2010
DOI: 10.1271/bbb.90713
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Retarding Activity of 6-O-Acyl-D-alloses against Plant Growth

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Cited by 14 publications
(6 citation statements)
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“…Additionally, in dehydrovomifoliol, an OH group is situated at the C-4 position, whereas in loliolide, an OH group is situated at the C-1 and C-3 positions. Kobayashi [76] suggested that the OH group at the C-3 position of loliolide is responsible for its phytotoxic effects. For these reasons, the cress seedlings might exhibit greater sensitivity to loliolide than dehydrovomifoliol.…”
Section: Discussionmentioning
confidence: 99%
“…Additionally, in dehydrovomifoliol, an OH group is situated at the C-4 position, whereas in loliolide, an OH group is situated at the C-1 and C-3 positions. Kobayashi [76] suggested that the OH group at the C-3 position of loliolide is responsible for its phytotoxic effects. For these reasons, the cress seedlings might exhibit greater sensitivity to loliolide than dehydrovomifoliol.…”
Section: Discussionmentioning
confidence: 99%
“…infestans growth (i.e., d ‐tagatose and l ‐sorbose), while those with a different C3 spatial configuration do not (i.e., d ‐psicose and d ‐sorbose). Similarly, Kobayashi et al, (2010) confirmed the importance of α‐axial hydroxyl group at the C3 position of d ‐allose for the retarding activity on rice seedling growth. Thus, structural configurations of rare sugars may be responsible for competitive inhibition of key enzymes of the sugar metabolism, but further biochemical studies are required to verify interactions of rare sugars with sugar transporters and catalytic sites of metabolic enzymes.…”
Section: D‐tagatose Has Various Mechanisms Of Action Against Phytopat...mentioning
confidence: 71%
“…Compared to pure D-allose, D-allose fatty acid esters have stronger biological activity because their carbon chains are hydrophobic, and therefore improve surface activity and membrane permeability [153][154][155]. The efficacy of D-allose fatty acid esters was further improved by prolonging the carbon chain of the fatty acid moiety, which significantly enhanced the inhibitory activity of 6-O-dodecanoyl-D-allose regarding the rice growth compared to octanoate and decanoate [156]. Moreover, it has been shown that the α-axial hydroxyl group at the C-3 location of D-allose ester played an important role in the plant growth inhibitory effect, since the β-hydroxy group at C-2 or C-4 did not significantly affect the inhibitory activity of D-allose ester [157].…”
Section: Rare Sugars As Herbicides and Plant Growth Regulatorsmentioning
confidence: 99%