Dynemicin Q
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| Category | Antibiotics |
| Catalog number | BBF-01194 |
| CAS | 138370-14-6 |
| Molecular Weight | 513.45 |
| Molecular Formula | C28H19NO9 |
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Description
It is produced by the strain of Micromonospora chersina M956-1. Although the activity of this antibiotic is lower than Dynemicin A, it still has strong anti-gram-positive bacterial activity, such as Staphylococcus aureus FDA 209P (MIC is 0.08 μg/mL).
Specification
| Synonyms | 9,8,14-(2)Buten(1)yl(4)ylideneanthra(1,2-b)benz(f)azocine-5,6,20-trione,8,9,14,15-tetrahydro-1,4,6,8,17,19-hexahydroxy-18-methyl-, (8R-(8alpha,9beta,14beta,17S*))- |
| IUPAC Name | (2R,3S,7S,14S)-2,3,5,20,23,27-hexahydroxy-4-methyl-15-azaheptacyclo[14.12.0.02,7.03,14.08,13.017,26.019,24]octacosa-1(28),4,8,10,12,16,19,21,23,26-decaene-6,18,25-trione |
| Canonical SMILES | CC1=C(C(=O)C2C3=CC=CC=C3C4C1(C2(C5=CC(=C6C(=C5N4)C(=O)C7=C(C=CC(=C7C6=O)O)O)O)O)O)O |
| InChI | InChI=1S/C28H19NO9/c1-9-22(33)25(36)20-10-4-2-3-5-11(10)26-27(9,37)28(20,38)12-8-15(32)18-19(21(12)29-26)24(35)17-14(31)7-6-13(30)16(17)23(18)34/h2-8,20,26,29-33,37-38H,1H3/t20-,26+,27+,28+/m1/s1 |
| InChI Key | CUJOMOBZUHNQJD-DLMOMKDTSA-N |
Properties
| Appearance | Blue Powder |
| Antibiotic Activity Spectrum | gram-posotive becteria |
| Solubility | Soluble in Methanol, DMSO, Benzene |
Reference Reading
1. Cytotoxicity and DNA-binding property of non-diynene class of dynemicins and aza-anthraquinones
R Shirai, R Shimazawa, M Shichita, M Takahashi, Y Hashimoto, S Iwasaki Nucleic Acids Symp Ser. 1995;(34):151-2.
Dynemicin A is a potent antibacterial and antitumor antibiotic having a striking hybrid structure of both anthraquinone as a DNA intercalator and diynene as a DNA strand breaker. We have investigated the DNA-binding property and cytotoxicity of non-diynene class of dynemicins (H, L, M, O and Q) and several related synthetic tri- and pentacyclic aza-anthraquinones 1a-3a (R = H) and 1b-3b (R = CH3). Among them, dynemicin H, L, M, O, Q, 1a, 1b and 2b exhibited DNA-binding property. All non-diynene class of dynemicins investigated exhibited intercalative binding activity, however, synthetic aza-anthraquinones 1a-3a did not show such ability. Dynemicin H, Q, 2a, 2b and 3b showed cytotoxicity against HL-60 and K-562 cell lines.
2. Dynemicins O, P and Q: novel antibiotics related to dynemicin A isolation, characterization and biological activity
M Miyoshi-Saitoh, N Morisaki, Y Tokiwa, S Iwasaki, M Konishi, K Saitoh, T Oki J Antibiot (Tokyo). 1991 Oct;44(10):1037-44. doi: 10.7164/antibiotics.44.1037.
New antibiotics, dynemicins O (3), P (4) and Q (5), were isolated from the culture broth of Micromonospora chersina M956-1, the dynemicin A (1)-producing strain. An ethyl acetate extract of a tank culture was roughly separated by a column of Diaion SP-800 and was further purified by combining a variety of column chromatographies to afford a few mg of compounds 3, 4 and 5. Their structures, analyzed from the spectral data, had a bridging phenylene group, a vic-diol and an oxo group in place of the respective 1,5-diyn-3-ene bridge, the epoxide ring and the carboxyl group in dynemicin A. Their biological activities were evaluated against bacteria and tumor 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 ╳
