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Lopinavir

Lopinavir is an HIV protease inhibitor that displays antiviral and anticancer activities. In vitro, lopinavir inhibits sarco/endoplasmic reticulum Ca2+-ATPase (SERCA), decreasing intracellular Ca2+ levels. In vivo, lopinavir’s inhibition of SERCA induces endoplasmic reticulum stress. In human papilloma virus (HPV)-positive cervical cancer cells, lopinavir upregulates ribonuclease L protein (RNASEL), potentially inducing cell death. In meningioma cells, lopinavir induces cell cycle arrest and inhibits cell growth.

References PubMed ID::http://www.ncbi.nlm.nih.gov/pubmed/18940828

Cas No.

192725-17-0

Purity

≥98%

Formula

C37H48N4O5

Formula Wt.

321.16

IUPAC Name

(2S)-N-[(2S,4S,5S)-5-[[2-(2,6-dimethylphenoxy)acetyl]amino]-4-hydroxy-1,6-diphenylhexan-2-yl]-3-methyl-2-(2-oxo-1,3-diazinan-1-yl)butanamideInChI: InChI=1S/C37H48N4O5/c1-25(2)34(41-20-12-19-38-37(41)45)36(44)39-30(21-28-15-7-5-8-16-28)23-32(42)31(22-29-17-9-6-10-18-29)40-33(43)24-46-35-26(3)13-11-14-27(35)4/h5-11,13-18,25,30-32,34,42H,12,19-24H2,1-4H3,(H,38,45)(H,39,44)(H,40,43)/t30-,31-,32-,34-/m0/s1

Solubility

DMSO to 126 mg/mL, ethanol to 126 mg/mL, ethyl acetate

Appearance

White to off white powder

Kao E, Shinohara M, Feng M, et al. Human immunodeficiency virus protease inhibitors modulate Ca2+ homeostasis and potentiate alcoholic stress and injury in mice and primary mouse and human hepatocytes. Hepatology. 2012 Aug;56(2):594-604. PMID: 22407670.

Batman G, Oliver AW, Zehbe I, et al. Lopinavir up-regulates expression of the antiviral protein ribonuclease L in human papillomavirus-positive cervical carcinoma cells. Antivir Ther. 2011;16(4):515-25. PMID: 21685539.

Johnson MD, OConnell M, Pilcher W. Lopinavir inhibits meningioma cell proliferation by Akt independent mechanism. J Neurooncol. 2011 Feb;101(3):441-8. PMID: 20596751.

6-Iodotubercidin