Limits...
Identification of Neuroactive Constituents of the Ethyl Acetate Fraction from Cyperi Rhizoma Using Bioactivity-Guided Fractionation.

Sim Y, Choi JG, Gu PS, Ryu B, Kim JH, Kang I, Jang DS, Oh MS - Biomol Ther (Seoul) (2016)

Bottom Line: Cyperi Rhizoma (CR), the rhizome of Cyperus rotundus L., exhibits neuroprotective effects in in vitro and in vivo models of neuronal diseases.We first compared the anti-oxidative and neuroprotective activities of four fractions and the CRE total extract.These results provide evidence for the value of CRE as a source of multi-functional neuroprotectants, and constituents 1 and 2 may represent new candidates for further development in therapeutic use against neurodegenerative diseases.

View Article: PubMed Central - PubMed

Affiliation: Department of Life and Nanopharmaceutical Sciences, Graduate School, Kyung Hee University, Seoul 02447, Republic of Korea.

ABSTRACT
Cyperi Rhizoma (CR), the rhizome of Cyperus rotundus L., exhibits neuroprotective effects in in vitro and in vivo models of neuronal diseases. Nevertheless, no study has aimed at finding the neuroactive constituent(s) of CR. In this study, we identified active compounds in a CR extract (CRE) using bioactivity-guided fractionation. We first compared the anti-oxidative and neuroprotective activities of four fractions and the CRE total extract. Only the ethyl acetate (EA) fraction revealed strong activity, and further isolation from the bioactive EA fraction yielded nine constituents: scirpusin A (1), scirpusin B (2), luteolin (3), 6'-acetyl-3,6-diferuloylsucrose (4), 4',6' diacetyl-3,6-diferuloylsucrose (5), p-coumaric acid (6), ferulic acid (7), pinellic acid (8), and fulgidic acid (9). The activities of constituents 1-9 were assessed in terms of anti-oxidative, neuroprotective, anti-inflammatory, and anti-amyloid-β activities. Constituents 1, 2, and 3 exhibited strong activities; constituents 1 and 2 were characterized for the first time in this study. These results provide evidence for the value of CRE as a source of multi-functional neuroprotectants, and constituents 1 and 2 may represent new candidates for further development in therapeutic use against neurodegenerative diseases.

No MeSH data available.


Related in: MedlinePlus

Chemical structures of constituents 1–9 as followings; (1) scirpusin A, (2) scirpusin B, (3) luteolin, (4) 6′-acetyl-3,6-diferuloylsucrose, (5) 4′,6′ diacetyl-3,6-diferuloylsucrose, (6) p-coumaric acid, (7) ferulic acid, (8) pinellic acid, and (9) fulgidic acid.
© Copyright Policy - open-access
Related In: Results  -  Collection

License
getmorefigures.php?uid=PMC4930289&req=5

f2-bt-24-438: Chemical structures of constituents 1–9 as followings; (1) scirpusin A, (2) scirpusin B, (3) luteolin, (4) 6′-acetyl-3,6-diferuloylsucrose, (5) 4′,6′ diacetyl-3,6-diferuloylsucrose, (6) p-coumaric acid, (7) ferulic acid, (8) pinellic acid, and (9) fulgidic acid.

Mentions: Here, we considered that the EA fraction may contain the most active constituent(s). To identify the active constituent(s) from the EA fraction of CRE, we isolated nine compounds. Repeated chromatography of the EA fraction resulted in the isolation and characterization of two stilbenes (1 and 2), one flavonoid (3), two phenolic glycosides (4 and 5), two phenyl-propanoids (6 and 7), and two fatty acids (8 and 9). The structures of these known compounds were identified as scirpusin A (1) (Lam et al., 2008), scirpusin B (2) (Kobayashi et al., 2006), luteolin (3) (Han et al., 2007), 6′acetyl-3,6-diferuloylsucrose (4) (Nakano et al., 1986), 4′,6′-diacetyl-3,6-diferuloylsucrose (5) (Miyase and Ueno, 1993), p-coumaric acid (6) (Swislocka et al., 2012), ferulic acid (7) (Yoshioka et al., 2004), pinellic acid (8) (Hong and Oh, 2012), and fulgidic acid (9) (Kurashina et al., 2011) by spectroscopic (1H NMR, 13C NMR, 2D NMR, and MS) measurements and comparison with published values (Fig. 2).


