| Identification | Back Directory | [Name]
DEACETYLANISOMYCIN FROM STREPTOMYCES*GRISEOLUS | [CAS]
27958-06-1 | [Synonyms]
SA 3097D1
deacetylanisomycin
DEACETYLANISOMYCIN FROM STREPTOMYCES*GRISEOLUS
3,4-Pyrrolidinediol, 2-[(4-methoxyphenyl)methyl]-, (2R,3S,4S)- | [Molecular Formula]
C12H17NO3 | [MDL Number]
MFCD00057885 | [MOL File]
27958-06-1.mol | [Molecular Weight]
223.27 |
| Chemical Properties | Back Directory | [Melting point ]
176-179° | [alpha ]
D25 -20.0° (methanol) | [Boiling point ]
390.7±37.0 °C(Predicted) | [density ]
1.233±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C
| [solubility ]
Methanol: soluble | [form ]
A solid | [pka]
9.2(at 25℃) |
| Hazard Information | Back Directory | [Description]
Deacetylanisomycin is a derivative of the protein and DNA synthesis inhibitor anisomycin with antimalarial and anticancer activity. It inhibits the growth of the P. falciparum strains K1 and T9-96 in vitro (IC50s = 40.29 and 33.57 μM, respectively). Deacetylanisomycin is cytotoxic to LU99 lung carcinoma and MCF-7 breast cancer cells (IC50s = 23 and 34 μM, respectively). It has been used as a negative control for assessment of protein synthesis inhibitor activity in molluscan neurons. | [Uses]
Agricultural fungicide. | [Uses]
Deacetylanisomycin is the core structure of a family of dihydroxypyrrolidines produced by several species of Streptomyces. Anisomycin esters are potent inhibitors of protein synthesis. While considered inactive, deacetylanisomycin is a potent growth regulator in plants and its underlying pharmacology is poorly researched. This is all the more significant as anisomycin undergoes facile hydrolysis to deacetylanisomycin in polar solvents in vitro, and in vivo. | [References]
[1] Y HOSOYA. Anisomycin and new congeners active against human tumor cell lines.[J]. Journal of Antibiotics, 1993, 46 8: 1300-1302. DOI: 10.7164/antibiotics.46.1300
[2] D L ALKON. Inhibition of protein synthesis prolongs Ca2+-mediated reduction of K+ currents in molluscan neurons.[J]. Proceedings of the National Academy of Sciences of the United States of America, 1987, 84 19: 6948-6952. DOI: 10.1073/pnas.84.19.6948 |
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