Anthranilamide 1f
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| Category | Others |
| Catalog number | BBF-00482 |
| CAS | |
| Molecular Weight | 297.35 |
| Molecular Formula | C18H19NO3 |
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Description
It is produced by the strain of Streptomyces sp. B7747. Antichlorella activity. MIC is 20-107μg/mL. Anthranilamide 1f is more active than the corresponding free acid. All the anthranilamide has no antibacterial activity against Staphylococcus aureus, Escherichia coli and Mucor mirabilis.
Specification
| IUPAC Name | methyl 2-(N-methyl-3-phenylpropanamido)benzoate |
Reference Reading
1. 2,3-Dihydroquinazolin-4(1H)-one derivatives as potential non-peptidyl inhibitors of cathepsins B and H
Mamta Singh, Neera Raghav Bioorg Chem. 2015 Apr;59:12-22. doi: 10.1016/j.bioorg.2015.01.005. Epub 2015 Jan 28.
A direct correlation between cathepsin expression-cancer progression and elevated levels of cathepsins due to an imbalance in cellular inhibitors-cathepsins ratio in inflammatory diseases necessitates the work on the identification of potential inhibitors to cathepsins. In the present work we report the synthesis of some 2,3-dihydroquinazolin-4(1H)-ones followed by their evaluation as cysteine protease inhibitors in general and cathepsin B and cathepsin H inhibitors in particular. 2,3-Dihydroquinazolin-4(1H)-ones, synthesized by the condensation of anthranilamide and carbonyl compound in presence of PPA-SiO2 catalyst, were characterized by spectral analysis. The designed compounds were screened as inhibitors to proteolysis on endogenous protein substrates. Further, a distinct differential pattern of inhibition was obtained for cathepsins B and H. The inhibition was more to cathepsin B with Ki values in nanomolar range. However, cathepsin H was inhibited at micromolar concentration. Maximum inhibition was shown by compounds, 1e and 1f for cathepsin B and compounds 1c and 1f for cathepsin H. The synthesized compounds were established as reversible inhibitors of cathepsins B and H. The results were also compared with the energy of interaction between enzyme active site and compounds using iGemdock software.
2. Anthranilamides: new antimicroalgal active substances from a marine Streptomyces sp
M A Biabani, M Baake, B Lovisetto, H Laatsch, E Helmke, H Weyland J Antibiot (Tokyo). 1998 Mar;51(3):333-40. doi: 10.7164/antibiotics.51.333.
2-[Methyl-(3-phenylpropionyl)amino]-benzoic acid (1e) was isolated from a culture of marine Streptomyces sp. strain B7747. Analogous compounds have potential importance as phytotoxic substances, hence compound 1e and the analogues 1a approximately 1d and 1f approximately 3a were synthesised. Antimicroalgal activity of the anthranilamide analogues showed that esters 1b, 1f and 2b were more active than the free acids. The minimum inhibitory concentration (MIC) against Chlorella vulgaris, Chlorella sorokiniana, Chlorella salina and Scenedesmus subspicatus ranged from 20 to 107 micrograms/ml. All anthranilamides were inactive against Staphylococcus aureus, Escherichia coli, and Mucor miehei.
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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 ╳
