96924-72-0Relevant articles and documents
Synthesis and antipicornavirus activity of (R)- and (S)-1-[5-(4′- chlorobiphenyl-4-yloxy)-3-methylpentyl]-3-pyridin-4-yl-imidazolidin-2-one
Chern, Jyh-Haur,Chang, Chih-Shiang,Tai, Chia-Liang,Lee, Yen-Chun,Lee, Chung-Chi,Kang, Iou-Jiun,Lee, Ching-Yin,Shih, Shin-Ru
, p. 4206 - 4211 (2007/10/03)
The new pyridyl imidazolidinone derivative, 1-[5-(4′-chlorobiphenyl- 4-yloxy)-3-methylpentyl]-3-pyridin-4-yl-imidazolidin-2-one (±)-1a, was synthesized and found to have an excellent antiviral activity against EV71 (IC50 = 0.009 μM). Therefore, both the enantiomers, (S)-(+)-1a and (R)-(-)-1a, have been prepared starting from readily available monomethyl (R)-3-methylglutarate (7) as a useful chiral building block and their antiviral activity was evaluated in a plaque reduction assay. Interestingly, we observed that the enantiomer (S)-(+)-1a was 10-fold more active against enterovirus71 (EV71) (IC50 = 0.003 μM) than the corresponding enantiomer (R)-(-)-1a (IC50 = 0.033 μM). Similar results were found against all five strains (1743, 2086, 2231, 4643, and BrCr) of EV71 tested. This demonstrated that the absolute configuration of the chiral carbon atom at the 3-position of the alkyl linker considerably influenced the anti-EV71 activity of these pyridyl imidazolidinones.
Analysis of the labial gland secretion of the cuckoo-bumblebee (Psithyrus vestalis) males and synthesis of abundant geranylcitronellol
Valterova, Irena,Svatos, Ales,Hovorka, Oldrich
, p. 1501 - 1508 (2007/10/03)
Labial glands of the cuckoo-bumblebee males of the species Psithyrus vestalis were extracted and the components of their secretions were identified. Chemical composition of the males' signal of Psithyrus vestalis has not yet been described in the literatu
SYNTHESIS OF THE TWO ENANTIOMERS OF THE SEX PHEROMONE OF DIABROTICA UNDECIMPUNCTATA HOWARDI AND OF CHIRAL PRECURSORS OF OTHER PHEROMONES STARTING FROM ENENTIOMERICALLY PURE METHYL HYDROGEN (R)-3-METHYLGLUTARATE
Rossi, Renzo,Carpita, Adriano,Chini, Marco
, p. 627 - 634 (2007/10/02)
Readily available methyl hydrogen (R)-3-methylglutarate (2) is a useful chiral building block for the synthesis of several biologically active compounds.Enantiomerically pure (R)-2 has been employed to synthesize stereospecifically each of the two enantiomers, 1a and 1b, of 10-methyl-2-tridecanone,the sex pheromone of the southern corn rootworm, Diabrotica undecimpunctata howardi Barber.Compound (R)-2 has been also used to prepare 99percent optically pure (R)-3-methyl-1-pentanol (6) and enantiomerically pure (R)-5-methyl-i-tricosyne (7).These compounds are useful building blocks suitable for the further elaboration to other chiral insect pheromones.