5'-Isobutylthio-5'-deoxyadenosine

Product Name5'-Isobutylthio-5'-deoxyadenosine
CAS35899-54-8
MFC14H21N5O3S
MW339.41
EINECS
MOL File35899-54-8.mol

Chemical Properties

Boiling point	631.2±65.0 °C(Predicted)
Density	1.63±0.1 g/cm3(Predicted)
storage temp.	Keep in dark place,Inert atmosphere,2-8°C
solubility	DMSO : ≥ 100 mg/mL (294.63 mM)
pka	13.13±0.70(Predicted)
form	Solid
color	Off-white to gray

Safety Information

WGK Germany

Usage And Synthesis

Uses

SIBA (5'-Isobutylthioadenosine) is a transmethylation inhibitor (SAH (HY-19528) analogue), with potent anti-proliferative activity. SIBA reversibly inhibits the production of HSV-1 by blocking methylation, specifically by blocking the 5' end-capping of viral mRNA. SIBA also inhibits the growth of tumour cells in vitro and metastatic spread in vivo. SIBA can be used in cancer, HSV-1 infection and anti-malaria studies[1][2][3].

in vivo

SIBA (150 mg/kg; i.p.; twice weekly for 3 weeks) inhibits tumor growth in vivo^[1].
SIBA (15 mg/kg; i.p.; thrice weekly for 4 weeks) inhibits metastatic spread of RMS-J1 cells in vivo^[1].

Animal Model:	C57BL/6 female mice (4-8 weeks old)^[1].
Dosage:	150 mg/kg
Administration:	Intraperitoneal injection; twice weekly for 3 weeks.
Result:	Significantly reduced the median number of lung metastases.

Animal Model:	Adult syngeneic Wistar AG rats (8-week-old; subcutaneously grafted with RMS-J1 cells)^[1].
Dosage:	15 mg/kg
Administration:	Intraperitoneal injection; thrice weekly for 4 weeks.
Result:	Inhibited in vivo metastatic spread of RMS-J1 cells, and showed median numbers of lung metastatic nodules was 26.

IC 50

Plasmodium; HSV-1

References

[1] F Breillout , et al. Association of SIBA treatment and a Met-depleted diet inhibits in vitro growth and in vivo metastatic spread of experimental tumor cell lines. Clin Exp Metastasis. Jan-Feb 1988;6(1):3-16. DOI:10.1007/BF01580402
[2] B Jacquemont, et al. Inhibition of viral RNA methylation in herpes simplex virus type 1-infected cells by 5' S-isobutyl-adenosine. J Virol. 1977 Apr;22(1):160-7. DOI:10.1128/JVI.22.1.160-167.1977
[3] Lawrence F, et al. Effect of 5'-deoxy-5'-isobutylthioadenosine on putrescine uptake and polyamine biosynthesis by chick embryo fibroblasts. Biochem J. 1982 Jun 15;204(3):853-9. DOI:10.1042/bj2040853

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