Identification of Neuroactive Constituents of the Ethyl Acetate Fraction from Cyperi Rhizoma Using Bioactivity-Guided Fractionation.

Sim Y, Choi JG, Gu PS, Ryu B, Kim JH, Kang I, Jang DS, Oh MS - Biomol Ther (Seoul) (2016)

Chemical structures of constituents 1–9 as followings; (1) scirpusin A, (2) scirpusin B, (3) luteolin, (4) 6′-acetyl-3,6-diferuloylsucrose, (5) 4′,6′ diacetyl-3,6-diferuloylsucrose, (6) p-coumaric acid, (7) ferulic acid, (8) pinellic acid, and (9) fulgidic acid.
© Copyright Policy - open-access
Related In: Results  -  Collection

License
Show All Figures
getmorefigures.php?uid=PMC4930289&req=5

f2-bt-24-438: Chemical structures of constituents 1–9 as followings; (1) scirpusin A, (2) scirpusin B, (3) luteolin, (4) 6′-acetyl-3,6-diferuloylsucrose, (5) 4′,6′ diacetyl-3,6-diferuloylsucrose, (6) p-coumaric acid, (7) ferulic acid, (8) pinellic acid, and (9) fulgidic acid.
Mentions: Here, we considered that the EA fraction may contain the most active constituent(s). To identify the active constituent(s) from the EA fraction of CRE, we isolated nine compounds. Repeated chromatography of the EA fraction resulted in the isolation and characterization of two stilbenes (1 and 2), one flavonoid (3), two phenolic glycosides (4 and 5), two phenyl-propanoids (6 and 7), and two fatty acids (8 and 9). The structures of these known compounds were identified as scirpusin A (1) (Lam et al., 2008), scirpusin B (2) (Kobayashi et al., 2006), luteolin (3) (Han et al., 2007), 6′acetyl-3,6-diferuloylsucrose (4) (Nakano et al., 1986), 4′,6′-diacetyl-3,6-diferuloylsucrose (5) (Miyase and Ueno, 1993), p-coumaric acid (6) (Swislocka et al., 2012), ferulic acid (7) (Yoshioka et al., 2004), pinellic acid (8) (Hong and Oh, 2012), and fulgidic acid (9) (Kurashina et al., 2011) by spectroscopic (1H NMR, 13C NMR, 2D NMR, and MS) measurements and comparison with published values (Fig. 2).

Bottom Line: Cyperi Rhizoma (CR), the rhizome of Cyperus rotundus L., exhibits neuroprotective effects in in vitro and in vivo models of neuronal diseases.We first compared the anti-oxidative and neuroprotective activities of four fractions and the CRE total extract.These results provide evidence for the value of CRE as a source of multi-functional neuroprotectants, and constituents 1 and 2 may represent new candidates for further development in therapeutic use against neurodegenerative diseases.

View Article: PubMed Central - PubMed

Affiliation: Department of Life and Nanopharmaceutical Sciences, Graduate School, Kyung Hee University, Seoul 02447, Republic of Korea.

ABSTRACT
Cyperi Rhizoma (CR), the rhizome of Cyperus rotundus L., exhibits neuroprotective effects in in vitro and in vivo models of neuronal diseases. Nevertheless, no study has aimed at finding the neuroactive constituent(s) of CR. In this study, we identified active compounds in a CR extract (CRE) using bioactivity-guided fractionation. We first compared the anti-oxidative and neuroprotective activities of four fractions and the CRE total extract. Only the ethyl acetate (EA) fraction revealed strong activity, and further isolation from the bioactive EA fraction yielded nine constituents: scirpusin A (1), scirpusin B (2), luteolin (3), 6'-acetyl-3,6-diferuloylsucrose (4), 4',6' diacetyl-3,6-diferuloylsucrose (5), p-coumaric acid (6), ferulic acid (7), pinellic acid (8), and fulgidic acid (9). The activities of constituents 1-9 were assessed in terms of anti-oxidative, neuroprotective, anti-inflammatory, and anti-amyloid-β activities. Constituents 1, 2, and 3 exhibited strong activities; constituents 1 and 2 were characterized for the first time in this study. These results provide evidence for the value of CRE as a source of multi-functional neuroprotectants, and constituents 1 and 2 may represent new candidates for further development in therapeutic use against neurodegenerative diseases.

No MeSH data available.


Related in: MedlinePlus