| DOI | Resolve DOI: https://doi.org/10.1016/0031-9422(94)85049-6 |
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| Author | Search for: Lei, Bo1; Search for: Abrams, Suzanne R.1; Search for: Ewan, Bruce; Search for: Gusta, Lawrence V. |
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| Affiliation | - National Research Council of Canada. NRC Plant Biotechnology Institute
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| Format | Text, Article |
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| Subject | Bromus inermis; gramineae; Lepidium sativum; cruciferae; freezing tolerance; germination; synthesis; abscisic acid; ABA analogues |
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| Abstract | Novel achiral cyclohexadienone (divinyl) analogues of abscisic acid (ABA) were synthesized and tested for biological activity. Oxidation of 2,6-dimethylphenol with iodobenzene acetate in ethylene glycol and hexane afforded 2,6-dimethyl-4,4-ethylenedioxycyclohexa-2,5-dienone as the key intermediate which was further transformed to a series of ABA analogues with cyclohexa-2′,5′-dien-4′-one ring and dienoic or enynoic sidechains at different oxidation levels. Their biological activity was compared to racemic ABA in assays for germination of cress seeds and freezing tolerance in bromegrass cell suspension cultures and related to the activity of the corresponding analogues with the ABA ring system. The divinyl dienoic methyl ester was as active as racemic ABA and methyl ABA in inhibiting cress seed germination. The divinyl dienoic methyl ester and divinyl acetylenic methyl ester had comparable activity to methyl ABA in inducing freezing tolerance. The results suggest that the vinyl methyl group is sufficient for recognition by ABA response systems in these assays and the axial methyl is not absolutely required. |
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| Publication date | 1994-01 |
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| Publisher | Elsevier |
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| In | |
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| Language | English |
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| Peer reviewed | Yes |
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| Identifier | 0031942294850496
NRCC-38007 |
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| Export citation | Export as RIS |
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| Report a correction | Report a correction (opens in a new tab) |
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| Record identifier | 6e1ba531-f3a9-419a-8adc-cf7c46a04b78 |
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| Record created | 2023-10-25 |
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| Record modified | 2023-10-25 |
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