Inhibition of DNA topoisomerases I and II of compounds from Reynoutria japonica.
Three anthraquinones (1, 2 and 4), three stilbenes (5, 6 and 7) and 3,5-dihydroxybenzyl alcohol (3) were isolated from Reynoutria japonica. Their structures were identified as emodin (1), emodin-8-O-β-D-glucoside (2), 3,5-dihydroxybenzyl alcohol (3), citreorosein (4), cis-resveratrol (5), trans-resveratrol (6) and trans-resveratrol-5-O-β-D-glucopyranoside (7) by comparing their physicochemical and spectral data with published data. Compound 3 was isolated for the first time from the Polygonaceae family. Among the purified compounds, 3 showed more potent inhibitory activity against topoisomerase I (IC₅₀: 4 μM) than camptothecin, as the positive control (IC₅₀: 18 μM). Compounds 3, 4, 5, 6 and 7 showed stronger inhibitory activities toward DNA topoisomerase II (IC₅₀: 0.54, 14, 15, 0.77 and 3 μM, respectively) than the positive control, etoposide (IC₅₀: 44 μM). Compounds 1 and 4 displayed weak cytotoxicities against human lung cancer (A549), ovarian cancer (SK-OV-3), human liver hepatoblastoma (HepG2) and colon adenocarcinoma (HT-29) cell lines.
College of Pharmacy, Yeungnam University, Gyongsan, 712-749, Korea.
Kyoung
K
Hwangbo
Ming Shan
MS
Zheng
Young-Jin
YJ
Kim
Jong-Yeop
JY
Im
Chong-Soon
CS
Lee
Mi-Hee
MH
Woo
Yurngdong
Y
Jahng
Hyun-Wook
HW
Chang
Jong-Keun
JK
Son
D000818:Animals; D000880:Anthraquinones / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D000951:Antigens, Neoplasm / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D001592:Benzyl Alcohols / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D002417:Cattle; D045744:Cell Line, Tumor; D004250:DNA Topoisomerases, Type II / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D004268:DNA-Binding Proteins / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D055808:Drug Discovery; D045468:Fallopia japonica / Q000737:chemistry*; D005960:Glucosides / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D006801:Humans; D020128:Inhibitory Concentration 50; D055670:Medicine, Korean Traditional; D009369:Neoplasms / Q000188:drug therapy*; D010936:Plant Extracts / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D018517:Plant Roots / Q000737:chemistry*; D056910:Republic of Korea; D012118:Resorcinols / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D013267:Stilbenes / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D059004:Topoisomerase I Inhibitors / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D044366:Transition Temperature
C578979:3,5-dihydroxybenzyl alcohol; D000880:Anthraquinones; D000951:Antigens, Neoplasm; D000972:Antineoplastic Agents, Phytogenic; D001592:Benzyl Alcohols; D004268:DNA-Binding Proteins; D005960:Glucosides; D010936:Plant Extracts; D012118:Resorcinols; D013267:Stilbenes; D059004:Topoisomerase I Inhibitors; D004250:DNA Topoisomerases, Type II