Benzomalvin B
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| Category | Others |
| Catalog number | BBF-00630 |
| CAS | 157047-97-7 |
| Molecular Weight | 379.41 |
| Molecular Formula | C24H17N3O2 |
| Purity | ≥95% |
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Description
It is produced by the strain of Penicillum sp. Benzomalvin B was isolated as an active inhibitor of substance P binding to mammalian neurokinin NK1 receptors. Benzomalvin B is a fungal metabolite produced by Penicillium. It acts as an antagonist of neurokinin-1 (NK1) receptors, inhibiting binding of substance P by 24% in vitro when used at a concentration of 100 μg/ml.
Specification
| Synonyms | (-)-Benzomalvin B; Enzomalvin-B |
| IUPAC Name | (7E)-7-benzylidene-6-methylquinazolino[3,2-a][1,4]benzodiazepine-5,13-dione |
| Canonical SMILES | CN1C(=CC2=CC=CC=C2)C3=NC4=CC=CC=C4C(=O)N3C5=CC=CC=C5C1=O |
| InChI | InChI=1S/C24H17N3O2/c1-26-21(15-16-9-3-2-4-10-16)22-25-19-13-7-5-11-17(19)24(29)27(22)20-14-8-6-12-18(20)23(26)28/h2-15H,1H3/b21-15+ |
| InChI Key | HXDZMNFJQNZXKW-RCCKNPSSSA-N |
Properties
| Appearance | White Solid |
| Antibiotic Activity Spectrum | fungi |
| Solubility | Soluble in DMSO. |
Reference Reading
1. Benzomalvins, new substance P inhibitors from a Penicillium sp
D M Sedlock, R Cooper, C J Barrow, H H Sun, A M Gillum J Antibiot (Tokyo) . 1994 May;47(5):515-22. doi: 10.7164/antibiotics.47.515.
In the course of screening microbial broths for neurokinin receptor antagonists, a series of new benzodiazepines, benzomalvins A (1), B (2) and C (3), has been isolated from the culture broth of a fungus identified as a Penicillium sp. Benzomalvin A (1) showed inhibitory activity against substance P with Ki values of 12, 42 and 43 microM at the guinea pig, rat and human neurokinin NK1 receptors, respectively. Benzomalvins B (2) and C (3) were only weakly active. The structures of these compounds were determined by spectroscopic methods including MS measurements and NMR analysis.
2. A scalable platform to identify fungal secondary metabolites and their gene clusters
Thomas Velk, KaHoua Yang, Kenneth D Clevenger, Cynthia Chen, Md Nurul Islam, Maria H Verdan, Jonathan M Palmer, Nancy P Keller, Jin Woo Bok, Peng Gao, Chengcang C Wu, Neil L Kelleher, Rosa Ye, Galen P Miley, Matthew Lamprecht, Matthew T Robey, Paul M Thomas Nat Chem Biol . 2017 Aug;13(8):895-901. doi: 10.1038/nchembio.2408.
The genomes of filamentous fungi contain up to 90 biosynthetic gene clusters (BGCs) encoding diverse secondary metabolites-an enormous reservoir of untapped chemical potential. However, the recalcitrant genetics, cryptic expression, and unculturability of these fungi prevent scientists from systematically exploiting these gene clusters and harvesting their products. As heterologous expression of fungal BGCs is largely limited to the expression of single or partial clusters, we established a scalable process for the expression of large numbers of full-length gene clusters, called FAC-MS. Using fungal artificial chromosomes (FACs) and metabolomic scoring (MS), we screened 56 secondary metabolite BGCs from diverse fungal species for expression in Aspergillus nidulans. We discovered 15 new metabolites and assigned them with confidence to their BGCs. Using the FAC-MS platform, we extensively characterized a new macrolactone, valactamide A, and its hybrid nonribosomal peptide synthetase-polyketide synthase (NRPS-PKS). The ability to regularize access to fungal secondary metabolites at an unprecedented scale stands to revitalize drug discovery platforms with renewable sources of natural products.
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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 ╳
