Bioactive compounds from the fern Lepisorus contortus.
Phytochemical investigation of the whole plant of Lepisorus contortus (Christ) Ching led to the isolation of five new phenylethanoid glycosides (1-5), each containing a caffeoyl group, a new flavonoid glycoside (10), and 14 known compounds (6-9 and 11-15, syringic acid, vanillic acid, phloretic acid, diplopterol, and β-sitosterol). This is the first report of phenylethanoid glycosides from the family Polypodiaceae. Compounds 1-15 were evaluated for their cancer chemopreventive potential based on their ability to inhibit tumor necrosis factor alpha (TNF-α)-induced NF-κB activity, nitric oxide (NO) production, and aromatase, quinone reductase 2 (QR-2), and COX-1/-2 activities. Quercetin-3-O-β-d-glucoside (15) demonstrated inhibition against QR2 with an IC(50) value of 3.84 μM, which confirmed kaempferol/quercetin glycosides as the active compounds to inhibit QR2. The compound also demonstrated NF-κB activity with an IC(50) value of 33.6 μM. In addition, compounds 1, 2, 4, and 6 showed aromatase activity with IC(50) values of 30.7, 32.3, 26.8, and 35.3 μM, respectively.
Department of Chemistry, Yunnan Normal University, Kunming 650092, People's Republic of China.
Jian-Hong
JH
Yang
Tamara P
TP
Kondratyuk
Katherine C
KC
Jermihov
Laura E
LE
Marler
Xi
X
Qiu
Yongsoo
Y
Choi
Hongmei
H
Cao
Rui
R
Yu
Megan
M
Sturdy
Rong
R
Huang
Ying
Y
Liu
Li-Qin
LQ
Wang
Andrew D
AD
Mesecar
Richard B
RB
van Breemen
John M
JM
Pezzuto
Harry H S
HH
Fong
Ye-Gao
YG
Chen
Hong-Jie
HJ
Zhang
D000818:Animals; D016588:Anticarcinogenic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D047072:Aromatase Inhibitors / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D002109:Caffeic Acids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D016861:Cyclooxygenase Inhibitors / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D004354:Drug Screening Assays, Antitumor; D005419:Flavonoids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D006027:Glycosides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D006801:Humans; D020128:Inhibitory Concentration 50; D044949:Kaempferols / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D051379:Mice; D015394:Molecular Structure; D016328:NF-kappa B / Q000037:antagonists & inhibitors; D009569:Nitric Oxide / Q000037:antagonists & inhibitors; D029621:Polypodiaceae / Q000737:chemistry*; D011794:Quercetin / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D014409:Tumor Necrosis Factor-alpha / Q000037:antagonists & inhibitors
D016588:Anticarcinogenic Agents; D000970:Antineoplastic Agents; D047072:Aromatase Inhibitors; D002109:Caffeic Acids; D016861:Cyclooxygenase Inhibitors; D005419:Flavonoids; D006027:Glycosides; D044949:Kaempferols; D016328:NF-kappa B; D014409:Tumor Necrosis Factor-alpha; D009569:Nitric Oxide; C006552:kaempferol; D011794:Quercetin
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