Potent cytotoxic lignans from Justicia procumbens and their effects on nitric oxide and tumor necrosis factor-alpha production in mouse macrophages.
A new lignan glycoside, 4-O-alpha-L-arabinopyranosyl-(1' "-->2' ')-beta-D-apiofuranosyldiphyllin (2), named procumbenoside A, and 11 known compounds were isolated from the whole plant of Justicia procumbens. The structure of 2 was established by spectral analysis and chemical methods. The known compounds justicidin A (1), diphyllin (3), and tuberculatin (4) showed potent cytotoxic effects against a number of cancer cells in vitro. Compounds 1 and 4 also strongly enhanced tumor-necrosis factor-alpha (TNF-alpha) generation from mouse macrophage-like RAW 264.7 cells stimulated with lipopolysaccharide (LPS).
Day
Shiow-Hwa
SH
School of Pharmacy, Kaohsiung Medical University, Kaohsiung, Taiwan 807, Republic of China.
Lin
Yi-Chen
YC
Tsai
Mei-Lin
ML
Tsao
Lo-Ti
LT
Ko
Horng-Huey
HH
Chung
Mei-Ing
MI
Lee
Jeng-Chang
JC
Wang
Jih-Pyang
JP
Won
Shen-Jeu
SJ
Lin
Chun-Nan
CN
D000818:Animals; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D052117:Benzodioxoles; D002461:Cell Line, Transformed / Q000187:drug effects; D004148:Dioxolanes / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D006027:Glycosides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D020128:Inhibitory Concentration 50; D017705:Lignans / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D008070:Lipopolysaccharides / Q000008:administration & dosage; D008262:Macrophage Activation; D008264:Macrophages / Q000187:drug effects*; D051379:Mice; D008815:Mice, Inbred Strains; D009569:Nitric Oxide / Q000032:analysis; D019906:Nuclear Magnetic Resonance, Biomolecular; D010946:Plants, Medicinal / Q000737:chemistry*; D013056:Spectrophotometry, Ultraviolet; D013624:Taiwan; D014409:Tumor Necrosis Factor-alpha / Q000032:analysis*
D000972:Antineoplastic Agents, Phytogenic; D052117:Benzodioxoles; D004148:Dioxolanes; D006027:Glycosides; D017705:Lignans; D008070:Lipopolysaccharides; D014409:Tumor Necrosis Factor-alpha; C049719:justicidins; C455679:procumbenoside A; C103139:tuberculatin; D009569:Nitric Oxide; C010130:diphyllin