• Natural Product Sciences
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• v.5 no.2
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• pp.70-74
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• 1999

In the course of a search for tumor necrosis factor $(TNF)-{\alpha}$ inhibitory compounds from medicinal plants, we identified neolignans, honokiol and magnolol, from the alcoholic extract of Magnolia offcinalis as active inhibitory principles. These compounds dose-dependently inhibited $TNF-{\alpha}$ production without displaying cytotoxicity and their inhibitory activities measured by $IC_{50}$ values were 53.7 and $61.4\;{\mu}M$, respectively.

• Archives of Pharmacal Research
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• v.9 no.3
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• pp.127-130
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• 1986

Naturally occurring diallyldihydroxybiphenyl compounds, magnolol and honokiol were reported to have potent antibacterial activities against most of Gram positive bacteria (1-4). To developmore potent antibacterial agents, some allyhydroxybiphenyl derivatives were synthesized from the starting compounds, p-phenyl-phenol (I) p-phenylphenol (IV), o, o-biphenol (VII) and p. p'-biphenol (XII). Among the newly synthesized compounds (III, VI, IX, XI, XIV and XVI), the antibacterial activities of 2-allyl-p-phenylphenol (VI), 6-ally-o, 0'-biphenol (IX), 2, 2'-diallyl-o, o'-biphenol (XIV) and 2, 2', 6-triallyl-p, p'-biphenol (XIV) were more potent than those of magnolol and bonokiol against a cariogenic bacterium, Stroptococcus matans ATCC OMZ 176.

• Korean Journal of Pharmacognosy
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• v.17 no.1
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• pp.85-90
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• 1986

It has been elucidated that magnolol and honokiol, isolated from the stem bark of Magnolia obovata, had potent antibacterial activity against a cariogenic bacterium Streptococcus mutans. They also show a significant antibacterial activity against Bacillus anthracis, which causes malignant pustule and woolsorter disease in human. Some hydroxybiphenyl derivatives are synthesized from starting materials, phenylphenols and biphenols by means of Claisen's rearrangement and Elb's method to develop more potent antibacterial chemicals and to investigate the structure-activity relationships. The introduction of allyl groups to the aromatic rings of starting materials shows increase of antibacterial activities, but the number and positions of them do not effect their activities. Furthermore, the introduction of hydroxy group to aromatic rings also increases the activity.

• Natural Product Sciences
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• v.11 no.2
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• pp.89-91
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• 2005

Effect of the neolignans, honokiol (1) and magnolol (2), isolated from Magnoliae Cortex on mushroom tyrosinase activity was investigated in vitro using L-tyrosine as a substrate. Honokiol (1) inhibited tyrosinase activity significantly in a concentration-dependent manner, on the other hand, magnolol (2) did not show tyrosinase inhibitory effect. Honokiol exhibited tyrosinase inhibitory effect with $IC_{50}$ value of $67.9\;{\mu}M$, and proved to act as a non-competitive inhibitor by the analysis of Lineweaver-Burk plot.

• Proceedings of the Korean Society of Applied Pharmacology
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• 1995.04a
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• pp.59-59
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• 1995

후박의 주성분인 magnolol과 honokiol을 분리, 치주병인균 (혐기성그람음성균: Porphyromonas gingivalis 381, W50, A741-27, Prevotella intemedia 25611, 9336, G8-9K-3, 통기성그람음성균: Actinobacillus actinomycetemcomitans)에 대한 항균력을 조사하고 교원질 분해 활성, 섬유아세포재생능, 치은상피세포재생능, 치주인대세포재생능, cytokine생산 억제력시험을 하여 치주조직재생능을 관찰하였다. 후박과 대추의 안전성을 확인하기 위하여 일반임상증상, 체중측정, 피부반응을 관찰하였다. 아울러 이들 약물을 주성분으로 한 제제의 품질평가를 위하여 활성성분의 분리법 및 주성분인 magnolol과 honokiol을 지표로하여 HPLC 분석조건을 검토하였다.

