Sinapinic acid (Sinapic acid)

A phenylpropanoid hydroxycinnamic acid with diverse biological activities

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Background

Sinapic acid is a phenylpropanoid hydroxycinnamic acid with diverse biological activities.¹ Sinapic acid inhibits collagen-induced human platelet aggregation by up to 70% in vitro (IC₅₀ = 1.03 mM).² It scavenges 2,2-diphenyl-1-picrylhydrazyl and 2,2'-azino-bis-(3-ethylbenzothiazoline-6-sulfonate) (ABTS) free radicals with IC₅₀ values of 8.3 and 5.4 μg/ml, respectively.³ Sinapic acid (200 μM) reduces colony formation of SW480 human colon carcinoma cells by 4-fold.⁴ It also inhibits colony formation of E. coli, S. enteritidis, and S. aureus on agar (MICs = 2.2, 2, and 1.8 mM, respectively).⁵ In vivo, sinapic acid (4 mg/kg, p.o.) increases the time spent in the open arms of the elevated plus maze by approximately 15% in mice, an effect that can be blocked by the GABA_A receptor antagonists flumazenil and bicuculline .¹ Sinapic acid is also commonly used as a matrix in protein mass spectrometry.⁶

1.Yoon, B.H., Jung, J.W., Lee, J.J., et al.Anxiolytic-like effects of sinapic acid in miceLife Sci.81(3)234-240(2007) 2.Kim, M.-S., Shin, W.-C., Kang, D.-K., et al.Anti-thrombosis activity of sinapic acid isolated from the lees of bokbunja wineJ. Microbiol. Biotechnol.26(1)61-65(2016) 3.Lee, K.J., Oh, Y.C., Cho, W.K., et al.Antioxidant and anti-inflammatory activity determination of one hundred kinds of pure chemical compounds using offline and online screening HPLC assayEvid. Based Complement. Alternat. Med.165457(2015) 4.Hudson, E.A., Dinh, P.A., Kokubun, T., et al.Characterization of potentially chemopreventive phenols in extracts of brown rice that inhibit the growth of human breast and colon cancer cellsCancer Epidemiol. Biomarkers Prev.9(11)1163-1170(2000) 5.Tesaki, S., Tanabe, S., Ono, H., et al.4-Hydroxy-3-nitrophenylacetic and sinapic acids as antibacterial compounds from mustard seedsBiosci. Biotechnol. Biochem.62(5)998-1000(1998) 6.Jonsson, A.P.Mass spectrometry for protein and peptide characterisationCell. Mol. Life Sci.58(7)868-884(2001)