BE-52440A
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| Category | Mycotoxins |
| Catalog number | BBF-03241 |
| CAS | 195051-22-0 |
| Molecular Weight | 698.69 |
| Molecular Formula | C34H34O14S |
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Description
BE-52400A is a cytotoxicity produced by Streptomyces sp. A52400. It has anti-proliferative effect on mouse tumor cell lines such as P388 leukemia and colon 26 colon and human tumor cell lines such as DLD1 (colon), PC-13 (lung), MKN-45 (stomach), etc., with IC50 of 6.1, 2.1, 0.47, 3.9, 0.88 μg/mL.
Specification
| IUPAC Name | methyl 2-[4a-[[9,10a-dihydroxy-3-(2-methoxy-2-oxoethyl)-1-methyl-5,10-dioxo-3,4-dihydro-1H-benzo[g]isochromen-4a-yl]sulfanyl]-9,10a-dihydroxy-1-methyl-5,10-dioxo-3,4-dihydro-1H-benzo[g]isochromen-3-yl]acetate |
| Canonical SMILES | CC1C2(C(=O)C3=C(C=CC=C3O)C(=O)C2(CC(O1)CC(=O)OC)SC45CC(OC(C4(C(=O)C6=C(C5=O)C=CC=C6O)O)C)CC(=O)OC)O |
| InChI | InChI=1S/C34H34O14S/c1-15-33(43)29(41)25-19(7-5-9-21(25)35)27(39)31(33,13-17(47-15)11-23(37)45-3)49-32-14-18(12-24(38)46-4)48-16(2)34(32,44)30(42)26-20(28(32)40)8-6-10-22(26)36/h5-10,15-18,35-36,43-44H,11-14H2,1-4H3 |
| InChI Key | ZNGDPFXOZZOOAY-UHFFFAOYSA-N |
Properties
| Antibiotic Activity Spectrum | neoplastics (Tumor) |
| Boiling Point | 908.0±65.0°C |
| Melting Point | >211°C (dec.) |
| Density | 1.58±0.1 g/cm3 |
Reference Reading
1. [N01WA-735E, a human leukocyte elastase inhibitor from metabolites of microorganisms]
Ya-Shan Wei, Hua Zhang, Xin-Hua Lu, Yue-Sheng Dong, Bao-Hua Zhao Sheng Wu Gong Cheng Xue Bao. 2007 Nov;23(6):1112-5.
Human leukocyte elastase is an important selection target of inflammation and cancer. In this paper, a high throughput screening model was established for screening human leukocyte elastase inhibitors from thousands of strains of actinomycetes. As a result, a strain, N01WA-735 with potent suppression activity was isolated. Firstly, the strain N01WA-735 was identified as Streptomyces according to morphology and biochemical analysis. The Streptomyces N01WA-735 was processed by solvent extraction, silica column chromatography, Sephadex LH-20 column chromatography and crystallization to get a pure active compound named N01WA-735E. Its chemical structure was elucidated as the same as that of the compound named BE-52440A by physicochemical properties and spectral data of UV, MS, 1H-NMR and 13C-NMR respectively. The compound showed a strong inhibitory activity against human leukocyte elastase with IC50 of 3.02 micromol/L. The compound is reported as a human leukocyte elastase inhibitor for the first time.
2. Naquihexcin A, a S-Bridged Pyranonaphthoquinone Dimer Bearing an Unsaturated Hexuronic Acid Moiety from a Sponge-Derived Streptomyces sp. HDN-10-293
Qian Che, Hongsheng Tan, Xiaoning Han, Xiaomin Zhang, Qianqun Gu, Tianjiao Zhu, Dehai Li Org Lett. 2016 Jul 15;18(14):3358-61. doi: 10.1021/acs.orglett.6b01485. Epub 2016 Jun 24.
S-Bridged pyranonaphthoquinone dimers, naquihexcins A and B (1 and 2), together with a related analogue (-)-BE-52440A (3) were obtained from the culture of a sponge-derived Streptomyces sp. HDN-10-293. Naquihexcin A (1) bears a rare unsaturated hexuronic acid moiety, and (-)-BE-52440A (3) has been discovered from natural resources. Compound 3 showed cytotoxicity against NB4 and HL-60 cells, while 1 could inhibit the proliferation of the adriamycin resistant human breast cancer cell line MCF-7 ADM.
3. New cytotoxic agents, BE-52440A and B, produced by a streptomycete
M Tsukamoto, S Nakajima, K Murooka, M Naito, H Suzuki, M Hirayama, K Hirano, K Kojiri, H Suda J Antibiot (Tokyo). 2000 Jul;53(7):687-93. doi: 10.7164/antibiotics.53.687.
New cytotoxic substances, designated BE-52440A and B, were isolated from the mycelium of Streptomyces sp. A52440. The active principles were extracted from the mycelium by methanol and purified by silica gel column chromatography. BE-52440A and B exhibited cytotoxic activity against murine and human tumor cell lines.
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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 ╳
