Synthesis and nematocidal activity of ascaridole derivatives against Meloidogyne incognita and Aphelenchoides besseyi

Yen, Yao‐Pin; Yeh, Ming-Jen; Hsiao, Wen-Feng

doi:10.1584/jpestics.g06-44

Cited by 11 publications

(2 citation statements)

References 12 publications

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“…In addition, they have tannins, terpenoids (e.g., drimenol, drimenine, cryptomeridiol, winterine) and fl avonoids (e.g., cirsimaritine, taxifoline, quercitin, kaempferol). Drymis winteri ("canelo") extracts have been used for insect control (Torres et al, 2004), and ascaridole derivatives have shown nematicidal activity against Aphelenchoides besseyi and M. incognita, with better results against this last species (Yen et al, 2007).…”

Section: Discussionmentioning

confidence: 99%

Nematicidal activity of leaves of common shrub and tree species from Southern Chile against Meloidogyne hapla

2009

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L. Böhm, N. Arismendi, and L. Ciampi. 2009. Nematicidal activity of leaves of common shrub and tree species from Southern Chile against Meloidogyne hapla. Cien. Inv. Agr. 36 (2): 249-258. The biological control of the root-knot nematode, Meloidogyne hapla, was evaluated through the addition of organic amendments of dry and chopped leaves of Buddleja globosa, Drymis winteri, Eucalyptus globulus, Gevuina avellana, Laurelia sempervirens, Luma apiculata, Maytenus boaria and Ugni molinae to the soil substratum. The assays were carried out in pots seeded with lettuce plants (cv. Reina de Mayo). All pots were inoculated with 2000 eggs and juveniles of M. hapla, and then maintained under greenhouse conditions for 45 days. Control pots without foliage additions were also seeded with lettuce. The results show that the addition of dry leaves of L. sempervirens, G. avellana, M. boaria, D. winteri, and B. globosa signifi cantly reduced root-knot nematode development in soil in which lettuce plants were grown. On the other hand, while all of the treatments signifi cantly affected the development of eggs and juveniles of M. hapla, the best inhibitory effect was found with dry leaves of U. molinae, D. winteri and L. sempervirens. For all plant species, an increase in the concentration of dry leaves incorporated into the substratum resulted in better control of nematode population.

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Section: Discussionmentioning

confidence: 99%

Nematicidal activity of leaves of common shrub and tree species from Southern Chile against Meloidogyne hapla

2009

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“… Importantly, significant quantities of other biorenewable p -MeD feedstocks are also available as byproducts of acid catalyzed hydrolysis processes used to convert turpentine into α-terpineol and camphene, while ∼30 000 t of limonene (a p -MeD) is available as a waste product from fruit peel generated by the citrus industry. − The synthetic utility of these p -MeD mixtures as biorenewable substrates in ozonolysis, Diels–Alder reactions, and hydrogenation reactions , has been demonstrated to produce biorenewable intermediates that are useful for the production of fragrance precursors, antioxidants, drug precursors, biofuels, solvents, and biopolymers (Figure ). ,− …”

Section: Introductionmentioning

confidence: 99%

Efficient Syntheses of Biobased Terephthalic Acid, p-Toluic Acid, and p-Methylacetophenone via One-Pot Catalytic Aerobic Oxidation of Monoterpene Derived Bio-p-cymene

Tibbetts

Russo

Lapkin

et al. 2021

ACS Sustainable Chem. Eng.

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An efficient elevated-pressure catalytic oxidative process (2.5 mol % Co(NO 3 ) 2 , 2.5 mol % MnBr 2 , air (30 bar), 125 °C, acetic acid, 6 h) has been developed to oxidize p -cymene into crystalline white terephthalic acid (TA) in ∼70% yield. Use of this mixed Co 2+ /Mn 2+ catalytic system is key to obtaining high 70% yields of TA at relatively low reaction temperatures (125 °C) in short reaction times (6 h), which is likely to be due to the synergistic action of bromine and nitrate radicals in the oxidative process. Recycling studies have demonstrated that the mixed metal catalysts present in recovered mother liquors could be recycled three times in successive p -cymene oxidation reactions with no loss in catalytic activity or TA yield. Partial oxidation of p -cymene to give p -methylacetophenone ( p -MA) in 55–60% yield can be achieved using a mixed CoBr 2 /Mn(OAc) 2 catalytic system under 1 atm air for 24 h, while use of Co(NO 3 ) 2 /MnBr 2 under 1 atm O 2 for 24 h gave p -toluic acid in 55–60% yield. Therefore, access to these simple catalytic aerobic conditions enables multiple biorenewable bulk terpene feedstocks (e.g., crude sulfate turpentine, turpentine, cineole, and limonene) to be converted into synthetically useful bio- p -MA, bio- p -toluic acid, and bio-TA (and hence bio-polyethylene terephthalate) as part of a terpene based biorefinery.

