98474-21-6
Chemical Structure
Urdamycin A
- CAS No.: 98474-21-6
- Formula:C43H56O17
- Molecular Weight:844.89
IUPAC Name: (3R,4aR,12bS)-9-((2R,4R,5R,6R)-4-(((2S,5S,6S)-5-(((2S,4R,5S,6R)-4,5-dihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-6-methyltetrahydro-2H-pyran-2-yl)oxy)-5-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)-3,4a,8-trihydroxy-12b-(((2S,5S,6S)-5-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-3-methyl-3,4,4a,12b-tetrahydrotetraphene-1,7,12(2H)-trione
InChIKey: FJSYXNOFZQFOAN-FXPMUEKOSA-N
SMILES: O=C(C1=C(O)C([C@H]2C[C@H]([C@@H]([C@H](O2)C)O)O[C@@H]3O[C@H]([C@H](CC3)O[C@H]4C[C@H]([C@@H]([C@H](O4)C)O)O)C)=CC=C1C5=O)C(C=C[C@@]6(C[C@@](O)(CC7=O)C)O)=C5[C@]67O[C@@H]8O[C@H]([C@H](CC8)O)C
Biological Activity: Urdamycin A is an Angucycline-class Antibiotic. Urdamycin A can be derived from Streptomyces fradiae, S. fradiae Tu2717, and S. ardesiacus. Urdamycin A inhibits Gram-positive bacteria and Gram-negative bacteria. Urdamycin A lacks antifungal activity. Urdamycin A has anticancer activity against leukemia[1][2][3][4][5].
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Urdamycin A | Urdamycin A is an Angucycline-class Antibiotic. Urdamycin A can be derived from Streptomyces fradiae, S. fradiae Tu2717, and S. ardesiacus. Urdamycin A inhibits Gram-positive bacteria and Gram-negative bacteria. Urdamycin A lacks antifungal activity. Urdamycin A has anticancer activity against leukemia. | |||||||||||||||||||||
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References
- [1]. DRAUTZ H, et al. Metabolic products of microorganisms. 234 Urdamycins, new angucycline antibiotics from Streptomyces fradiae I. Isolation, characterization and biological properties. The Journal of Antibiotics. 1986;39(12):1657-69. [Content Brief]
- [2]. Acharya P P. Synthesis and Antitumor Activities of Aquayamycin and Analogues of Derhodinosylurdamycin A and Synthesis of S-Linked Trisaccharide Glycal of Derhodinosylurdamycin A[D]. University of Toledo, 2019.
- [3]. Anh CV, et al. New angucycline glycosides from a marine-derived bacterium Streptomyces ardesiacus. International Journal of Molecular Sciences. 2022 Nov 9;23(22):13779.
- [4]. Trefzer A, et al. Elucidation of the function of two glycosyltransferase genes (lanGT1 and lanGT4) involved in landomycin biosynthesis and generation of new oligosaccharide antibiotics. Chemistry & biology. 2001 Dec;8(12):1239-52.
- [5]. Kirschning A, et al. Syntheses and biological evaluation of new glyco-modified angucyclin-antibiotics. Bioorganic & medicinal chemistry. 2000 Sep;8(9):2347-54.
