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Monoamine Oxidase Inhibitory Constituents from the Fruits of Cudrania tricuspidata
Xiang Hua Han,홍성수,Ji Sang Hwang,Seon Hwa Jeong,Ji Hye Hwang,Min Hee Lee,이명구,이동호,Jai Seup Ro,황방연 대한약학회 2005 Archives of Pharmacal Research Vol.28 No.12
A methylene chloride soluble fraction of the fruits of Cudrania tricuspidata significantly inhibited the mouse brain monoamine oxidase (MAO). Three known prenylated isoflavones were isolated and identified by activity-guided fractionation. Gancaonin A (1), 4'-O-methylalpinumisoflavone (2), and alpinumisoflavone (3) inhibited MAO activity in a concentration-dependent manner with IC50 values of 19.4, 23.9, and 25.8 µM, respectively. Of these, gancaonin A (1) showed a selective and potent inhibitory effect against MAO-B (IC50 0.8 µM) than MAO-A (IC50 >800 µM). The kinetic analysis using Lineweaver-Burk plots indicated that gancaonin A (1) competitively inhibited MAO-B.
Quinolone Alkaloids from Evodiae Fructus and Their Inhibitory Effects on Monoamine Oxidase
Xiang Hua Han,홍성수,이동호,Jung Joon Lee,Moon Soon Lee,문동철,한건,오기완,이명구,노재섭,황방연 대한약학회 2007 Archives of Pharmacal Research Vol.30 No.4
1-Methyl-2-undecyl-4(1H)-quinolone (1) was previously isolated as a selective MAO-B inhibitor from the Evodiae Fructus. Further bioassay-guided purification led to the identification of five known quinolone alkaloids, 1-methyl-2-nonyl-4(1H)-quinolone (2), 1-methyl-2-[(Z)-6-undecenyl]- 4(1H)-quinolone (3), evocarpine (4), 1-methyl-2-[(6Z,9Z)-6,9-pentadecadienyl]-4(1H)- quinolone (5), and dihydroevocarpine (6). All the isolates showed more potent inhibitory effects against MAO-B compared to MAO-A. The most MAO-B selective compound 5 among the isolates inhibited MAO-B in a competitive manner, according to kinetic analyses by Lineweaver- Burk reciprocal plots.
Quinolone Alkaloids from Evodiae Fructus and Their Inhibitory Effects on Monoamine Oxidase
Han, Xiang-Hua,Hong, Seong-Su,Lee, Dong-Ho,Lee, Jung-Joon,Lee, Moon-Soon,Moon, Dong-Cheul,Han, Kun,Oh, Ki-Wan,Lee, Myung-Koo,Ro, Jai-Seup,Hwang, Bang-Yeon 대한약학회 2007 Archives of Pharmacal Research Vol.30 No.4
1-Methyl-2-undecyl-4(1H)-quinolone (1) was previously isolated as a selective MAO-B inhibitor from the Evodiae Fructus. Further bioassay-guided purification led to the identification of five known quinolone alkaloids, 1 -methyl-2-nonyl-4(1H)-quinolone (2), 1-methyl-2-[(Z)-6-unde-cenyl]-4(1 H)-quinolone (3), evocarpine (4), 1-methyl-2-[(6Z,9Z)-6,9-pentadecadienyl]-4(1H)-quinolone (5), and dihydroevocarpine (6). All the isolates showed more potent inhibitory effects against MAO-B compared to MAO-A. The most MAO-B selective compound 5 among the isolates inhibited MAO-B in a competitive manner, according to kinetic analyses by Lineweaver-Burk reciprocal plots.
Novel Iridoids from the Flowers of Campsis grandiflora
Xiang Hua Han,Moon-Soon Lee,Ji-Hoon Oh,홍성수,Chul Lee,Jae In Park,이명구,황방연 대한약학회 2012 Archives of Pharmacal Research Vol.35 No.2
A non-glycosidic iridoid, campsinol (1), and two iridoid glucosides, 7-O-(Z)-p-coumaroylcachineside V (2) and 7-O-(E)-p-coumaroylcachineside I (3), were isolated from the fresh flowers of Campsis grandiflora along with five known iridoid glycosides, ixoroside (4), campsiside (5), cachineside I (6), 5-hydroxycampenoside (7), and 5-hydroxycampsiside (8), and two known phenylpropanoid glycosides, acteoside (9) and leucosceptoside A (10). The structures of these compounds were determined based on the NMR and Mass spectroscopic data and other chemical evidences.