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p‐Menthadienes as Biorenewable Feedstocks for a Monoterpene‐Based Biorefinery

Tibbetts

Bull

2021

Advanced Sustainable Systems

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the upgrading of biomass into biofuels and platform chemicals will need to be developed and integrated into new/existing chemical processes. [2] The large volumes and wide geographical distribution of lignocellulosic biomass means that it will undoubtedly play a key role as a biorenewable feedstock for bulk chemical production. [3] In this approach, fermentative processes are used to depolymerize lignocellulose biomass into sugars (e.g., glucose and fructose), with these monomers then transformed into low-value feedstocks such as bioethanol, succinic acid, glutamic acid, and 5-hydroxymethylfurfural. [4] Although highly promising, technological difficulties associated with large-scale catalytic upgrading of these highly oxygenated biopolymers cause significant problems that still need to be overcome before lignocellulose-based biorefineries become more widely established. [5] Monoterpenes (and monoterpenoids) represent an alternative biomass source for the production of biofuels, polymers, and chemicals that are available in significant volumes at low cost. Significant amounts of commercially available monoterpenes are currently produced as products and waste from the forestry and agricultural industries, all of which can be considered as potentially useful biorenewable feedstocks for fuel and chemical production. These include turpentine (≈360 000 tonnes pa), limonene-containing citrus oil (≈30 000 tonnes pa), mentholcontaining mint oil (≈20 000 tonnes pa), and 1,8-cineole from eucalyptus oil (≈7000 tonnes pa with an estimated multimillion tonne production potential per annum). [6] The structures of these energy-dense, lightly oxygenated, alkene-containing C 10 building blocks more closely resemble those of petroleum-based hydrocarbons, which means they can potentially be catalytically upgraded using existing refining technologies to produce a wide range of chemical products (including aromatics).Crude sulfate turpentine (CST) is the cheapest and most widely available source of monoterpene biomass, with around 260 000 tonnes of CST produced as a waste by-product of the paper industry annually. High pressure cooking of wood chips to produce paper pulp in the Kraft process generates around 15 kg of CST per tonne of pulp, [7] which is comprised of a mixture of monoterpenes and around 5% volatile sulfur compounds (e.g., Me 2 S). [6a] A further annual 100 000 tonnes of pinene-rich gum turpentine (GT) is also produced through sustainable tapping of the trunks of living trees. The major monoterpene components of turpentine are α-pinene, β-pinene, 3-carene, and limonene, along with small amounts of camphene and C 15 A terpene-based biorefinery is described that uses crude sulfate turpentine (CST) and gum turpentine (GT) to produce mixtures of p-menthadienes (p-MeDs) as biorenewable terpene feedstocks. An acid catalyzed ring opening reaction (6 m aq. H 2 SO 4 , 90 °C) is first used to convert the major bicyclic monoterpenes (α-pinene, β-pinene, and 3-carene) in untreated CST (or GT with 5 mol% Me 2 S) into mixtures of ...

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Synthesis and nematocidal activity of ascaridole derivatives against Meloidogyne incognita and Aphelenchoides besseyi

Cited by 11 publications

References 12 publications

Nematicidal activity of leaves of common shrub and tree species from Southern Chile against Meloidogyne hapla

Nematicidal activity of leaves of common shrub and tree species from Southern Chile against Meloidogyne hapla

Efficient Syntheses of Biobased Terephthalic Acid, p-Toluic Acid, and p-Methylacetophenone via One-Pot Catalytic Aerobic Oxidation of Monoterpene Derived Bio-p-cymene

p‐Menthadienes as Biorenewable Feedstocks for a Monoterpene‐Based Biorefinery

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