BE-31405
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| Category | Antibiotics |
| Catalog number | BBF-03233 |
| CAS | |
| Molecular Weight | 532.58 |
| Molecular Formula | C28H36O10 |
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Description
BE-31405 is an antifungal antibiotic produced by Penicillum minioluteum F31405. It has activity against pathogenic fungi such as Candida albicans and Cryptococcus neoformans (MIC 3.13-6.25 μg/mL), and has no cytotoxicity to mammalian cells (such as P388 murine leukemia, etc.).
Specification
| IUPAC Name | (1R,2S,4R,5R,8R,9S,11R)-2-[[(1R,5R,7S,8S,9R)-8-acetyloxy-9-hydroxy-2,4,6-trioxatricyclo[3.3.1.03,7]nonan-5-yl]oxymethyl]-9-formyl-5-methyl-13-propan-2-yltetracyclo[7.4.0.02,11.04,8]tridec-12-ene-1-carboxylic acid |
| Canonical SMILES | CC1CCC2C1CC3(C4CC2(C3(C(=C4)C(C)C)C(=O)O)C=O)COC56C(C7C(C(O5)C(O7)O6)OC(=O)C)O |
| InChI | InChI=1S/C28H36O10/c1-12(2)18-7-15-8-25(10-29)17-6-5-13(3)16(17)9-26(15,27(18,25)24(32)33)11-34-28-22(31)20-19(35-14(4)30)21(37-28)23(36-20)38-28/h7,10,12-13,15-17,19-23,31H,5-6,8-9,11H2,1-4H3,(H,32,33)/t13-,15+,16-,17-,19+,20+,21+,22-,23?,25+,26+,27+,28-/m1/s1 |
| InChI Key | ULHRLJDDVCQHQE-JFRBHHCISA-N |
Properties
| Antibiotic Activity Spectrum | fungi |
| Density | 1.4±0.1 g/cm3 |
Reference Reading
1. Induced production of BE-31405 by co-culturing of Talaromyces siamensis FKA-61 with a variety of fungal strains
Kenichi Nonaka, Masato Iwatsuki, Syunsuke Horiuchi, Kazuro Shiomi, Satoshi Ōmura, Rokuro Masuma J Antibiot (Tokyo). 2015 Sep;68(9):573-8. doi: 10.1038/ja.2015.28. Epub 2015 Mar 25.
While isolating fungal strains from soil samples, two strains, Talaromyces siamensis FKA-61 and Phomopsis sp. FKA-62, were found to produce a black pigment near the boundary with an adjoining colony on agar plates. Moreover, strain FKA-61 inhibited the growth of strain FKA-62. Co-culture of T. siamensis FKA-61 with Phomopsis sp. FKA-62 resulted in the production of an antifungal agent, BE-31405, which proved active against Phomopsis sp. FKA-62. We screened for fungal genera that have the ability to induce production of antifungal BE-31405. Surprisingly, production of BE-31405 was induced only by co-culturing T. siamensis FKA-61 with a variety of BE-31405-sensitive fungal strains but never with BE-31405-insensitive strains. This is the first report of the induced production of a specific antibiotic active against antibiotic-sensitive fungal strains by co-culturing with them.
2. BE-31405, a new antifungal antibiotic produced by Penicillium minioluteum. I. Description of producing organism, fermentation, isolation, physico-chemical and biological properties
H Okada, S Kamiya, Y Shiina, H Suwa, M Nagashima, S Nakajima, H Shimokawa, E Sugiyama, H Kondo, K Kojiri, H Suda J Antibiot (Tokyo). 1998 Dec;51(12):1081-6. doi: 10.7164/antibiotics.51.1081.
A new antifungal antibiotic, BE-31405, was isolated from the culture broth of a fungal strain, Penicillium minioluteum F31405. BE-31405 was isolated by adsorption on high porous polymer resin (Diaion HP-20), followed by solvent extraction, precipitation and crystallization. BE-31405 showed potent growth inhibitory activity against pathogenic fungal strains such as Candida albicans, Candida glabrata and Cryptococcus neoformans, but did not show cytotoxic activity against mammalian cells such as P388 mouse leukemia. The mechanism studies indicated that BE-31405 inhibited the protein synthesis of C. albicans but not of mammalian cells.
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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 ╳
