• Archives of Pharmacal Research
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• v.26 no.8
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• pp.591-593
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• 2003

One new phenylpropanoid glucoside (3), along with one known phenylpropanoid (1), and one known alkyl glucoside (2) were isolated from the fruits of Illicium verum and their chemical structures were elucidated on the basis of spectroscopic studies.

• Proceedings of the Korean Society of Crop Science Conference
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• 2017.06a
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• pp.167-167
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• 2017

Our previous study for developing seeds of Iksan 526 (I.526), an inbred line of resveratrol-producing transgenic rice line, showed that, in 20 days after heading (DAH) seeds, resveratrol was almost saturated and accumulation of piceid was highest though the expression of Arachis hypogaea resveratrol synthase 3 (AhRS3, GenBank DQ124938) was highest in 31 DAH seeds. In this study, it was investigated how the overexpression of AhRS3 affects phenylpropanoid pathway genes. p-Coumaroyl-CoA is derived from phenylpropanoid pathway and used as a substrate of AhRS3 reaction for resveratrol production. In 6, 13, 20, 31 and 41 (45 for Dongjin) DAH seeds of I526 and Dongjin, a wild type of I.526, respectively, the expression pattern of phenylpropanoid pathway genes, including phenylalanine ammonia-lyase (PAL: LOC_Os02g41630.2, LOC_Os04g43760.1), cinnamate 4-hydroxylase (C4H: LOC_Os05g25640.1), 4-coumarate-CoA ligase (4CL: LOC_Os02g08100.1), cinnamoyl-CoA reductase (CCR: LOC_ Os09g25150.1, LOC_Os08g34280.1), hydroxycinnamoyl-CoA shikimate/quinate hydroxycinnamoyl transferase (HCT: LOC_Os04g42250.2, LOC_Os02g39850.1) and cinnamyl alcohol dehydrogenase (CAD: LOC_Os02g09490.1), was examined using real time (RT)-PCR. Compared to developing seeds of Dongjin, RT-PCR results showed that the expression pattern of phenylpropanoid pathway genes was modified in developing seeds of I.526. In most genes, except for CAD, of I.526 developing seeds, the gene expression was highest in 20 DAH corresponding to biosynthesis of resveratrol and piceid, i.e. the expression of phenylpropanoid pathway genes was gradually increased by 20 DAH and decreased as seeds develop. Especially, in Dongjin, the highest expression of PALs and 4CL was in 6 DAH and their expression was gradually decreased as seeds develop. These genes expression data also exhibited that, in developing seeds of I.526, phenylpropanoid pathway genes were slightly or significantly (in some genes) upregulated compared to Dongjin. Therefore, the overexpression of AhRS3 changed the expression pattern of phenylpropanoid pathway genes in I.526 developing seeds and this modification for gene expression is closely related to biosynthesis of resveratrol and piceid.

• Proceedings of the Korean Society of Crop Science Conference
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• 2017.06a
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• pp.105-105
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• 2017

Our previous study for developing seeds of Iksan 526 (I.526), an inbred line of resveratrol-producing transgenic rice line, showed that, in 20 days after heading (DAH) seeds, resveratrol was almost saturated and accumulation of piceid was highest though the expression of Arachis hypogaea resveratrol synthase 3 (AhRS3, GenBank DQ124938) was highest in 31 DAH seeds. In this study, it was investigated how the overexpression of AhRS3 affects phenylpropanoid pathway genes. p-Coumaroyl-CoA is derived from phenylpropanoid pathway and used as a substrate of AhRS3 reaction for resveratrol production. In 6, 13, 20, 31 and 41 (45 for Dongjin) DAH seeds of I526 and Dongjin, a wild type of I.526, respectively, the expression pattern of phenylpropanoid pathway genes, including phenylalanine ammonia-lyase (PAL: LOC_Os02g41630.2, LOC_Os04g43760.1), cinnamate 4-hydroxylase (C4H: LOC_Os05g25640.1), 4-coumarate-CoA ligase (4CL: LOC_Os02g08100.1), cinnamoyl-CoA reductase (CCR: LOC_Os09g25150.1, LOC_Os08g34280.1), hydroxycinnamoyl-CoA shikimate/quinate hydroxycinnamoyl transferase (HCT: LOC_Os04g42250.2, LOC_Os02g39850.1) and cinnamyl alcohol dehydrogenase (CAD: LOC_Os02g09490.1), was examined using real time (RT)-PCR. Compared to developing seeds of Dongjin, RT-PCR results showed that the expression pattern of phenylpropanoid pathway genes was modified in developing seeds of I.526. In most genes, except for CAD, of I.526 developing seeds, the gene expression was highest in 20 DAH corresponding to biosynthesis of resveratrol and piceid, i.e. the expression of phenylpropanoid pathway genes was gradually increased by 20 DAH and decreased as seeds develop. Especially, in Dongjin, the highest expression of PALs and 4CL was in 6 DAH and their expression was gradually decreased as seeds develop. These genes expression data also exhibited that, in developing seeds of I.526, phenylpropanoid pathway genes were slightly or significantly (in some genes) upregulated compared to Dongjin. Therefore, the overexpression of AhRS3 changed the expression pattern of phenylpropanoid pathway genes in I.526 developing seeds and this modification for gene expression is closely related to biosynthesis of resveratrol and piceid.