Two New Iridoids from the Stem of <i>Catalpa ovata</i>
Han, Xiang Hua,Lee, Chul,Lee, Jin Woo,Jin, Qinghao,Jang, Hari,Lee, Ha Ju,Lee, Dongho,Lee, Sung‐,Joon,Hong, Jin Tae,Lee, Mi Kyeong,Hwang, Bang Yeon WILEY‐VCH Verlag 2015 Helvetica chimica acta Vol.98 No.3
<P><B>Abstract</B></P><P>Two new iridoids, 6‐<I>O</I>‐[(<I>E</I>)‐feruloyl]jioglutin D (<B>1</B>) and 6‐<I>O</I>‐(4‐hydroxybenzoyl)jioglutin D (<B>2</B>), and six known compounds, minecoside (<B>3</B>), specioside (<B>4</B>), picroside II (<B>5</B>), picroside III (<B>6</B>), 4‐hydroxybenzoic acid (<B>7</B>), and martynoside (<B>8</B>), were isolated from the stem of <I>Catalpa ovata.</I> The structures of the new compounds were established on the basis of spectroscopic techniques, including 1D‐ and 2D‐NMR.</P>
Monoamine Oxidase Inhibitory Components from Cayratia japonica
Xiang Hua Han,Jai Seup Ro,홍성수,Ji Sang Hwang,이명구,황방연 대한약학회 2007 Archives of Pharmacal Research Vol.30 No.1
Seven flavonoids were isolated from the whole plants and fruits of Cayratia japonica through the activity-guided isolation of a methanol extract using a monoamine oxidase (MAO) inhibition assay as a monitor. The chemical structures of the isolates were assigned as apigenin-7- O-β-D-glucuronopyranoside (1), apigenin (2), luteolin (3), luteolin-7-O-β-D-glucopyranoside (4), (+)-dihydroquercetin (taxifolin) (5), (+)-dihydrokaempferol (aromadendrin) (6) and quercetin (7). Among the isolated compounds, flavones such as apigenin (2) and luteolin (3), as well as the flavonol, quercetin (7) showed potent inhibitory effects against the MAO activity with IC50 values of 6.5, 22.6, and 31.6 μM, respectively. However, the flavone glycosides, apigenin-7-O-β- D-glucuronopyranoside (1) and luteolin-7-O-β-D-glucopyranoside (4), showed mild MAO inhibition (IC50 values: 81.7 and 118.6 μM, respectively). The flavanonol derivatives, taxifolin (5) and aromadendrin (6), also showed weak inhibition (IC50 values: 154.7 and 153.1 μM, respectively). Furthermore, quercetin (7) had a more potent inhibitory effect on MAO-A (IC50 value: 2.8 μM) than MAO-B (IC50 value: 90.0 μM). Apigenin (2) and luteolin (3) also preferentially inhibited MAO-A (IC50 values: 1.7 and 4.9 μM, respectively) compared with MAO-B (IC50 values: 12.8 and 59.7 μM, respectively).
Monoamine Oxidase Inhibitory Constituents from the Fruits of Cudrania tricuspidata
Han Xiang Hua,Hong Seong Su,Hwang Ji Sang,Jeong Seon Hwa,Hwang Ji Hye,Lee Min Hee,Lee Myung Koo,Lee Dongho,Ro Jai Seup,Hwang Bang Yeon The Pharmaceutical Society of Korea 2005 Archives of Pharmacal Research Vol.28 No.12
A methylene chloride soluble fraction of the fruits of Cudrania tricuspidata significantly inhibited the mouse brain monoamine oxidase (MAO). Three known prenylated isoflavones were isolated and identified by activity-guided fractionation. Gancaonin A (1), 4'-O-methylalpinumisoflavone (2), and alpinumisoflavone (3) inhibited MAO activity in a concentration-dependent manner with $IC_{50}$ values of 19.4, 23.9, and 25.8 $\mu$M, respectively. Of these, gancaonin A (1) showed a selective and potent inhibitory effect against MAO-B ($IC_{50}$ 0.8 $\mu$M) than MAO-A ($IC_{50}$ >800 $\mu$M). The kinetic analysis using Lineweaver-Burk plots indicated that gancaonin A (1) competitively inhibited MAO-B.
Monoamine Oxidase Inhibitory Flavonoids from the Root Bark of Cudrania tricuspidata
Xiang Hua Han,Ji Hye Hwang,홍성수,Sanggil Choe,Chul Lee,이문순,이동호,Myung Koo Lee1,2,,이미경 한국생약학회 2010 Natural Product Sciences Vol.16 No.2
Two new benzylated flavonoids, 5,7,4'-trihydroxy-6-p-hydroxybenzylflavanone (1) and 5,7,4'-trihydroxy-6,8-di-p-hydroxybenzylflavanone (2) together with six known flavonoids, kaempferol (3), artocarpesin (4), cycloartocarpesin (5), cudraflavone D (6), gericudranin E (7), and leachianone G (8) have been isolated from the root bark of Cudrania tricuspidata. The structures of 1 and 2 were characterized based on spectroscopic data including 1D- and 2D-NMR. All the isolates were evaluated for their inhibitory effects of monoamine oxidase (MAO). Among them, kaempferol (3), artocarpesin (4), and cudraflavone D (6) showed moderate inhibitory effects with IC50 values of 82.3, 30.8, and 71.8 mM, respectively.