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Chemical Compound Review:

Lithospermic acid 4-[2-[(1R)-1-carboxy-2-(3,4...

Synonyms:

Koukoulitsa, C. et al., Li, X. et al., Fung, K.P. et al., Li, X. et al., Zhu, H. et al., et al.

Koukoulitsa, Hadjipavlou-Litina, Geromichalos, Skaltsa, Zhang, Liu, Huang,

Welcome! If you are familiar with the subject of this article, you can contribute to this open access knowledge base by deleting incorrect information, restructuring or completely rewriting any text. Read more.

Disease relevance of Lithospermic acid

Lithospermic acid B isolated from Salvia miltiorrhiza ameliorates ischemia/reperfusion-induced renal injury in rats [1].
The complex structures of Human Immunodeficiency Virus Type 1 (HIV-1) integrase binding two highly potent and nontoxic inhibitors, lithospermic acid (M/sub 5/22) and lithospermic acid B (M/sub 5/32), were obtained using docking calculations [2].
Clinical Non-inferiority Trial on Treatment of Coronary Heart Disease Angina Pectoris of Xin-blood Stasis Syndrome Type with Lyophilized Salvia Salt of Lithospermic Acid Powder for Injection [3].

High impact information on Lithospermic acid

Effect of purified lithospermic acid and its oxidation product on luteinizing hormone release in vitro [4].
The pharmacokinetics, tissue distribution, metabolism, and excretion of three of the major components, lithospermic acid B, rosmarinic acid (RA), and lithospermic acid (LA), were studied by liquid chromatography-tandem mass spectrometry following intravenous administration in Sprague-Dawley rats [5].
A new depside named salvianolic acid I was isolated from the aqueous extract of SALVIA CAVALERIEI, along with salvianolic acids A, B, C, H, isosalvianolic acid C, lithospermic acid, and rosmarinic acid [6].
Hydrolytic kinetics of lithospermic acid B extracted from roots of Salvia miltiorrhiza [7].
A rapid and sensitive method based on liquid chromatography/tandem mass spectrometry (LC/MS/MS) was developed for the simultaneous determination of lithospermic acid B and its three main O-methylated metabolites in rat serum with silibinin as the internal standard [8].

Biological context of Lithospermic acid

According to the structure of LAB and its hydrolysis behavior in solution, the other product was proposed to be the isomer of lithospermic acid [7].
Lithospermic acid B, an active principle found in a Chinese herbal medicine for treating various heart ailments, was recently isolated, purified and demonstrated by us to salvage the postischemic rabbit heart from reperfusion injury [9].
Inhibition of collagen hydroxylation by lithospermic acid magnesium salt, a novel compound isolated from Salviae miltiorrhizae Radix [10].
5. An active component of the extract, which showed endothelium-dependent vasodilation, was found to be identical with lithospermic acid B [11].
Among the examined compounds, lithospermic acid B demonstrated the best inhibitory activity on soybean lipoxygenase with IC50 = 0.1 mM [12].

Anatomical context of Lithospermic acid

Lithospermic acid B as an antioxidant-based protector of cultured ventricular myocytes and aortic endothelial cells of rabbits [9].

Associations of Lithospermic acid with other chemical compounds

Salvianolic acid B and lithospermic acid B are the major components of Salvia miltiorrhiza, which is one of the most popular herbal traditional medicines in Asian countries [13].
In this study, five secondary metabolites (caffeic acid, rosmarinic acid, lithospermic acid B, 12-hydroxyjasmonic acid 12-O-beta-glucoside and p-menth-3-ene-1,2-diol 1-O-beta-glucopyranoside) isolated from the polar extracts of the plant Origanum vulgare L. ssp. hirtum, were tested in vitro for their ability to inhibit soybean lipoxygenase [12].

Analytical, diagnostic and therapeutic context of Lithospermic acid

Simultaneous determination of lithospermic acid B and its three metabolites by liquid chromatography/tandem mass spectrometry [8].

