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Planta Med 2016; 82(17): 1475-1481
DOI: 10.1055/s-0042-108737
Biological and Pharmacological Activity
Original Papers
Georg Thieme Verlag KG Stuttgart · New York

Anti-inflammatory Flavonoid C-Glycosides from Piper aduncum Leaves

Nguyen Phuong Thao   *
1   College of Pharmacy, Chungnam National University, Daejeon, Republic of Korea
2   Institute of Marine Biochemistry (IMBC), Vietnam Academy of Science and Technology (VAST), Caugiay, Hanoi, Vietnam
,
Bui Thi Thuy Luyen   *
1   College of Pharmacy, Chungnam National University, Daejeon, Republic of Korea
,
Wahyu Widowati
3   Faculty of Medicine, Maranatha Christian University, Bandung, West Java, Indonesia
,
Nurul Fauziah
4   Biomolecular and Biomedical Research Center, Aretha Medika Utama, Bandung, West Java, Indonesia
,
Maesaro Maesaroh
4   Biomolecular and Biomedical Research Center, Aretha Medika Utama, Bandung, West Java, Indonesia
,
Tati Herlina
5   Department of Chemistry, Mathematic and Natural Sciences, University of Padjadjaran, Jatinangor Sumedang, West Java, Indonesia
,
Zahid Manzoor
6   School of Medicine, Brain Korea 21 PLUS Program, and Institute of Medical Science, Jeju National University, Jeju, Republic of Korea
,
Irshad Ali
6   School of Medicine, Brain Korea 21 PLUS Program, and Institute of Medical Science, Jeju National University, Jeju, Republic of Korea
,
Young Sang Koh
6   School of Medicine, Brain Korea 21 PLUS Program, and Institute of Medical Science, Jeju National University, Jeju, Republic of Korea
,
Young Ho Kim
1   College of Pharmacy, Chungnam National University, Daejeon, Republic of Korea
› Author Affiliations
Further Information

Publication History

received 25 February 2016
revised 01 May 2016

accepted 05 May 2016

Publication Date:
10 June 2016 (online)

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Abstract

Four new compounds, acacetin 8-C-[β-D-apiofuranosyl-(1 → 2)-β-D-glucopyranoside] (1), 7-methoxyacacetin 8-C-[β-D-apiofuranosyl-(1 → 3)-β-D-glucopyranoside] (2), 7-methoxyacacetin 8-C-[β-D-glucopyranosyl-(1 → 2)-β-D-glucopyranoside] (3), and 4‴-O-acetylacacetin 8-C-[α-L-rhamnopyranosyl-(1 → 2)-β-D-glucopyranoside] (4), along with ten known compounds (5–14), were isolated from Piper aduncum leaves. The effects of these compounds on lipopolysaccharide-induced expression of the proinflammatory cytokines IL-12 p40, IL-6, and TNF-α in bone marrow-derived dendritic cells were evaluated. Compounds 2, 3, 6, 8, 9, and 11–13 inhibited the production of both IL-12 p40 and IL-6, with IC50 values ranging from 0.35 ± 0.01 to 1.40 ± 0.04 µM and 1.22 ± 0.02 to 3.79 ± 0.10 µM, respectively. Compounds 5 and 10 only showed strong inhibition effects on the production of IL-12 p40, with IC50 values of 2.76 ± 0.08 and 0.39 ± 0.05 µM, respectively. However, all compounds showed weak activity or no activity on TNF-α production at the tested concentrations.

Key words

Piper aduncum - Piperaceae - Flavonoid C-glycoside - IL-12 p40 - IL-6 - TNF-α - LPS

* These authors contributed equally to this work.


Supporting Information

 

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