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Planta Med 2013; 79(14): 1335-1340
DOI: 10.1055/s-0033-1350673
Natural Product Chemistry
Original Papers
Georg Thieme Verlag KG Stuttgart · New York

Neolignans from the Fruits of Magnolia obovata and Their Inhibition Effect on NO Production in LPS-Induced RAW 264.7 Cells

Kyeong-Hwa Seo
1   Graduate School of Biotechnology and Department of Oriental Medicinal Materials and Processing, Kyung Hee University, Yongin, Republic of Korea
,
Dae-Young Lee
2   Department of Herbal Crop Research, National Institute of Horticultural and Herbal Science, RDA, Eumseong, Republic of Korea
,
Dong-Sung Lee
3   Standardized Material Bank for New Botanical Drugs, College of Pharmacy, Wonkwang University, Iksan, Republic of Korea
,
Ji-Hae Park
1   Graduate School of Biotechnology and Department of Oriental Medicinal Materials and Processing, Kyung Hee University, Yongin, Republic of Korea
,
Rak-Hun Jeong
1   Graduate School of Biotechnology and Department of Oriental Medicinal Materials and Processing, Kyung Hee University, Yongin, Republic of Korea
,
Ye-Jin Jung
1   Graduate School of Biotechnology and Department of Oriental Medicinal Materials and Processing, Kyung Hee University, Yongin, Republic of Korea
,
Sabina Shrestha
1   Graduate School of Biotechnology and Department of Oriental Medicinal Materials and Processing, Kyung Hee University, Yongin, Republic of Korea
,
In-Sik Chung
1   Graduate School of Biotechnology and Department of Oriental Medicinal Materials and Processing, Kyung Hee University, Yongin, Republic of Korea
,
Geum-Soog Kim
2   Department of Herbal Crop Research, National Institute of Horticultural and Herbal Science, RDA, Eumseong, Republic of Korea
,
Youn-Chul Kim
3   Standardized Material Bank for New Botanical Drugs, College of Pharmacy, Wonkwang University, Iksan, Republic of Korea
,
Nam-In Baek
1   Graduate School of Biotechnology and Department of Oriental Medicinal Materials and Processing, Kyung Hee University, Yongin, Republic of Korea
› Author Affiliations
Further Information

Publication History

received 28 December 2012
revised 24 June 2013

accepted 03 July 2013

Publication Date:
22 August 2013 (online)

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Abstract

Three new neolignans, named 9-methoxyobovatol (6), magnobovatol (7), and 2-hydroxyobovaaldehyde (9), along with six known ones, magnolol (1), honokiol (2), isomagnolol (3), obovatol (4), obovatal (5), and obovaaldehyde (8), were isolated from the fruits of Magnolia obovata using silica gel and ODS column chromatography. From the results of spectroscopic data including EIMS, IR, 1H- and 13C-NMR, DEPT, and 2D-NMR (gCOSY, gHSQC, gHMBC), the chemical structures were determined. All isolated compounds were evaluated for inhibition activity on nitric oxide production in LPS-induced RAW 264.7 cells, and compounds 1–4, 6, 7, and 9 showed significant activity with IC50 values of 15.8 ± 0.3, 3.3 ± 1.2, 14.1 ± 0.9, 6.2 ± 1.2, 14.8 ± 2.3, 14.2 ± 1.2, and 14.8 ± 3.2 µM, respectively, without any visible toxic effect.

Key words

anti-inflammation - Magnoliaceae - Magnolia obovata - magnobovatol - 9-methoxyobovatol - neolignan - NO production

Supporting Information

 

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