Anti-inflammatory Flavonoid C-Glycosides from Piper aduncum Leaves.
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 fromPiper aduncumleaves. The effects of these compounds on lipopolysaccharide-induced expression of the proinflammatory cytokines IL-12 p40, IL-6, and TNF-αin bone marrow-derived dendritic cells were evaluated. Compounds2, 3, 6, 8, 9, and11-13inhibited the production of both IL-12 p40 and IL-6, with IC50values ranging from 0.35 ± 0.01 to 1.40 ± 0.04 µM and 1.22 ± 0.02 to 3.79 ± 0.10 µM, respectively. Compounds5and10only showed strong inhibition effects on the production of IL-12 p40, with IC50values of 2.76 ± 0.08 and 0.39 ± 0.05 µM, respectively. However, all compounds showed weak activity or no activity on TNF-αproduction at the tested concentrations.
College of Pharmacy, Chungnam National University, Daejeon, Republic of Korea.
Nguyen Phuong
NP
Thao
College of Pharmacy, Chungnam National University, Daejeon, Republic of Korea.
Bui Thi Thuy
BT
Luyen
Faculty of Medicine, Maranatha Christian University, Bandung, West Java, Indonesia.
Wahyu
W
Widowati
Biomolecular and Biomedical Research Center, Aretha Medika Utama, Bandung, West Java, Indonesia.
Nurul
N
Fauziah
Biomolecular and Biomedical Research Center, Aretha Medika Utama, Bandung, West Java, Indonesia.
Maesaro
M
Maesaroh
Department of Chemistry, Mathematic and Natural Sciences, University of Padjadjaran, Jatinangor Sumedang, West Java, Indonesia.
Tati
T
Herlina
School of Medicine, Brain Korea 21 PLUS Program, and Institute of Medical Science, Jeju National University, Jeju, Republic of Korea.
Zahid
Z
Manzoor
School of Medicine, Brain Korea 21 PLUS Program, and Institute of Medical Science, Jeju National University, Jeju, Republic of Korea.
Irshad
I
Ali
School of Medicine, Brain Korea 21 PLUS Program, and Institute of Medical Science, Jeju National University, Jeju, Republic of Korea.
Young Sang
YS
Koh
College of Pharmacy, Chungnam National University, Daejeon, Republic of Korea.
Young Ho
YH
Kim
D000818:Animals; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000737:chemistry / Q000494:pharmacology*; D016207:Cytokines / Q000378:metabolism; D003713:Dendritic Cells / Q000187:drug effects; D004353:Drug Evaluation, Preclinical / Q000379:methods; D005419:Flavonoids / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D006027:Glycosides / Q000737:chemistry / Q000494:pharmacology; D020128:Inhibitory Concentration 50; D008070:Lipopolysaccharides / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D008810:Mice, Inbred C57BL; D015394:Molecular Structure; D031701:Piper / Q000737:chemistry*; D010936:Plant Extracts / Q000494:pharmacology; D018515:Plant Leaves / Q000737:chemistry; D021241:Spectrometry, Mass, Electrospray Ionization
D000894:Anti-Inflammatory Agents, Non-Steroidal; D016207:Cytokines; D005419:Flavonoids; D006027:Glycosides; D008070:Lipopolysaccharides; D010936:Plant Extracts