Jasmonic Acid Derivatives Research Articles

Olefin Cross‐Metathesis with Monosubstituted Olefins

AbstractThe applicability of olefin cross‐metathesis for the synthesis of different unsymmetrically substituted functionalized olefins is described. The coupling of different functionalized olefins in the presence of Grubbs' ruthenium catalyst or Schrock's molybdenum catalyst afforded the crossed products in good yields and with very high selectivities. Derivatives of jasmonic acid and functionalized allylsilanes were prepared by this catalytic method for carbon‐carbon double bond formation.

49 Synergistic effects of Brassinosteroid TS303 and Jasmonic acid derivative PDJ : Promotive effects of germination, root taking and growth in TNZ303 solution

49 Synergistic effects of Brassinosteroid TS303 and Jasmonic acid derivative PDJ : Promotive effects of germination, root taking and growth in TNZ303 solution

ChemInform Abstract: Stereoselective Synthesis of 7‐Substituted Jasmonic Acid Derivatives and Investigation of Their Biological Activity.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

ChemInform Abstract: Synthesis and Biological Activity of Stereochemically Locked Derivatives of Jasmonic Acid.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Involvement of Jasmonic Acid and Related Compounds in the Tuberization of Jerusalem Artichoke Plants(Helianthus tuberosus L.).

Using a bioassay for tuber-inducing activity, which was carried out with cultures of single-node segments of potato stems in vitro, jasmonic acid (JA) was isolated from the leaves of Jerusalem artichoke (Helianthus tuberosus L.), and identified by both HPLC and mass spectrometry. The level of endogenous JA in the leaves of young plants was very high (4.0×10-6gt; mol·kg<-1) but decreased sharply with the growth of the plants. By contrast, the level of water-soluble derivatives of JA increased with the growth of plants and reached a maximum near the time at which tuberization was initiated. The effect of exogenous JA on the tuberization of Jerusalem artichoke plants was examined in vitro, and JA was found to have strong tuber-inducing activity. These results suggest that tuberization of Jerusalem artichoke plants is controlled by JA and related compounds.

Stereoselective synthesis of 7-substituted jasmonic acid derivatives and investigation of their biological activity

Racemic 7-substituted derivatives of methyl jasmonate have been synthesized. Methyl 7-epi-methyljasmonate 3 was also synthesized in enantiomerically pure form in 7 steps from the Hajos–Wichert ketone 8. In addition the biological activity of the prepared compounds has been investigated for the induction of tendril coiling in Bryonia dioica and the elicitation of the phytoalexin production in Eschscholtzia californica. All the synthesized compounds showed poor activity in the bioassays. The specificity of the investigated species towards methyl 7-epi-jasmonate 1 seems to be very high.

Uptake of jasmonic acid and related compounds by mesophyll protoplasts of the barley leaf

Jasmonic acid (JA) permeates the plasma membrane of mesophyll cells by diffusion as the lipophilic undissociated JAH molecule probably without the participation of a saturable uptake component. The mesophyll plasma membrane is nearly impermeable to the JA anion. The permeability coefficients of JA and several JA derivatives (its methyl ester (JAMe), 7-iso-cucurbic acid (7-iso-CA), 6-epi-7-iso-cucurbic acid (6-epi-7-iso-CA), and both stereoisomers of the JA leucine conjugate ((+)-JA-Leu and (-)-JA-Leu)) were determined and used in a simplified mathematical model to predict stressdependent JA redistribution between cytosol and apoplast in comparison with ABA. The redistribution of JA takes place similar to ABA; however, its velocity is much higher because of the high JA membrane permeability. When the permeability coefficients for the mesophyll plasma membrane are plotted double-logarithmically against the ratio of the distribution coefficient and the molecular ratio to the power of 1.5 (KDMr −1.5), two straight lines result for two different classes of compounds. The permeability coefficients of JA conjugates are lower than that of the free acid by approximately one order of magnitude, but they are still significantly higher than that of ABA.

Synthesis and biological activity of stereochemically locked derivatives of jasmonic acid

Racemic 7-methyljasmonic acid 6 and 7-methyl-7-epi-jasmonic acid 7 have been synthesised. Bioassay of these derivatives for induction of tendril coiling in Bryonia dioica demonstrated that the observed biological activity of jasmonic acid is due to the minor 7-epi-isomer.

The death hormone hypothesis

The ‘death hormones’ or monocarpic senescence factors are hypothetical substances transported from the fruits to the vegetative parts of the mother plant, where they may stop growth, activate senescence, remobilize nutrients. and finally lead to the death of the plant. Death hormones could well be derivatives of jasmonic acid, 4‐chloroindoleacetic acid, or other chlorine compounds.