Nat Prod Sci.  2019 Dec;25(4):326-333. 10.20307/nps.2019.25.4.326.

Isolation and Quantitative Analysis of BACE1 Inhibitory Compounds from Cirsium maackii Flower

• Bhatarrai
• Seong SH
• Jung HA
• Choi JS

• KMID: 2468066
• DOI: http://doi.org/10.20307/nps.2019.25.4.326

Abstract

The purpose of our study was to evaluate anti-AD potential of Cirsium maackii flowers. MeOH extract, CH2Cl2, EtOAc, and n-BuOH fraction of this flower notably inhibited BACE1 (ICâ‚…â‚€ = 76.47 ± 1.66, 22.98 ± 1.45, 8.65 ± 0.63, and 72.47 ± 3.04 µg/mL, respectively). β-amyrenone (49.70 mg) (1), lupeol acetate (1.43 g) (2), lupeol (1.22 g) (3), lupenone (23.70 mg) (4), β-sitosterol (1.01 g) (6), and β-sitosterol glucoside (13.00 mg) (7) from CHâ‚‚Clâ‚‚, apigenin (100.20 mg) (8), luteolin (19.00 mg) (9), apigenin 7-O-glucuronide methyl ester (21.30 mg) (14), and tracheloside (53.70 mg) (5) from EtOAc, apigenin 5-O-glucoside (11.00 mg) (10), luteolin 5-O-glucoside (11.00 mg) (11) and apigenin 7-O-glucuronide (91.00 mg) (12) from n-BuOH, and luteolin 7-O-glucuronide (22.00 mg) (13) from Hâ‚‚O fraction were isolated. HPLC showed high levels of 8, 9 and 12 in MeOH extract (33.07 ± 0.07, 31. 44 ± 0.17 and 16.89 ± 0.33 mg/g, respectively), EtOAc (161.01 ± 1.78, 96.93 ± 0.34 and 73.38 ± 0.06 mg/g, respectively), and n-BuOH fraction (32.18 ± 0.33, 44.31 ± 0.32 and 105.94 ± 0.36 mg/g, respectively). Since, 3 and 9 are well-known BACE1 inhibitors, the anti-AD activity of C. maackii flower might be attributable to their presence.

Keyword

Cirsium maackii flower; Alzheimer's disease; BACE1; HPLC; Isolation

MeSH Terms

Alzheimer Disease
Apigenin
Chromatography, High Pressure Liquid
Cirsium*
Flowers*
Luteolin
Apigenin
Luteolin

Figure

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  Fig. 1 Structures of the isolated compounds from Cirsium maackii.

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  Fig. 2 HPLC chromatograms of MeOH extract and different fractions of Cirsium maackii flower. (A) MeOH extract, (B) EtOAc fraction, (C) n-BuOH fraction along with (D) standard compounds: peak 1 (RT: 9.84 min, compound 11), peak 2 (RT: 12.57 min, compound 13), peak 3 (RT: 13.60 min, compound 10), peak 4 (RT: 17.74 min, compound 12), peak 5 (RT: 33.87 min, compound 14), peak 6 (RT: 42.38 min, compound 9), peak 7 (RT: 67.93 min, compound 8).

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