Chemistry and Biology of Plant Leaf Movements

Ueda, Minoru; Yamamura, Shosuke

doi:10.1002/(sici)1521-3773(20000417)39:8<1400::aid-anie1400>3.0.co;2-z

Cited by 81 publications

(29 citation statements)

References 34 publications

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“…A good example of storage of aglycones are the cyanogenic glycosides, that act as toxic substances in the defense mechanism of some plants against herbivorous animals [102]. Other specific functions are the protection against UV-B radiations [103] or the closing and opening of the leaves [104].…”

Section: General Considerations About Glycosidesmentioning

confidence: 99%

Occurrence, Biological Activities and Synthesis of Kaurane Diterpenes and their Glycosides

2007

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This paper presents a review on kaurane diterpenes and their glycoside derivatives, covering aspects of their occurrence, biological activities and the synthesis of these natural products and their analogues. First, it shows and classifies diterpenes, in accordance with the already established structural criteria in the literature. Then, kaurane diterpenes are presented, focusing on their chemical structures, occurrence in the plant kingdom and their main, recently described, biological activities. Moreover, the most significant works, published between 1964 and November 2006, which describe the total synthesis or structural transformations of some kaurane diterpenes, including either semisynthetic and/or microbiological methodologies, are consisely reviewed. At this point, some general considerations on glycosides are introduced, and kaurane glycosides are presented and discussed on the basis of their toxic importance and occurrence in the plant kingdom, having focused on related aspects of their biological activities and the relationships between these activities and the structural factors of their molecules. Finally, the principal methods of glycosidation by enzymatic and chemical processes are both presented, and a few papers on the synthesis of kaurane glycosides are succinctly discussed. Molecules 2007, 12 456

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Section: General Considerations About Glycosidesmentioning

confidence: 99%

Occurrence, Biological Activities and Synthesis of Kaurane Diterpenes and their Glycosides

2007

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“…We have previously found that nyctinastic plants had an endogenous leaf-movement factor that could control nyctinasty. 8,9) Potassium -D-glucopyranosyl 12-hydroxyjasmonate (1) was isolated as the leaf-closing factor (LCF) for genus Albizzia 10) (Fig. 1).…”

mentioning

confidence: 99%

Synthesis and Bioactivity of Potassium β-D-Glucopyranosyl 12-Hydroxy Jasmonate and Related Compounds

Nakamura

Miyatake

Inomata

2008

Bioscience, Biotechnology, and Biochemistry

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Albizzia saman, a leguminous plant, is known to open its leaves in the daytime and sleep at night with the leaves folded. -D-Glucopyranosyl 12-hydroxyjasmonate (1) was isolated as an endogenous chemical factor controlling this leafmovement. We developed a concise synthesis of optically pure (À)-1 in 9 steps from (+)-2 with a total yield of 58%. Similarly, such analogs of 1 as epi-LCF (13), enantiomer (14), and galactoside (19) were synthesized for a structure activity relationship (SAR) study. The results of this SAR study strongly suggest that the mechanism for the leaf-closing activity of 1 would be different from that of methyl jasmonate, and also suggest the involvement of a different kind of target protein which recognizes the trans-isomer of a jasmonate derivative.

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“…There is a degree of confusion regarding the processes controlling movement, but during the 1990s, the authors discovered two bioactive substances that exhibit opposing activities: LeafOpening Factor (LOF), which opens the leaves of leguminous plants, and Leaf-Closing Factor (LCF), which closes them (5,6). To date, LOF and LCF, which show activity at concentrations of approximately 1 μmol/l, have been isolated from several plants.…”

Section: B Control Of Nyctinastic Movement By Lof and Lcfmentioning

confidence: 99%

Chemical Biology of Glycoside-Type Bioactive Substances Controlling Nyctinastic Movement in Leguminous Plants

Manabe

Inomata

2010

TIGG

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Leguminous plants open their leaves during the day and close them at night as if sleeping, a type of movement that follows circadian rhythms and is known as nyctinastic movement. This phenomenon is controlled by two endogenous bioactive substances that exhibit opposing activities: LeafOpening Factor (LOF), which opens the leaves, and LeafClosing Factor (LCF), which closes them. The authors have carried out chemical biological research using these bioactive substances in order to clarify the mechanisms of nyctinastic movement. Here, we report on the detection and identification of the target proteins of these compounds using original methodology.

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Chemistry and Biology of Plant Leaf Movements

Cited by 81 publications

References 34 publications

Occurrence, Biological Activities and Synthesis of Kaurane Diterpenes and their Glycosides

Occurrence, Biological Activities and Synthesis of Kaurane Diterpenes and their Glycosides

Synthesis and Bioactivity of Potassium β-D-Glucopyranosyl 12-Hydroxy Jasmonate and Related Compounds

Chemical Biology of Glycoside-Type Bioactive Substances Controlling Nyctinastic Movement in Leguminous Plants

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