Concise and Practical Total Synthesis of (+)-Abscisic Acid

Kim, Dahye; Koo, Sangho

doi:10.1021/acsomega.0c01332

Cited by 2 publications

(1 citation statement)

References 54 publications

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“…The reaction using Triton B as a base in MeOH produced no condensation products at 25 °C and no detectible product at 70 °C by decomposition (entries 6 and 7). The double aldol condensation product 2a was finally obtained in 40% yield under a lower polar medium of THF at 25 °C with Triton B as a base (entry 8) [ 38 ]. Double aldol condensation of acetophenone with C 30 polyene dial 3 was carried out under the above optimum condition of Triton B in THF at 25 °C to give 3a in 25% yield.…”

Section: Resultsmentioning

confidence: 99%

Oxo-Carotenoids as Efficient Superoxide Radical Scavengers

2022

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Oxo-carotenoids containing conjugated carbonyl groups in their chains were designed to be more efficient superoxide radical scavengers than natural carotenoids, β-carotene and canthaxanthin. A practical chain-extension method for polyene dials (e.g., crocetin dial) was also proposed based on Horner–Wadsworth–Emmons olefination. Double aldol condensation between polyene dials and acetophenones with ring substituents produced oxo-carotenoids with substituted benzene rings. The antioxidant activity of oxo-carotenoids was measured using DPPH (radical) and ABTS (cationic radical) scavenging assays and compared with the analysis with the superoxide (anionic radical) probe. An effective conjugation length by carbon–carbon double bonds is important to provide superior antioxidant activity for oxo-carotenoids, regardless of the type of radical probe used in the assay. Increasing electron density is favorable to strong antioxidant activity in DPPH, and the phenol group is favored in ABTS, whereas electron deficient oxo-carotenoids are very potent in the superoxide radical assay. All oxo-carotenoids exhibited 105~151% better superoxide radical scavenging activity compared to beta-carotene (100%), whereas 38~155% in DPPH and 16~96% in ABTS radical scavenging activities were observed.

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Section: Resultsmentioning

confidence: 99%

Oxo-Carotenoids as Efficient Superoxide Radical Scavengers

2022

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Glyphosate-Induced Abscisic Acid Accumulation Causes Male Sterility in Sea Island Cotton

Qin

Zhao

Wang

et al. 2023

Plants

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Sea Island cotton is the best quality tetraploid cultivated cotton in the world, in terms of fiber quality. Glyphosate is a widely used herbicide in cotton production, and the improper use of herbicides has led to pollen abortion in sea island cotton and, consequently, to a dramatic decrease in yield; however, the mechanism remains unclear. In this study, different concentrations (0, 3.75, 7.5, 15, and 30 g/L) of glyphosate were applied to CP4-EPSPS transgenic sea island cotton Xinchang 5 in 2021 and 2022 at Korla, with 15 g/L glyphosate chosen as the suitable concentration. By comparing the paraffin sections of 2–24 mm anthers in the 15 g/L glyphosate treatment group with those in the water control group, we showed that the key period of anther abortion after glyphosate treatment was the formation and development of tetrads, which corresponded to 8–9 mm buds. Transcriptome sequencing analysis of the treated and control anthers revealed a significant enrichment of differentially expressed genes in phytohormone-related pathways, in particular abscisic acid response and regulation pathways. Additionally, after treatment with 15 g/L of glyphosate, there was a significant increase in the amount of abscisic acid in the anthers in the 8–9 mm buds. Further analysis of the differential expression of abscisic acid response and regulatory genes, an abscisic acid response gene GbTCP14 (Gbar_A11G003090) was identified, which was significantly upregulated in buds with 15 g/L glyphosate treatment than the control, and it could be a key candidate gene for the subsequent research involving male sterility induced by glyphosate in sea island cotton.

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Concise and Practical Total Synthesis of (+)-Abscisic Acid

Cited by 2 publications

References 54 publications

Oxo-Carotenoids as Efficient Superoxide Radical Scavengers

Oxo-Carotenoids as Efficient Superoxide Radical Scavengers

Glyphosate-Induced Abscisic Acid Accumulation Causes Male Sterility in Sea Island Cotton

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