Studies on lignification in wheat (Triticum aestivum var. Thatcher) : a thesis presented in partial fulfilment of the requirements for the degree of Master of Science in Botany at Massey University

PART I Transections of the stem of Triticum were examined after staining with dyes specific for functional groups within the lignin polymer. Anatomical observations suggest that the basis for the rapid increase in the lignin content of this plant 35 to 40 days after germination, is the differentiation of subepidermal sclerenchyma fibres in the stem at this time. The lignin formed in the fibre walls appears to have a higher methoxyl content than the lignin of the xylem vessels. A comparison of the development of lignification with stem elongation and flowering was made and the interrelationship of these processes discussed. PART II The role of p-hydroxyphenyllactic acid in lignification in wheat was investigated. ¹⁴C-labelled tyrosine, p-hydroxyphenyllactic acid (HPLA), and ³H-labelled HPLA were administered separately to the cut ends of shoots of Triticum and the incorporation of label into ethanol-soluble and ethanol-insoluble ferulic (and in some cases only, p-hydroxycinnamic) acid was measured. On the basis of the pattern of incorporation of label from the ¹⁴C-tyrosine, experiments were carried out to determine the route by which HPLA is converted to lignin precursors. A failure to detect label from ³H-HPLA in the cinnamic acids suggests that HPLA is not dehydrated directly to p-hydroxycinnamic acid and is not of regulatory significance in lignification in either 10 or 40 day-old wheat plants. PART III Information from several levels of organization within the plant is drawn together and discussed. Suggestions for further work investigating the controlling factors in lignification are included

Progeny from the crosses of two antisense potato plants exhibit ectopic xylem differentiation

Progeny from the crosses of two transgenic potato lines csr2-1 and csr4-8, containing two different antisense constructs, csr2 and csr4 had been previously characterized to exhibit altered tuber production. Histochemical staining and microscopic examinations of the tubers were made to investigate cellular phenotype in the tubers. We observed ectopic proliferation of xylem, which is most pronounced in the csr2 tubers. Light microscopy of csr2 tubers revealed that the proliferation of xylem was associated with lignification of their cell walls. This paper provides evidence of cellular phenotype as a consequence of the presence of the antisense construct

Phlorotannin Extracts from Fucales Characterized by HPLC-DAD-ESI-MSn: Approaches to Hyaluronidase Inhibitory Capacity and Antioxidant Properties

Purified phlorotannin extracts from four brown seaweeds (Cystoseira nodicaulis (Withering) M. Roberts, Cystoseira tamariscifolia (Hudson) Papenfuss, Cystoseira usneoides (Linnaeus) M. Roberts and Fucus spiralis Linnaeus), were characterized by HPLC-DAD-ESI-MSn . Fucophloroethol, fucodiphloroethol, fucotriphloroethol, 7-phloroeckol, phlorofucofuroeckol and bieckol/dieckol were identified. The antioxidant activity and the hyaluronidase (HAase) inhibitory capacity exhibited by the extracts were also assessed. A correlation between the extracts activity and their chemical composition was established. F. spiralis, the species presenting higher molecular weight phlorotannins, generally displayed the strongest lipid peroxidation inhibitory activity (IC50 = 2.32 mg/mL dry weight) and the strongest HAase inhibitory capacity (IC50 = 0.73 mg/mL dry weight). As for superoxide radical scavenging, C. nodicaulis was the most efficient species (IC50 = 0.93 mg/mL dry weight), followed by F. spiralis (IC50 = 1.30 mg/mL dry weight). These results show that purified phlorotannin extracts have potent capabilities for preventing and slowing down the skin aging process, which is mainly associated with free radical damage and with the reduction of hyaluronic acid concentration, characteristic of the process.info:eu-repo/semantics/publishedVersio

Condensation cyclization reactions of electron deficient aromatics. 4: Tricyclic nitropropene nitronates from the reaction of phloroglucinol and cycloalkanones with sym-trinitrobenzene

Interesting similarities have been shown between the reactions of sym-trinitrobenzene with cycloalkanones, and with phloroglucinol. Previously unsuspected common intermediates have been shown to intervene. The structurally similar products in each case are tricyclic nitropropene nitronates. Protonation of these yields the corresponding nitronic acids in certain instances

Role of gravitational stress in land plant evolution - The gravitational factor in lignification Semiannual status report, period ending 31 Oct. 1968

Gravitational and mechanical stress effects on lignification in land plant

Reduction of the formaldehyde content in leathers treated with formaldehyde resins by means of plant polyphenols

Formaldehyde has applications in many industrial processes, including synthesis of resins and syntans to be used in the retanning process of leather. When resins are employed, they can hydrolyse, releasing formaldehyde. Due to the carcinogenicity of formaldehyde, its presence in leather should be avoided or kept below allowable limits. The aim of this study is to determine the effect of polyphenols contained in vegetable compounds (mimosa, quebracho and tara) in the reduction of the formaldehyde content in leathers treated with resins synthesized with formaldehyde (melamine-formaldehyde and dicyandiamide-formaldehyde). The formaldehyde content in leathers treated only with resin increases with time while the formaldehyde content in leathers treated additionally with vegetable compounds is reduced. The lower the formaldehyde content in the leather, the higher the ability of vegetable compounds to reduce such content. Mimosa shows the strongest ability to reduce the formaldehyde content, and this capacity increases with ageing. The addition of 4% (on shaved wet-blue weight) of mimosa gives rise to an 85% reduction in the formaldehyde content 140 days after leather processing of split hides treated with a formaldehyde resin of low formaldehyde content. However, this reduction is 68% in splits hides treated with a resin of high formaldehyde content. This is of great importance in baby’s leather articles, in which the formaldehyde content is low; therefore, the addition of a small amount (3%) of vegetable compounds (especially mimosa) guarantees that the formaldehyde content is below the allowed limits (16 mg/kg in the most restrictive regulation). Reducing the formaldehyde content using the polyphenols contained in vegetable compounds constitutes a good alternative not only in the leather sector but also in other industrial sectors (wood, textile, etc.) that use formaldehyde resins.Peer ReviewedPostprint (published version

