Antioxidant and anti-inflammatory phenylpropanoid derivatives from Calamus quiquesetinervius.
Eight new phenylpropanoid derivatives [quiquesetinerviusides A (1), B (2), C (3), D (4), and E (5), as well as quiquesetinerviusins A (6), B (7), and C (8)] and seven known compounds (8-15), were isolated from an EtOAc extract of Calamus quiquesetinervius stems. The structures of 1-8 were elucidated on the basis of 1D- and 2D-NMR spectroscopic data analysis. Bioassay results showed that 1-5 possess weak DPPH (2,2-diphenyl-1-picrylhydrazyl) scavenging activity, but potent (·)OH radical scavenging activity (IC(50) 3.6-8.4 μM). Of the tested isolates, compounds 4-6 and 9 showed potent inhibition (IC(50) 9.2-29.5 μM) of LPS-stimulated NO production when compared with a positive control substance, quercetin (IC(50) 34.5 μM).
Chang
Chao-Lin
CL
Graduate Institute of Natural Products, Kaohsiung Medical University, Kaohsiung 807, Taiwan, Republic of China. yachwu@kmu.edu.tw
Zhang
Li-Jie
LJ
Chen
Ru Yin
RY
Kuo
Li-Ming Yang
LM
Huang
Jhih-Ping
JP
Huang
Hui-Chi
HC
Lee
Kuo-Hsiung
KH
Wu
Yang-Chang
YC
Kuo
Yao-Haur
YH
D000818:Animals; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D000975:Antioxidants / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D001713:Biphenyl Compounds / Q000494:pharmacology; D031081:Calamus / Q000737:chemistry*; D004365:Drugs, Chinese Herbal / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D016166:Free Radical Scavengers / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D006027:Glycosides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D008070:Lipopolysaccharides / Q000494:pharmacology; D008264:Macrophages / Q000187:drug effects; D051379:Mice; D015394:Molecular Structure; D009569:Nitric Oxide / Q000096:biosynthesis; D019906:Nuclear Magnetic Resonance, Biomolecular; D010666:Phenylpropionates / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D010851:Picrates / Q000494:pharmacology; D018547:Plant Stems / Q000737:chemistry; D011794:Quercetin / Q000494:pharmacology; D013624:Taiwan
D000894:Anti-Inflammatory Agents, Non-Steroidal; D000975:Antioxidants; D001713:Biphenyl Compounds; D004365:Drugs, Chinese Herbal; D016166:Free Radical Scavengers; D006027:Glycosides; D008070:Lipopolysaccharides; D010666:Phenylpropionates; D010851:Picrates; D009569:Nitric Oxide; D011794:Quercetin; C004931:1,1-diphenyl-2-picrylhydrazyl