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FOSMIDOMYCIN, SODIUM SALT

CAS No.66508-37-0
Chemical Name:FOSMIDOMYCIN, SODIUM SALT
CBNumber:CB2493341
Molecular Formula:C4H11NNaO5P
Formula Weight:207.1
MOL File:66508-37-0.mol

FOSMIDOMYCIN, SODIUM SALT Property

Melting point 189-191°C
storage temp. -20°C Freezer
solubility DMSO (Slightly), Methanol (Slightly, Heated), Water (Slightly)
form Solid
color White to Beige
Stability Hygroscopic
EWG's Food Scores 1
FDA UNII IYI1EW66CX

Safety

Hazard Codes :C
Risk Statements :34
Safety Statements :26-27-36/37/39-45

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Hazard statements
Precautionary statements

FOSMIDOMYCIN, SODIUM SALT Chemical Properties,Usage,Production

Chemical Properties White Powder
Uses An antibiotic
Uses The antibiotics Fosmidomycin and FR900098 are members of a unique class of phosphonic acid natural products that inhibit the nonmevalonate pathway for isoprenoid biosynthesis. Both are potent antibacterial and antimalarial compounds.
Biological Activity fosmidomycin is a specific inhibitor of 1-deoxy-d-xylulose 5-phosphate reductoisomerase (dxp) [1]. fosmidomycin is an antibiotic originally isolated from bacteria of the genus streptomyces.1-deoxy-d-xylulose 5-phosphate reductoisomerase is an enzyme that interconverts dxp and 2-c-methyl-d-erythritol 4-phosphate (mep) [2].fosmidomycin was active against both gram-negative and gram-positive bacteria and the human malarial parasite p. falciparum with the ic50 of 290-370 nm[3]. fosmidomycin inhibited 1-deoxy-d-xylulose 5-phosphate reductoisomerase in an alternative nonmevalonate pathway for terpenoid biosynthesis with ic50 of 8.2 nm [1]. fosmidomycin has been shown to possess activity against plasmodium falciparum in vitro and in the mouse model. in patients with acute uncomplicated plasmodium falciparum malaria, oral administration of 1,200 mg fosmidomycin every 8 h for 7 days was effective in curing uncomplicated plasmodiumfalciparum malaria in humans [4]. fosmidomycin was an effective and safe antimalarial drug [4]. the treatment was well tolerated and showed a fast parasite and fever clearance [4].
in vivo
Animals treated intraperitoneally with dosages of >10 mg/kg of fosmidomycin are apparently free of parasites. After treatment with 5 mg/kg of fosmidomycin, parasitemias are <1%. Animals treated orally with 50 or 100 mg/kg of fosmidomycin are apparently free of parasites, and parasitemias are <1% after treatment with 20 mg/kg of drug. Recrudescence is observed when the treatment is terminated after 4 days. Mice treated with 30 mg/kg of fosmidomycin over a period of 8 days are totally cured^[3].
References [1] kuzuyama t, shimizu t, takahashi s, et al. fosmidomycin, a specific inhibitor of 1-deoxy-d-xylulose 5-phosphate reductoisomerase in the nonmevalonate pathway for terpenoid biosynthesis[j]. tetrahedron letters, 1998, 39(43): 7913-7916.
[2] takahashi s, kuzuyama t, watanabe h, et al. a 1-deoxy-d-xylulose 5-phosphate reductoisomerase catalyzing the formation of 2-c-methyl-d-erythritol 4-phosphate in an alternative nonmevalonate pathway for terpenoid biosynthesis[j]. proceedings of the national academy of sciences, 1998, 95(17): 9879-9884.
[3] jomaa h, wiesner j, sanderbrand s, et al. inhibitors of the nonmevalonate pathway of isoprenoid biosynthesis as antimalarial drugs[j]. science, 1999, 285(5433): 1573-1576.
[4] lell b, ruangweerayut r, wiesner j, et al. fosmidomycin, a novel chemotherapeutic agent for malaria[j]. antimicrobial agents and chemotherapy, 2003, 47(2): 735-738.