Phloroglucinol Inhibits the Bioactivities of Endothelial Progenitor Cells and Suppresses Tumor Angiogenesis in LLC-Tumor-Bearing Mice

Background: There is increasing evidence that phloroglucinol, a compound from Ecklonia cava, induces the apoptosis of cancer cells, eventually suppressing tumor angiogenesis. Methodology/Principal Findings: This is the first report on phloroglucinol’s ability to potentially inhibit the functional bioactivities of endothelial progenitor cells (EPCs) and thereby attenuate tumor growth and angiogenesis in the Lewis lung carcinoma (LLC)-tumor-bearing mouse model. Although Phloroglucinol did not affect their cell toxicity, it specifically inhibited vascular endothelial growth factor (VEGF) dependent migration and capillary-like tube formation of EPCs. Our matrigel plug assay clearly indicated that orally injected phloroglucinol effectively disrupts VEGF-induced neovessel formation. Moreover, we demonstrated that when phloroglucinol is orally administered, it significantly inhibits tumor growth and angiogenesis as well as CD45 2 /CD34 + progenitor mobilization into peripheral blood in vivo in the LLC-tumorbearing mouse model. Conclusions/Significance: These results suggest a novel role for phloroglucinol: Phloroglucinol might be a modulator of circulating EPC bioactivities, eventually suppressing tumorigenesis. Therefore, phloroglucinol might be a candidat

Phloroglucinol-mediated Hsp70 production in crustaceans : protection against Vibrio parahaemolyticus in Artemia franciscana and Macrobrachium rosenbergii

The halophilic aquatic bacterium, Vibrio parahaemolyticus, is an important aquatic pathogen, also capable of causing acute hepatopancreatic necrosis disease (AHPND) in shrimp resulting in significant economic losses. Therefore, there is an urgent need to develop anti-infective strategies to control AHPND. The gnotobiotic Artemia model is used to establish whether a phenolic compound phloroglucinol is effective against the AHPND strain V. parahaemolyticus MO904. We found that pretreatment with phloroglucinol, at an optimum concentration (30 mu M), protects axenic brine shrimp larvae against V. parahaemolyticus infection and induced heat shock protein 70 (Hsp70) production (twofolds or more) as compared with the control. We further demonstrated that the Vibrio-protective effect of phloroglucinol was caused by its prooxidant effect and is linked to the induction of Hsp70. In addition, RNA interference confirms that phloroglucinol-induced Hsp70 mediates the survival of brine shrimp larvae against V. parahaemolyticus infection. The study was validated in xenic Artemia model and in a Macrobrachium rosenbergii system. Pretreatment of xenic brine shrimp larvae (30 mu M) and Macrobrachium larvae (5 mu M) with phloroglucinol increases the survival of xenic brine shrimp and Macrobrachium larvae against subsequent V. parahaemolyticus challenge. Taken together, our study provides substantial evidence that the prooxidant activity of phloroglucinol induces Hsp70 production protecting brine shrimp, A. franciscana, and freshwater shrimp, M. rosenbergii, against the AHPND V. parahaemolyticus strain MO904. Probably, phloroglucinol treatment might become part of a holistic strategy to control AHPND in shrimp

Syntheses of (+)-30-epi-, (-)-6-epi-, (±)-6,30-epi-13,14-didehydroxyisogarcinol and (±)-6,30-epi-garcimultiflorone A utilizing highly diastereoselective, Lewis acid-controlled cyclizations

The first syntheses of 13,14-didehydroxyisogarcinol (6) and garcimultiflorone A (5) stereoisomers are reported in six steps from a commercially available phloroglucinol. Lewis acid-controlled, diastereoselective cationic oxycyclizations enabled asymmetric syntheses of (-)-6-epi-6 and (+)-30-epi-6. A similar strategy enabled production of the meso-dervied isomers (±)-6,30-epi-6 and (±)-6,30-epi-5. Finally, a convenient strategy for gram scale synthesis was developed utilizing diastereomer separation at a later stage in the synthesis that minimized the number of necessary synthetic operations to access all possible stereoisomers.R01 GM073855 - NIGMS NIH HHS; R24 GM111625 - NIGMS NIH HHS; R35 GM118173 - NIGMS NIH HH

Asymmetric dearomatization/cyclization enables access to polycyclic chemotypes

Enantioenriched, polycyclic compounds were obtained from a simple acylphloroglucinol scaffold. Highly enantioselective dearomatization was accomplished using a Trost ligand-palladium(0) complex. A computational DFT model was developed to rationalize observed enantioselectivities and revealed a key reactant-ligand hydrogen bonding interaction. Dearomatized products were used in visible light-mediated photocycloadditions and oxidative free radical cyclizations to obtain novel polycyclic chemotypes including tricyclo[4.3.1.01,4]decan-10-ones, bicyclo[3.2.1]octan-8-ones and highly-substituted cycloheptanones.R24 GM111625 - NIGMS NIH HH