19-35(45,49-27)18-24(38)16-23(37)13-11-15-28(40)46-20(22)2/h5-12,14-15,20-27,29-32,34,37-39,41-42,45H,4,13,16-19,36H2,1-3H3,(H,43,44)/b7-5+,8-6+,12-9+,14-10+,15-11+ |
| InChI Key | DVWJFTGEISXVSH-BTWJUTKQSA-N |
Properties
| Appearance | Colorless Needle Crystal |
| Antibiotic Activity Spectrum | fungi; parasites |
| Boiling Point | 960.2±65.0°C at 760 mmHg |
| Melting Point | 260°C(dec.) |
| Density | 1.33±0.1 g/cm3 |
| Solubility | Soluble in DMSO |
Reference Reading
1. Baseline sensitivity and bioactivity of tetramycin against Sclerotium rolfsii isolates in Huanghuai peanut-growing region of China
Ya He, Pengqiang Du, Te Zhao, Fei Gao, Meizi Wang, Jingjing Zhang, Leiming He, Kaidi Cui, Lin Zhou Ecotoxicol Environ Saf. 2022 Jun 15;238:113580. doi: 10.1016/j.ecoenv.2022.113580. Epub 2022 May 2.
Peanut stem rot caused by Sclerotium rolfsii is a serious soil-borne disease and poses a threat to the peanut production. The antibiotic fungicide tetramycin has a broad antifungal spectrum against multiple pathogens and possess low environmental risks. In current study, a total of 250 isolates collected from Huanghuai peanut-growing region of China (Henan, Shandong and Hebei Province) were used to establish the baseline sensitivity of S. rolfsii to tetramycin. The baseline sensitivity curve was unimodal and distributed from 0.01 to 0.36 mg/L, with a mean EC50 (50% effective concentration) value of 0.11 ± 0.06 mg/L. Tetramycin also had strong inhibitory activity on the formation and germination of sclerotia. There was no significant correlation of S. rolfsii sensitivity to tetramycin and other commonly used SDHI (succinate dehydrogenase inhibitor), QoI (quinone outside respiration inhibitor) and DMI (demethylation inhibitor) fungicides. Moreover, tetramycin significantly increased the cell membrane permeability and reduced the oxalate acid content. Greenhouse experiments showed that tetramycin has both protective and curative efficacy against S. rolfsii, while protective efficacy was higher than curative efficacy. Anyhow, the bioactivity of tetramycin is similar (curative efficacy) or higher (protective efficacy) than the control fungicide validamycin. In terms of application method, root drench may be more suitable for tetramycin than spraying, because root drench of tetramycin obtained a higher efficacy. These results indicated that tetramycin may be a potential alternative fungicide for the efficient control of peanut stem rot.
2. Co-Application of Tetramycin and Chitosan in Controlling Leaf Spot Disease of Kiwifruit and Enhancing Its Resistance, Photosynthesis, Quality and Amino Acids
Cheng Zhang, Haitao Li, Xiaomao Wu, Yue Su, Youhua Long Biomolecules. 2022 Mar 25;12(4):500. doi: 10.3390/biom12040500.
Leaf spot disease caused by Lasiodiplodia theobromae and Alternaria tenuissima is a seriously fungal disease in kiwifruit production. In this study, the co-application of tetramycin and chitosan against leaf spot disease in kiwifruit and its effects on the disease resistance, photosynthesis, quality and amino acids of kiwifruit were investigated. The results show that tetramycin exhibited an excellent antifungal activity against L. theobromae and A. tenuissima with EC50 values of 2.37 and 0.16 mg kg-1. In the field, the foliar co-application of tetramycin and chitosan could effectively control leaf spot disease with control efficacy of 89.44% by spraying 0.3% tetramycin aqueous solutions (AS) 5000 time liquid + chitosan 100 time liquid, which was significantly (ANOVA, p < 0.01) higher than 79.80% of 0.3% tetramycin AS 5000 time liquid and 56.61% of chitosan 100 time liquid. Simultaneously, the co-application of tetramycin and chitosan was more effective than tetramycin or chitosan alone in enhancing the disease resistance and photosynthesis of kiwifruit leaves, as well as improving the quality and amino acids of kiwifruit fruits. This work highlights that chitosan is a practicable, cost-effective and eco-friendly adjuvant of tetramycin for controlling leaf spot disease of kiwifruit, enhancing resistance and photosynthesis of leaves and improving quality and amino acids of fruits.
3. Co-Application of Tetramycin and Matrine Improves Resistance of Kiwifruit against Soft Rot Disease and Enhances Its Quality and Amino Acids
Cheng Zhang, Wenzhi Li, Youhua Long, Yue Su, Qinghai Zhang Antibiotics (Basel). 2022 May 17;11(5):671. doi: 10.3390/antibiotics11050671.
Soft rot disease caused by Botryosphaeria dothidea and Phomopsis sp. is the most serious fungal disease of the kiwifruit production area in southwest China. In this work, the role of the co-application of tetramycin and matrine in the resistance of kiwifruit fruits against soft rot disease and its effects on development, quality and amino acids of kiwifruit fruits were investigated. The results indicate that matrine exhibited an outstanding toxicity against B. dothidea RF-1 and Phomopsis sp. RF-2 with EC50 values of 0.442 and 0.332 mg kg-1. The foliar co-application of 0.3% tetramycin aqueous solutions (AS) 5000-fold liquid + 0.5% matrine AS 1000-fold liquid could effectively control soft rot disease with a control efficacy of 82.68%, which was significantly (p < 0.05) higher than 75.19% of 0.3% tetramycin AS 5000-fold liquid and significantly (p < 0.01) higher than 68.50% of 0.5% matrine AS 500-fold liquid. Moreover, the co-application of tetramycin and matrine was more effective than tetramycin or matrine alone in improving disease resistance, quality and amino acids of kiwifruit fruits. This study highlights that the co-application of tetramycin and matrine can be used as a practicable, cost-effective and environmentally friendly candidate or alternative approach for controlling soft rot disease of kiwifruit.
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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 ╳
