Showing papers on "Isopimpinellin published in 1983"
TL;DR: In this article, a linear furocoumarin phytoalexin response was observed in stressed celery (Apium graveolens) in a controlled setting.
142 citations
TL;DR: In this paper, the authors show that after treatment with elicitor preparations of either Phytophthora megasperma f.sp. glycinea (Pmg elicitor) or Alternaria carthami Chowdhury (Ac elicitor), the linear furanocoumarins, psoralen and xanthotoxin, and the benzodipyrandione, graveolone, are the major products synthesized in response to Pmg elicitors, besides small amounts of the furanocomarin bergapten.
Abstract: Dark-grown cell suspension cultures of parsley, Petroselinum hortense, produce furanocoumarins after treatment with elicitor preparations of either Phytophthora megasperma f.sp. glycinea (Pmg elicitor) or Alternaria carthami Chowdhury (Ac elicitor). The linear furanocoumarins, psoralen and xanthotoxin, and the benzodipyrandione, graveolone, are the major products synthesized in response to Pmg elicitor, besides small amounts of the furanocomarin bergapten. Treatment with Ac elicitor induces predominantly the formation of bergapten and the furanocoumarin isopimpinellin, as well as small amounts of graveolone. While Pmg elicitor leads to cell death within a few days, cell mass increased for at least 6 days after treatment with Ac elicitor. Brefeldin A, a phytotoxin produced by A. carthami, inhibits growth of parsley cell suspension cultures considerably at a concentration of 0.01 mM and growth of the cells ceased at a concentration of 0.1 mM toxin. Concomitantly, furanocoumarin biosynthesis was suppressed in our system by a concentration of brefeldin A within 0.01–0.1 mM.
137 citations
TL;DR: Four linear furocoumarins (psoralen, bergapten, xanthotoxin, and isopimpinellin) were isolated from three varieties of healthy, commercially grown celery (Apium graveolens) and measured by normal-phase HPLC did not exceed 1.3 ppm in any of the celery varieties studied.
63 citations
TL;DR: The bioassay described is more rapid and sensitive than previously published methods, permits replica plates to be made, and allows tentative identification of the photosensitized molecular target.
Abstract: — A photobiological assay based upon inhibition of growth in the DNA repair-deficient bacterium E. coli Bs-1, is described for the analysis of a number of photosensitizing agents. The lower limits of detection were as follows: psoralen 5 × 10-11g; 5-methoxypsoralen 1 × 10-9 g; 8-methoxypsoralen 1 × 10-9 g; 4,5',8-trimethylpsoralen 1 × 10-11 g; angelicin 5 × 10-9 g; 5,7-di-methoxycoumarin 1 × 10-7 g; isoimperatorin 5 × 10-9 g; dictamnine 1 × 10-8 g; oxypeucedanin 5 × 10-7 g; 5-nitroxanthotoxin 5 × 10-7 g; and α-terthienyl 1 × 10-6 g. All active compounds with the exception of α-terthienyl were more easily detected by several orders of magnitude by E. coli Bs-1 than with the normal wild type E. coli. 5—Geranoxypsoralen and isopimpinellin were not active. The application of this technique, after TLC, to the analysis of complex mixtures from lemon oil, oil of bergamot, Heracleum lanatum, Angelica dawsonii, and celery and parsnip is illustrated. The bioassay described is more rapid and sensitive than previously published methods, permits replica plates to be made, and allows tentative identification of the photosensitized molecular target.
41 citations
TL;DR: Five furocoumarins were isolated by HPLC from the petroleum ether extract of shoots of Pituranthos triradiatus, commonly used by Beduins still practicing folk medicine in the Negev and Sinai Deserts.
Abstract: Five furocoumarins were isolated by HPLC from the petroleum ether extract of shoots of PITURANTHOS TRIRADIATUS (H OCHST. ex B OISS.) A SCHERS. et S CHWEIF. (Umbelliferae). This species is commonly used by Beduins still practicing folk medicine in the Negev and Sinai Deserts. The furocoumarins were found to be: isoimperatorin, 5-(3-methyl-2-butenyloxy)-psoralen; cnidilin, 8-methoxy-5-(3-methyl-2-butenyloxy)-psoralen; imperatorin, 8-(3-methyl-2-butenyloxy)-psoralen; bergapten, 5-methoxypsoralen; and isopimpinellin, 5,8-dimethoxypsoralen. Some chemical and physical characteristics of these compounds, including RT values, were determined.
22 citations
TL;DR: In vivo findings were confirmed by the in vitro Candida test, and action spectrum studies demonstrated peak photosensitivity in the range 330–335 nm, with bergapten being more than twice as phototoxic as pimpinellin.
Abstract: Isolation of the furocoumarins (psoralens) bergapten, isobergapten, sphondin, isopimpinellin and pimpinellin from the Umbilliferous plant Heracleum laciniatum was carried out by column chromatography, and the structure and absorption spectra for the 5 furocoumarins isolated are described. Photoepicutaneous testing showed the strongest phototoxic effects from bergapten, marked effects from pimpinellin, weak effects from sphondin and none from the others. These in vivo findings were confirmed by the in vitro Candida test. Action spectrum studies demonstrated peak photosensitivity in the range 330-335 nm, bergapten being more than twice as phototoxic as pimpinellin.
14 citations
TL;DR: Results indicate that 5,8-dihydroxypsoralen is a major physiological precursor of isopimpinellin.
9 citations
TL;DR: In this paper, the organic layer was filtered on a phase filter, which was then washed with methylene chloride (three times with l-ml portions): the organic layers could be evaporated to dryness on a rotary evaporator under vacuum at 45~ the dry, and residue mixed with i0 ml of 0.05 N HCI, and 50,~i of this solution introduced into the chromatograph; 2.5 ml of the organic surface after extraction was collected and transferred to a different test tube, to which i00 ~i was added, shaken vigorously for
Abstract: mixer, 3 ml of methylene chloride added, and mixed for 15 min. Then the treatment could be performed ~acc~ to two variants: the organic layer could be filtered on a phase filter ~(~] a tln an i~), which was then washed with methylene chloride (three times with l-ml portions): The organic layer could be evaporated to dryness on a rotary evaporator under vacuum at 45~ the dry. residue mixed with i0 ml of 0.05 N HCI, and 50 ,~i of this solution introduced into the chromatograph; 2.5 ml of the organic layer after extraction was collected and transferred to a different test tube, to which i00 ~i of 0.05 N HCI was added, shaken vigorously for 1 rain, and 50 ~I of the acid (upper) layer introduced into the chromatograph. Blood samples were collected from the finger 0.5, 1.0, 2.0. 4.0, 8.0, and 12 h after intake of novocaine in a dose of 0.5 g.