linoleic-acid and falcarindiol

Polyacetylenic lipids accumulate in various Apiaceae species after pathogen attack, suggesting that these compounds are naturally occurring pesticides and potentially valuable resources for crop improvement. These compounds also promote human health and slow tumor growth. Even though polyacetylenic lipids were discovered decades ago, the biosynthetic pathway underlying their production is largely unknown. To begin filling this gap and ultimately enable polyacetylene engineering, we studied polyacetylenes and their biosynthesis in the major Apiaceae crop carrot (

Topics: Alkynes; Arabidopsis; Chromatography, Thin Layer; Daucus carota; Diynes; Enzymes; Fatty Acid Desaturases; Fatty Alcohols; Gas Chromatography-Mass Spectrometry; Linoleic Acid; Oleic Acids; Plant Proteins; Plants, Genetically Modified; Polyacetylene Polymer; Saccharomyces cerevisiae

A valid chromatographic fingerprint method using liquid chromatography-diode array detection-atmospheric pressure chemical ionization mass spectrometry in negative mode (LC-DAD-APCI-MS) is proposed for studying the absorption and metabolites of a traditional Chinese medicine (TCM) Angelica sinensis (danggui) in rabbit plasma, after the rabbit is administered with danggui oral solution (DOS). More than thirty-two common components were detected in both DOS and rabbit plasma, which shows that the components in the DOS were absorbed into the body of the rabbit. Of these, senkyunolide I, senkyunolide H, Z-6,7-epoxyligustilide, 3-butylidene-7-hydroxyphthalide, Z-ligustilide, Z-butylidenephthalide, Diels-Alder dimers of ligustilide, linolenic acid, linoleic acid and falcarindiol were tentatively identified from their MS, UV spectra and retention behavior by comparing the results with the published literature. At least ten components were found in rabbit plasma but not in DOS, indicating that these components must be metabolites of some of the components in the original extract. The results prove that the proposed method can be used to rapidly analyze multiple constituents in TCMs, and to screen for bioactive compounds by comparing and contrasting the chromatographic fingerprints of DOS and plasma samples.

Topics: 4-Butyrolactone; Absorption; Administration, Oral; Aldehydes; alpha-Linolenic Acid; Angelica sinensis; Animals; Benzofurans; Diynes; Drugs, Chinese Herbal; Fatty Alcohols; Linoleic Acid; Mass Spectrometry; Phthalic Anhydrides; Plant Extracts; Rabbits

Linoleic acid, osthol, osthenol and two polyacetylenes, falcarindiol and 11(S),16(R)-dihydroxyoctadeca-9Z,17-diene-12,14-diyn-1 -yl acetate were found to be the most active compounds responsible for the inhibitory activity of the dichloromethane extract of the roots of Angelica pubescens f. biserrata on 5-lipoxygenase (5-LO) and cyclooxygenase (COX-1) in vitro. They showed prominent inhibitory effect on 5-LO with IC50 values of 27.9 microM, 36.2 microM, 43.1 microM, 9.4 microM and 24.0 microM, respectively. Linoleic acid, osthenol, falcarindiol and 11(S), 16(R)-dihydroxyoctadeca-9Z,17-diene-12,14-diyn-1-yl acetate exhibited inhibitory activity on COX-1 with IC50 values of 13.3 microM, 64.3 microM, 66.0 microM and 73.3 microM.

Topics: Animals; Arachidonate 5-Lipoxygenase; Coumarins; Cyclooxygenase 1; Cyclooxygenase Inhibitors; Diynes; Fatty Alcohols; Isoenzymes; Leukocytes; Linoleic Acid; Lipoxygenase Inhibitors; Male; Medicine, Chinese Traditional; Microsomes; Plant Extracts; Plant Roots; Plants, Medicinal; Prostaglandin-Endoperoxide Synthases; Seminal Vesicles; Sheep; Swine