• Korean Journal of Pharmacognosy
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• v.37 no.4 s.147
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• pp.278-282
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• 2006

In this study, we analyzed and quantified the contents of magnolol (1), honokiol (2), and obovatol (3) in the leaves of Magnolia species by HPLC. HPLC methods were developed and validated by ICH guide lines comparing the linearity, intraday precision, inter-day precision. The optimal conditions were as follows; wavelength: 288 nm, column: Zorbax Eclipse XDBC18 $(2.1\times150\;mm,\;5{\mu}m)$, mobile phase: Acetonitril - 0.1 % $H_3PO_4$ (45:55, v/v) buffer, flow rate: 0.5 ml/min. The contents of magnolol, honokiol and obovatol were 1.08%, 2.37%, and 0.57% in the leaves of M. officinalis, 0.50%, 0.03%, and 1.54% in the leaves of M. biloba, 0.37%, 0.03%, and 0.76% in the leaves of M. obovata. The contents of effective ingredients in the leaves of M. officinalis and M biloba were higher than that of M. obovata. Especially, the content of obovatol in the leaves of M. biloba was remarkably high. This result showed that the shapes of leaves have a certain relationship with the content of obovatol.

• Journal of Applied Biological Chemistry
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• v.56 no.3
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• pp.179-181
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• 2013

Repeated $SiO_2$ and octadecyl silica gel (ODS) column chromatographies of the EtOAc fraction from Magnolia obovata fruits, 10 neolignans, named magnolol (1), honokiol (2), isoobovatol (3), isomagnolol (4), obovatol (5), obovatal (6), 9-methoxyobovatol (7), magnobovatol (8), obovaaldehyde (9), and 2-hydroxyobovaaldehyde (10) were isolated and identified. All isolated compounds were evaluated for in vitro cytotoxicity against seven human cancer cell lines.

• YAKHAK HOEJI
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• v.35 no.1
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• pp.7-10
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• 1991

For the purpose of developing of anticariogenic agents, P-phenylphenol derivatives were synthesized and determined their antibacterial activities against a cariogenic bacterium, Streptococcus mutans. Among synthetic compounds, 2-nitro-6-bromo-p-phenylphenol showed as potent antibacterial activity as magnolol and honokiol.

• Journal of Korea Foresty Energy
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• v.20 no.2
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• pp.1-8
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• 2001

The 90% methanol extracts of eight magnoliaceae plants were collected and tested the cytotoxicity against SK-OV-3 and SiHa cells. Also six pure compounds such as magnonol, honokiol, dihydroxybiphenyl ether, linodenine, anonaine, asimilobine which were previously isolated from Magnolia obovata Thunb. were evaluated the cytotoxicities and their mechanism study using the Lactate dehydrogenase assay(LDH) and FACScan analysis system. Of the tested six compounds, magnonol, honokiol, dihydroxybiphenyl ether showed high cytotoxicities against human cancer cell lines, SK-OV-3 and SiHa cells. In addition, one of the plausible mechanisms of their antitumor activities suggested that they could induce the early stage of apoptosis. For the quantitative analysis, the methanol extractives were fractionated with chloroform, ethylacetate, $H_2O$ and then the ethylacetate fraction was chromatographed on silica gel using n-Hexane ; Acetone(4:1, v/v) as eluent. This fraction was subjected for the quantitative analysis in the HPLC system. The result suggested that the methanol extractives of Magnolia obovata Thunb. contained with magnonol, honokiol, dihydroxybiphenyl ether, 0.9%, 0.3% and 0.24%, respectively.

• Biomolecules & Therapeutics
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• v.28 no.5
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• pp.397-404
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• 2020

Adiponectin secretion-promoting compounds have therapeutic potentials in human metabolic diseases. Diallyl biphenyl-type neolignan compounds, magnolol, honokiol, and 4-O-methylhonokiol, from a Magnolia officinalis extract were screened as adiponectin-secretion promoting compounds in the adipogenic differentiation model of human bone marrow mesenchymal stem cells (hBM-MSCs). In a target identification study, magnolol, honokiol, and 4-O-methylhonokiol were elucidated as PPARα and PPARγ dual modulators. Diallyl biphenyl-type neolignans affected the transcription of lipid metabolism-associated genes in a different way compared to those of specific PPAR ligands. The diallyl biphenyl-type neolignan structure provides a novel pharmacophore of PPARα/γ dual modulators, which may have unique therapeutic potentials in diverse metabolic diseases.