79893-65-5Relevant academic research and scientific papers
Synthesis and Biological Activity of 7'-, 8'-, and 9'-Alkyl Analogues of Abscisic Acid
Nakano, Sei-ichi,Todoroki, Yasushi,Hirai, Nobuhiro,Ohigashi, Hajime
, p. 1699 - 1706 (2007/10/02)
In order to examine the hypothesis of pseudo-symmetry in the abscisic acid (ABA) molecule, (+/-)-7'-,8'-, and 9'-methyl, and (+/-)-7'-, 8'-, and 9'-ethyl analogues of abscisic acid, whose pseudo-symmetry is decreased, weresynthesized and, after optical resolution, tested for their inhibitory activity in four bioassays.The correlation of the decrease in the activity of (-)-7'- and 9'-alkyl-ABAs with that of (+)-9'- and 7'-alkyl-ABAs, respectively, seemed to agree with the hypothesis.The decrease in activity by alkylating C-8' of (+)-ABA was smaller than that by alkylating C-7' and C-9' of (+)-ABA, indicating that the activity was relatively unaffected by the bulky group at C-8' of (+)-ABA.Alkylation of C-8' and C-9', especially that of C-8', of (-)-ABA markedly reduced the activity.If the high activity of unnatural (-)-ABA is attributable to the pseudo-symmetry of the molecule, C-8' of (-)-ABA would occupy the space facing the re-face of C-2' in natural (+)-ABA.The low activity of (-)-8'-alkyl-ABA suggests the presence of a strict steric requirement of the binding sites to occupy the re-face of C-2' in (+)-ABA.
6-Ethyl-2,10,10-trimethyl-1-oxa-spiro[4.5]deca-3,6-diene
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, (2008/06/13)
New spiranic compound, viz. 6-ethyl-2,10,10-trimethyl-1-oxa-spiro[4.5]deca-3,6-diene, its preparation and use of same as perfume or flavor-modifying ingredient.
