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Structure determination of neoefrapeptins A to N: peptides with insecticidal activity produced by the fungus Geotrichum candidum.
J Antibiot (Tokyo)
May 2006
Syngenta Crop Protection, Research, CPR Analytics, 4002 Basel, Switzerland.
The structures of neoefrapeptins A to N, peptides with insecticidal activity, were elucidated. They showed a close similarity to efrapeptin. However, all neoefrapeptins contained the very rare amino acid 1-amino-cyclopropane-carboxylic acid and some of them also contained (2S,3S)-3-methylproline.
View Article and Find Full Text PDFChiral resolution of 1,3-dimethyl-4-phenylpiperidine derivatives using high-performance liquid chromatography with a chiral stationary phase.
J Chromatogr A
August 1994
School of Pharmacy, University of Connecticut, Storrs 06268.
A number of racemic 1,3-dimethyl-4-phenylpiperidines which serve as intermediates in the synthesis of opioid analgesics have been resolved on two commercially available high-performance liquid chromatography columns containing cellulose-based chiral stationary phases: Chiralcel OD and Chiralcel OJ. The resolution results were complementary between the two columns. Also, the polarity of substituents appears to play an important role on the ability of the Chiralcel OD column to resolve pairs of enantiomers.
View Article and Find Full Text PDF[Synthesis and CNS-activity of spirocyclic pethidine and prodine analogs].
Arch Pharm (Weinheim)
September 1993
Institut für Pharmazie und Lebensmittelchemie, Universität München.
The bromoacetals 5a and 5b react with n-butyllithium and the piperidone 7 to yield the hydroxyacetals 8b and 8c, respectively. Cyclization of 8b and 8c followed by acid hydrolysis affords the spirocyclic hemiacetals 10b and 10c which are oxidized by PCC to give the spirocyclic prodine analogues 4b and 4c. The corresponding spirocyclic pethidine derivative 2 is prepared by alkylation of the 2-benzopyran-3-one 16 with N-Lost (17).
View Article and Find Full Text PDFObstetrical medication and the newborn infant. II: The influence of meperidine (pethidine) on visual behaviour.
Dev Med Child Neurol
March 1992
Department of Psychology, Memorial University of Newfoundland, St. John's.
The visual fixation of two groups of healthy newborn infants was tested at a mean age of three days. Mothers of the infants in one group received a single dose of meperidine (pethidine) during labour and delivery; those in the second group received no medication. Unlike infants of mothers who received a single dose of alphaprodine hydrochloride in a previous study, there were no differences between the groups in the present study.
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