Names | |
---|---|
IUPAC name (11R,15R,17R)-4-Hydroxy-17-propyl-12,16-dioxatetracyclo[8.7.0.03,8.011,15]heptadeca-1(10),3(8),4,6-tetraene-2,9,13-trione [1] | |
Identifiers | |
3D model (JSmol) | |
6436493 | |
ChEBI | |
ChEMBL | |
ChemSpider | |
PubChem CID | |
UNII | |
CompTox Dashboard (EPA) | |
| |
| |
Properties | |
C18H16O6 | |
Molar mass | 328.320 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Frenolicin B is an antibiotic and antitumor agent with the molecular formula C18H16O6 which is produced by the bacterium Streptomyces roseofulvus . [2] [1] [3] Frenolicin B is a selective inhibitor of glutaredoxin 3 and peroxiredoxin 1. [4] [5]
Neomycin is an aminoglycoside antibiotic that displays bactericidal activity against gram-negative aerobic bacilli and some anaerobic bacilli where resistance has not yet arisen. It is generally not effective against gram-positive bacilli and anaerobic gram-negative bacilli. Neomycin comes in oral and topical formulations, including creams, ointments, and eyedrops. Neomycin belongs to the aminoglycoside class of antibiotics that contain two or more amino sugars connected by glycosidic bonds.
Streptomyces is the largest genus of Actinomycetota and the type genus of the family Streptomycetaceae. Over 500 species of Streptomyces bacteria have been described. As with the other Actinomycetota, streptomycetes are gram-positive, and have genomes with high GC content. Found predominantly in soil and decaying vegetation, most streptomycetes produce spores, and are noted for their distinct "earthy" odor that results from production of a volatile metabolite, geosmin.
Polyketides are a class of natural products derived from a precursor molecule consisting of a chain of alternating ketone (or reduced forms of a ketone) and methylene groups: (-CO-CH2-). First studied in the early 20th century, discovery, biosynthesis, and application of polyketides has evolved. It is a large and diverse group of secondary metabolites caused by its complex biosynthesis which resembles that of fatty acid synthesis. Because of this diversity, polyketides can have various medicinal, agricultural, and industrial applications. Many polyketides are medicinal or exhibit acute toxicity. Biotechnology has enabled discovery of more naturally-occurring polyketides and evolution of new polyketides with novel or improved bioactivity.
Doxorubicin, sold under the brand name Adriamycin among others, is a chemotherapy medication used to treat cancer. This includes breast cancer, bladder cancer, Kaposi's sarcoma, lymphoma, and acute lymphocytic leukemia. It is often used together with other chemotherapy agents. Doxorubicin is given by injection into a vein.
Geldanamycin is a 1,4-benzoquinone ansamycin antitumor antibiotic that inhibits the function of Hsp90 by binding to the unusual ADP/ATP-binding pocket of the protein. HSP90 client proteins play important roles in the regulation of the cell cycle, cell growth, cell survival, apoptosis, angiogenesis and oncogenesis.
Peroxiredoxin-1 is a protein that in humans is encoded by the PRDX1 gene.
In organic chemistry, enediynes are organic compounds containing two triple bonds and one double bond.
Streptomyces albofaciens is a bacterium species from the genus of Streptomyces which produces oxytetracycline, spiramycin, albopeptin A, albopeptin B and alpomycin.
Streptomyces canus is a bacterium species from the genus of Streptomyces which has been isolated from soil in the US. Streptomyces canus produces resistomycin, tetracenomycin D, amphomycin, aspartocin D and aspartocin E.
Streptomyces griseorubens is a bacterium species from the genus of Streptomyces which has been isolated from soil. Streptomyces griseorubens produces althiomycin. Streptomyces griseorubens produces matamycin and althiomycin.
Streptomyces griseosporeus is a bacterium species from the genus of Streptomyces. Streptomyces griseosporeus produces taitomycin, 2-amino-4-hydroxypentanonic acid and liposidomycins.
Streptomyces halstedii is a bacterium species from the genus of Streptomyces which has been isolated from deeper soil layers. Streptomyces halstedii produces magnamycin B, vicenistatin deltamycin A2, deltamycin A3, bafilomycin B1 and bafilomycin C1. Streptomyces halstedii also produces complex antifungal antibiotics like oligomycins and the antibiotics anisomycin and sinefungin.
Streptomyces hawaiiensis is a bacterium species from the genus of Streptomyces which has been isolated from soil in Hawaii in the United States. Streptomyces hawaiiensis produces bryamycin and acyldepsipeptides.
Streptomyces microflavus is a bacterium species from the genus of Streptomyces which has been isolated from soil. Streptomyces microflavus produces nemadectin, fattiviracin A1, milbemycin and deoxyuridines. Streptomyces microflavus also produces the ionophore valinomycin. Streptomyces microflavus is also known to cause potato common scab disease in Korea.
Carbocyclic nucleosides are nucleoside analogues in which a methylene group has replaced the oxygen atom of the furanose ring. These analogues have the nucleobase attached at a simple alkyl carbon rather than being part of a hemiaminal ether linkage. As a result, they have increased chemical stability. They also have increased metabolic stability because they are unaffected by phosphorylases and hydrolases that cleave the glycosidic bond between the nucleobase and furanose ring of nucleosides. They retain many of the biological properties of the original nucleosides with respect to recognition by various enzymes and receptors.
Kitasatospora purpeofusca is a bacterium species from the genus Kitasatospora which has been isolated from soil in Japan. Kitasatospora purpeofusca produces negamycin, aestivophoenin A, aestivophoenin B, aestivophoenin C and heptaene.
Streptomyces rochei is a bacterium species from the genus of Streptomyces which has been isolated from soil in Russia. Streptomyces rochei produces borrelidin, butyrolactol A, butyrolactol B, uricase and streptothricin. Streptomyces rochei has antifungal activity against Fusarium oxysporum f.sp. lycopersici and Aspergillus fumigatus. Streptomyces rochei produces moenomycin and bambermycin. Streptomyces rochei produces amicetin A, amicetin B, amicetin C and streptolin. Streptomyces rochei produces endo-β-N-acetylglucosaminidase mithramycin, amicetin, bamicetin, and plicacetin.
Streptomyces roseofulvus is a bacterium species from the genus of Streptomyces which has been isolated from soil. Streptomyces roseofulvus produces deoxyfrenolicin and frenolicin B.
C-1027 or Lidamycin is an antitumor antibiotic consisting of a complex of an enediyne chromophore and an apoprotein. It shows antibiotic activity against most Gram-positive bacteria. It is one of the most potent cytotoxic molecules known, due to its induction of a higher ratio of DNA double-strand breaks than single-strand breaks.
Gilvocarcin V is an antitumor agent and an antibiotic which is active against Gram-positive bacteria with the molecular formula C27H26O9.Gilvocarcin V is produced by the bacterium Streptomyces griseoflavus and other Streptomyces bacteria. Gilvocarcin V is a strong inhibitor of the DNA synthesis.