References

Lithospermic acid B isolated from Salvia miltiorrhiza ameliorates ischemia/reperfusion-induced renal injury in rats. Kang, D.G., Oh, H., Sohn, E.J., Hur, T.Y., Lee, K.C., Kim, K.J., Kim, T.Y., Lee, H.S. Life Sci. (2004) [Pubmed]
Binding modes of two highly potent and nontoxic inhibitors of HIV-1 integrase. Zhu, H., Chen, W., Wang, C. Conference proceedings : ... Annual International Conference of the IEEE Engineering in Medicine and Biology Society. IEEE Engineering in Medicine and Biology Society. Conference (2004) [Pubmed]
Clinical Non-inferiority Trial on Treatment of Coronary Heart Disease Angina Pectoris of Xin-blood Stasis Syndrome Type with Lyophilized Salvia Salt of Lithospermic Acid Powder for Injection. Zhang, Q., Liu, A.D., Huang, Y.S. Chinese journal of integrative medicine. (2006) [Pubmed]
Effect of purified lithospermic acid and its oxidation product on luteinizing hormone release in vitro. Findley, W.E., Hollstein, U., Besch, P.K. Biol. Reprod. (1985) [Pubmed]
Pharmacokinetics, Tissue Distribution, Metabolism, and Excretion of Depside Salts from Salvia miltiorrhiza in Rats. Li, X., Yu, C., Lu, Y., Gu, Y., Lu, J., Xu, W., Xuan, L., Wang, Y. Drug Metab. Dispos. (2007) [Pubmed]
Salvianolic Acid I: A New Depside from Salvia cavaleriei. Zhang, H.J., Li, L.N. Planta Med. (1994) [Pubmed]
Hydrolytic kinetics of lithospermic acid B extracted from roots of Salvia miltiorrhiza. Guo, Y.X., Zhang, D.J., Wang, H., Xiu, Z.L., Wang, L.X., Xiao, H.B. Journal of pharmaceutical and biomedical analysis (2007) [Pubmed]
Simultaneous determination of lithospermic acid B and its three metabolites by liquid chromatography/tandem mass spectrometry. Li, X., Yu, C., Wang, L., Lu, Y., Wang, W., Xuan, L., Wang, Y. Journal of pharmaceutical and biomedical analysis (2007) [Pubmed]
Lithospermic acid B as an antioxidant-based protector of cultured ventricular myocytes and aortic endothelial cells of rabbits. Fung, K.P., Wu, J., Zeng, L.H., Wong, H.N., Lee, C.M., Hon, P.M., Chang, H.M., Wu, T.W. Life Sci. (1993) [Pubmed]
Inhibition of collagen hydroxylation by lithospermic acid magnesium salt, a novel compound isolated from Salviae miltiorrhizae Radix. Shigematsu, T., Tajima, S., Nishikawa, T., Murad, S., Pinnell, S.R., Nishioka, I. Biochim. Biophys. Acta (1994) [Pubmed]
Endothelium-dependent vasodilator effects of the extract from Salviae Miltiorrhizae radix. A study on the identification of lithospermic acid B in the extracts. Kamata, K., Iizuka, T., Nagai, M., Kasuya, Y. Gen. Pharmacol. (1993) [Pubmed]
Inhibitory effect on soybean lipoxygenase and docking studies of some secondary metabolites, isolated from Origanum vulgare L. ssp. hirtum. Koukoulitsa, C., Hadjipavlou-Litina, D., Geromichalos, G.D., Skaltsa, H. J Enzyme Inhib Med Chem (2007) [Pubmed]
Reassignment of the configuration of salvianolic acid B and establishment of its identity with lithospermic acid B. Watzke, A., O'Malley, S.J., Bergman, R.G., Ellman, J.A. J. Nat. Prod. (2006) [Pubmed]

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