Screening of Polyacetylenic Alcohols in Crude Drugs Using the ELISA for Panaxytriol.

Abstract

Polyacetylenic alcohols such as panaxytriol, panaxynol and panaxydol isolated from the roots of Panax ginseng C. A. MEYER have antiproliferative activity against various cultured tumor cells. Anti-panaxytriol antibody was obtained by immunizing rabbits with panaxytriol-bovine serum albumin conjugates. Although the antibody reactivity was directed mainly toward panaxytriol, there was a slight cross-reactivity with other polyacetylenic compounds. The antibody was, therefore, used for screening a large number of crude drugs for polyacetylenic compounds such as panaxytriol. Methanol-extracts from 31 crude drugs were examined. Significant reactivity was observed in 15 methanol-extracts from Aralieaceae, Compositae and Umbelliferae as reported by other investigators. Three out of the 15 crude drugs were selected for determination of the potent cross-reactive compounds. Four kinds of cross-reactive compounds were isolated by silica gel column chromatography, monitoring each fraction using the enzyme-linked immunosorbent assay (ELISA). Among them, panaxynol and heptadeca-1,8-diene-4,6-diyne-3,10-diol were identified from Saposhnikoviae Radix. Falcarindiol was newly identified from Peucedani Radix. A new polyacetylenic alcohol, 9,10-epoxy-16-hydroxy-octadeca-17-ene-12,14-diyne-1-al, was also isolated from Foeniculi Fructus. All these polyacetylenic alcohols inhibited the growth of a human gastric adenocarcinoma cell line, MK-1 cells, in a dose-dependent manner. These results indicate that the antibody against panaxytriol is an effective tool for "screening" antiproliferative polyacetylenic compounds.

Anticancer activity of natural and synthetic acetylenic lipids

“…Other isolated polyacetylenic alcohols-panaxynol (6) and heptadeca-1,8-diene-4,6-diyne-3,10-diol (20) (Saposhnikoviae radix: Fang Feng in Chinese Medicine) and falcarindiol (21) (from Peucedani radix, Qian Hu), 9,10-epoxy-16-hydroxy-octadeca-17-ene-12,14-diyne-1-al (22) (from Foeniculi fructus, bitter fennel) as well as panaxydol 5, panaxynol (6), and panaxytriol (7) (from Panax ginseng)-inhibited the growth of cells from a human gastric adenocarcinoma cell line, MK-1, in a dose-dependent manner (48)(49)(50)(51).…”

“…These compounds are characterized by the presence of a diacetylenic carbinol and an α-acetylenic carboxylic acid. Osirisynes A-F exhibited moderate cytotoxicity against a human leukemia cell-line (KS62), with LC 50 values of 25,48,52,25,20, and 22 µM for 216-221, respectively. In addition, 218, 220, and 221 inhibited Na + /K + -ATPase and reverse transcriptase at concentrations of l µg/mL.…”

Anti-cancer and potential chemopreventive actions of ginseng by activating Nrf2 (NFE2L2) anti-oxidative stress/anti-inflammatory pathways

“…Ginseng protects the cardiovascular system, stimulates the central nervous system [1] and possesses anti-cancer activities [2,3] inhibiting human gastric adenocarcinoma [4] and human breast carcinoma [5]. Therefore, ginseng is a potential cancer preventive agent [6].…”

Multifaceted cytoprotection by synthetic polyacetylenes inspired by the ginseng-derived natural product, panaxytriol

“…Toward this end, we took note of the disclosure of a series of biologically active polyacetylene natural products isolated from the P. ginseng root. We were originally drawn, in particular, to (3R, 9R, 10S)-panaxytriol (PXT) (16) on the basis of reports of its in vitro cytotoxic activity against a range of human tumor cells, including breast carcinoma (breast M25-SF) (17) and gastric carcinoma (MK-1) (18). In one in vivo study, PXT was reported to suppress the growth of B16 melanoma cells in mouse models (19).…”