Dianemycin
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
| Category | Antibiotics |
| Catalog number | BBF-01837 |
| CAS | 35865-33-9 |
| Molecular Weight | 395.8 |
| Molecular Formula | C19H14ClN5O3 |
Online Inquiry
Description
Dianemycin is produced by the strain of Streptomyces hegroscopicus NRRL. It has activities against gram-positive bacteria, Mycobacterium, botrytis cinerea, potato early blight and mycoplasma galli, and it can inhibit coccidiosis infection.
Specification
| Synonyms | Dianemycin;35865-33-9;(2S,4R,8S,E)-8-((2S,2'R,4'S,5R,5'S,7R,7'R,8R,9S,9'S,10'R)-9-Hydroxy-2'-((2S,3S,5R,6R)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyltetrahydro-2H-pyran-2-yl)-9'-(((2S,5S,6R)-5-methoxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-2,4',8,10'-tetramethyl-1,1',6,6'-tetrao;CHEMBL4562316;SCHEMBL22604616;DTXSID501318435;AKOS040759430;HY-100528A;DA-62838;MS-31602;CS-0043615;G16527;(E,2S,4R,8S)-8-[(2S,5R,7S,8R,9R)-7-hydroxy-2-[(2R,4S,5S,7R,9S,10R)-2-[(2S,3S,5R,6R)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-9-[(2S,5S,6R)-5-methoxy-6-methyloxan-2-yl]oxy-4,10-dimethyl-1,6-dioxaspiro[4.5]decan-7-yl]-2,8-dimethyl-1,10-dioxaspiro[4.5]decan-9-yl]-2,4,6-trimethyl-5-oxonon-6-enoic acid; |
| IUPAC Name | (E,2S,4R,8S)-8-[(2S,5R,7S,8R,9R)-7-hydroxy-2-[(2R,4S,5S,7R,9S,10R)-2-[(2S,3S,5R,6R)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-9-[(2S,5S,6R)-5-methoxy-6-methyloxan-2-yl]oxy-4,10-dimethyl-1,6-dioxaspiro[4.5]decan-7-yl]-2,8-dimethyl-1,10-dioxaspiro[4.5]decan-9-yl]-2,4,6-trimethyl-5-oxonon-6-enoic acid |
| Canonical SMILES | C1=CC(=CC(=C1)Cl)CN2C=C(N=N2)CN3C4=C(C=C(C=C4)C(=O)N)C(=O)C3=O |
| InChI | InChI=1S/C47H78O14/c1-24(40(50)25(2)18-28(5)43(51)52)17-26(3)41-31(8)34(49)22-45(59-41)16-15-44(11,61-45)38-21-36(56-39-14-13-35(54-12)33(10)55-39)32(9)47(58-38)30(7)20-37(57-47)42-27(4)19-29(6)46(53,23-48)60-42/h17,25-39,41-42,48-49,53H,13-16,18-23H2,1-12H3,(H,51,52)/b24-17+/t25-,26+,27+,28+,29-,30+,31-,32-,33-,34+,35+,36+,37-,38-,39-,41-,42+,44+,45-,46+,47+/m1/s1 |
| InChI Key | FELYAZAWTURXNF-KWJIWYEDSA-N |
Properties
| Appearance | Solid |
| Antibiotic Activity Spectrum | Gram-positive bacteria; mycobacteria; mycoplasma |
| Density | 1.21g/cm3 |
Reference Reading
1. Antibiotic A-130, isolation and characterization
K Motokawa, M Mayama, Y Yasuda, T Kubota, G Hinoh J Antibiot (Tokyo) . 1975 Dec;28(12):931-4. doi: 10.7164/antibiotics.28.931.
An antibiotic, A-130, was isolated from a strain identified as Streptomyces hygroscopicus, strain A-130. The antibiotic belongs to the nigericin group and like dianemycin, has an alpha, beta-unsaturated ketone chromophore in its molecule. A-130 is active against gram-positive organisms.
2. Studies on the ionophorous antibiotics. XXV. The assignments of the 13C-NMR spectra of dianemycin and lenoremycin
M Yamagishi, A Kawashima, K Mizoue, M Ozeki, T Mizutani, S Omura, N Otake, H Seto J Antibiot (Tokyo) . 1980 Feb;33(2):144-56. doi: 10.7164/antibiotics.33.144.
All the resonances observed in the 13C-NMR spectra of polyether antibiotics, dianemycin and lenoremycin (Ro 21-6150) have been assigned by the aid of selective proton decoupling experiments, T1 value measurements and biosynthetic methods as well as comparison to model compounds such as monensin, nigericin, etheromycin and carriomycin.
3. Topical anti-inflammatory activity of dianemycin isolated fromStreptomyces sp. MT 2705-4
J S Ahn, H P Kim, B K Park, S J Lee, H S Lee, S C Ahn Arch Pharm Res . 1997 Aug;20(4):372-4. doi: 10.1007/BF02976203.
In order to develop new anti-inflammatory agents having different action mechanisms compared with nonsteroidal and steroidal anti-inflammatory drugs, the culture broths of various actinomycetes isolated from soil were screened using anin vivo mouse ear edma assay and one strain (Streptomyces sp. MT 2705-4: KCTC 8651P) was selected. Activity-guided purification led to the isolation of a polyether compound, dianemycin. Topically, dianemycin showed a potent anti-inflammatory activity in mouse ear edema induced by croton-oil or arachidonic acid. ED(50) value of dianemycin was found to be 0.8 mg/ear compared to 0.4 mg/ear of prednisolone in croton-oil ear edema. However, dianemycin did not show the inhibitory activity in UV-erythema and delayed hypersensitivity reaction. These results indicate that dianemycin is a potential topical anti-inflammatory agent.
Recommended Products
| BBF-05762 | Cyclosporin B | Inquiry |
| BBF-03816 | Milbemycin oxime | Inquiry |
| BBF-05734 | Irofulven | Inquiry |
| BBF-03428 | Tubermycin B | Inquiry |
| BBF-01825 | Loganin | Inquiry |
| BBF-05808 | Triptolide | Inquiry |
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 ╳