• Journal of Microbiology and Biotechnology
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• v.20 no.3
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• pp.622-629
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• 2010

Biosynthetic studies on brasiliamides, potently convulsive and bacteriostatic compounds from an endophytic Penicillium brasilianum isolated from Melia azedarach (Meliaceae), confirms their phenylpropanoid origin, which is very uncommon in fungi. Feeding experiments with [$2-^{13}C$]-phenylalanine indicated the incorporation of two units of this amino acid on brasiliamide structures. The first step in the phenylpropanoid pathway to those compounds was evaluated through enzymatic bioassays and confirmed the phenylalanine ammonia-lyase (PAL) participation. The metabolism of phenylalanine in this fungus is discussed.

• Archives of Pharmacal Research
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• v.15 no.4
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• pp.289-291
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• 1992

From the roots of Codonopsis ussuriensis (Rupr. et Maxim) Hemsley (Campanulaceae), taraxerol (mp 280-$282^\circ$), syringin (mp.$192^\circ$) and a new phenylpropanoid, ussurienoside I (syringin-3'-hydroxy-3'-methyl glutarate, mp. 102-$104^\circ$) were isolated.

• Archives of Pharmacal Research
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• v.14 no.2
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• pp.137-142
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• 1991

The structure of a $\beta$-allyl type phenylpropanoid was determined by single crystal X-ray diffraction analysis. The compound was recrystallized from a mixture of n-hexane and benzene in monoclinic crystal system with a = 24.782 (2), b = 10.537 (1), c = 7.871 (1) ${\AA}, \beta=95.74$ (1)$^\circ, $D_x$=1.216, $D_m$=1.22g/$cm^3$, space group $P2_1/a$, and Z=4. The structure was solved by direct method and refined by least-squares procedure to the final R value of 0.054 for 2824 observed reflections {$F{\geq}3\sigma(F)$}. The molecular geometry shows a most stable trans-form with respect to the bulky phenyls, and this conformation is settled by an intramolecular hydrogen bond. In the crystal, the molecules are arranged along with the screw axis, and stabilized by the $O{\cdot}H{\cdots}O$ type intermolecular hydrogen bonds. The other intermolecular contacts appear to be the normal van der Waals' interactions. The compound is a dimeric phenylpropanoid, and belongs to the neolignan analogues.

• Journal of the Korean Wood Science and Technology
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• v.34 no.2
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• pp.78-82
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• 2006

The leaves of Paulownia coreana Uyeki were collected, extracted with acetone-$H_2O$ (7:3, v/v), concentrated under reduced pressure and successively fractionated using n-hexane, methylene chloride, ethyl acetate and water on a separatory funnel. A portion of the ethyl acetate soluble powder was chromatographed on a Sephadex LH-20 column using aqueous methanol and ethanol-hexane as washing solvents. Two isomeric phenylpropanoid glycosides were isolated and elucidated as verbascoside and isoverbascoside by NMR and MS spectrometers.

• Proceedings of the PSK Conference
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• 2003.04a
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• pp.257.1-257.1
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• 2003

The bioassay-guided fractionation of preventive agents against lethality due to septic shock from the fruits of Illicium verum lead to the isolation of two known racemic mixtures of phenylpropanoids (1 and 2), along with two known phenylpropanoid glucosides (3 and 5) and two new phenylpropanoid glucosides (4 and 6). Their chemical structures were elucidated on the basis of spectroscopic studies. (omitted)

• Archives of Pharmacal Research
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• v.15 no.3
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• pp.211-214
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• 1992

Chemical examination of Betula platyphylla var. latifolia afforded a novel diarylheptanoid named betulateraol, together with a phenylpropanoid (3, 4'-dihydroxypropio-phenone), flavan-3-ol [(+)-catechin] and its glycosides [(+)-catechin 5-O-$\beta$-glucopyranoside, (+)-catechin 7-0-$\beta$-D-glucopyranoside] and two proanthocyanidins (procyanidins B-1 and B-3).

• Proceedings of the Korean Society of Applied Pharmacology
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• 1994.04a
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• pp.247-247
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• 1994

Acteoside는 일명 Verbascoside로 불리우는 Phenylpropanoid glycoside에 속하는 화합물로 이미 보고되어진 생리활성으로는 Cytotoxic effect, Anti bacterial effect, Immunosuppressive effect, C-AMP Phospaestrase의 저해활성등 여러가지 생리활성이 보고되어 있다. 저자등은 마주송이풀의 성분을 규명하는 가운데 acteoside가 주성분임을 확인하게 되었고 이 식물이 한의서에서 관절염등에 사용되어 진다는 점에서 소염활성을, 식물을 건조할때 흑색으로 변하는데 착안하여 iridoid glycoside의 존재가 추정되어 iridoid glycoside의 일반 생리활성인 담즙분비 촉진작용과 간장보호 작용을 검색하던 중 phenylpropanoid glycoside인 acteoside에서도 담즙분비촉진 작용과 간장보호작용의 지견을 얻었기에 보고하고자 한다.