130694-69-8Relevant academic research and scientific papers
Total synthesis and biological activities of (+)- and (-)-boscialin and their 1'-epimers
Busch, Joachim,Grether, Yvonne,Ochs, Dietmar,Sequin, Urs
, p. 591 - 597 (2007/10/03)
Natural (-)-boscialin [(-)-1] has recently been described as one of the constituents of various medicinal plants. To obtain more material for investigations of its biological activities, we carried out the synthesis of (-)-1 and its isomers. Starting from the chiral building block 2, the key steps of the synthesis involved a regioselective reduction and a nucleophilic addition. The enantiomer of the natural product, (+)-boscialin [(+)-1], could be obtained via acid-catalyzed epimerization of hydroxyketone 4 to (+)-3. Starting the synthesis with (-)-3 led to (-)-boscialin [(-)-1] with the natural absolute configuration. In addition to (+)- and (-)-boscialin, the corresponding 1'-epimers (+)- and (-)-epiboscialin were also obtained. In vitro assays with (-)-boscialin [(-)-1] and its three stereoisomers were carried out to test for activity against microbes, parasites, and human fibroblasts. The investigations revealed activity against various microbes and against Trypanosoma brucei rhodesiense and also revealed cytotoxicity against human cancer cells.
Use of compounds to enhance synchrony of germination and emergence in plants
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, (2008/06/13)
The present invention relates to a composition for enhancing synchrony of germination and emergence in plants and comprises an effective amount of a compound having the following general formula (I); STR1
Synthesis of optically active cyclohexanone analogs of the plant hormone abscisic acid
Lamb, Nancy,Abrams, Suzanne R.
, p. 1151 - 1162 (2007/10/02)
The abscisic acid analogs (-)-(4R,5R)-, (+)-(4S,5S)-, and (-)-(4S,5R)-4(1E,3Z)-4-(4-carboxy-3-methyl-1,3-butadienyl)-4-hydroxy-3,3,5-trimethylcyclohexanones (dihydroabscisic acids), and (-)-(4S,5R)-, (+)-(4R,5S)-, and (-)-(4R,5R)-4(Z)-4-hydroxy-4-(5-hydroxy-3-methylpent-3-en-1-ynyl)-3,3,5-trimethylcyclohexanones were synthesized from a common precursor, (-)-(6R)-2,2,6-trimethylcyclohexan-1,4-dione, which was readily prepared by the fermentation of oxoisophorone with bakers' yeast.
