Christer Sahlberg
Uppsala University
Network
Latest external collaboration on country level. Dive into details by clicking on the dots.
Publication
Featured researches published by Christer Sahlberg.
Journal of Medicinal Chemistry | 1999
Marita Högberg; Christer Sahlberg; Per Engelhardt; Rolf Noreen; Jussi Kangasmetsä; Nils Gunnar Johansson; Bo Öberg; Lotta Vrang; Hong Zhang; Britt-Louise Sahlberg; Torsten Unge; Seved Lövgren; Kerstin Fridborg
The further development of allosteric HIV-1 RT inhibitors in the urea analogue series of PETT (phenylethylthiazolylthiourea) derivatives is described here. The series includes derivatives with an ethyl linker (1-5) and racemic (6-16) and enantiomeric (17-20) cis-cyclopropane compounds. The antiviral activity was determined both at the RT level and in cell culture on both wild-type and mutant forms of HIV-1. Most compounds have anti-HIV-1 activity on the wt in the nanomolar range. Resistant HIV-1 was selected in vitro for some of the compounds, and the time for resistant HIV-1 to develop was longer for urea-PETT compounds than it was for reference compounds. Preliminary pharmacokinetics in rats showed that compound 18 is orally bioavailable and penetrates well into the brain. The three-dimensional structure of complexes between HIV-1 RT and two enantiomeric compounds (17 and 18) have been determined. The structures show similar binding in the NNI binding pocket. The propionylphenyl moieties of both inhibitors show perfect stacking to tyrosine residues 181 and 188. The cyclopropyl moiety of the (+)-enantiomer 18 exhibits optimal packing distances for the interactions with leucine residue 100 and valine residue 179.
Bioorganic & Medicinal Chemistry Letters | 1998
Christer Sahlberg; Rolf Noreen; Per Engelhardt; Marita Högberg; Jussi Kangasmetsä; Lotta Vrang; Hong Zhang
A series of potent specific HIV-1 RT inhibitory compounds is described. The compounds are urea analogs of PETT (PhenylEthylThiazoleThiourea) derivatives and the series includes derivatives with an ethyl linker (1-6) and conformationally restricted analogs (7-13). The antiviral activity is determined both at the RT level and in cell culture on both native and mutant forms of HIV-1. Many compounds display activity in the nM range against wt-RT.
Tetrahedron Letters | 1983
Christer Sahlberg; Abdul Quader; Alf Claesson
Abstract 2-Substituted 1,3-alkadienes were prepared in good yields by reactions of diethyl 1-methylene-2-propenyl phosphate and diethyl 1-methylene-3-phenyl-2-propenyl phosphate with various Grignard reagents in the presence of nickel(II) catalysts.
Tetrahedron Letters | 1992
Christer Sahlberg
Abstract The synthesis of three novel 3′-unsaturated carbon analogues of AZT and FLT is described. The key step in the synthesis is a Cu(I)- catalyzed addition of vinylmagnesium bromide to a 2,3-unsaturated lactone, followed by, in the case of compounds 2 and 3 , elimination reactions of a dibromo-compound.
Bioorganic & Medicinal Chemistry Letters | 2011
Christian Sund; Oscar Belda; Daniel Wiktelius; Christer Sahlberg; Lotta Vrang; Susanne Sedig; Elizabeth Hamelink; Ian R. Henderson; Tatiana Agback; Katarina Jansson; Neera Borkakoti; Dean Derbyshire; Anders Eneroth; Bertil Samuelsson
Two types of P1-P3-linked macrocyclic renin inhibitors containing the hydroxyethylene isostere (HE) scaffold just outside the macrocyclic ring have been synthesized. An aromatic or aliphatic substituent (P3sp) was introduced in the macrocyclic ring aiming at the S3 subpocket (S3sp) in order to optimize the potency. A 5-6-fold improvement in both the K(i) and the human plasma renin activity (HPRA)IC(50) was observed when moving from the starting linear peptidomimetic compound 1 to the most potent macrocycle 42 (K(i) = 3.3 nM and HPRA IC(50) = 7 nM). Truncation of the prime side of 42 led to 8-10-fold loss of inhibitory activity in macrocycle 43 (K(i) = 34 nM and HPRA IC(50) = 56 nM). All macrocycles were epimeric mixtures in regard to the P3sp substituent and X-ray crystallographic data of the representative renin macrocycle 43 complex showed that only the S-isomer buried the substituent into the S3sp. Inhibitory selectivity over cathepsin D (Cat-D) and BACE-1 was also investigated for all the macrocycles and showed that truncation of the prime side increased selectivity of inhibition in favor of renin.
Tetrahedron Letters | 1983
Alf Claesson; Abdul Quader; Christer Sahlberg
Abstract Allenic hydrocarbons and one γ-allenic ketone were prepared in poor to good yields by the reactions of diethyl 1-methylene-2-propenyl phosphate and diethyl 1-(1-cyclohexenyl) phosphate with various organocuprates.
Journal of Organometallic Chemistry | 1979
Alf Claesson; Christer Sahlberg
Abstract The rate of substitution to reduction has been investigated for reactions of three phenyl-substituted allylic ethers and the corresponding acetates with EtMgBr plus 10 or 25% copper(I) bromide in THF. It is found that the relative amount of reduction increases with increased electron delocalization in the postulated copper(III)-bound allyl ligand, and is also dependent on the nature of the leaving group; methoxy giving much more reduction product than acetoxy. Furthermore, for one acetate investigated there was more reduction at −65° than at −25°C. The results are interpreted in terms of relative binding strength of allyl ligands to a copper(III) intermediate.
Tetrahedron Letters | 1978
Alf Claesson; Christer Sahlberg
Aus den Acetylen-aminen (I) entstehen mit Butylmagnesiumbromid in Gegenwart von CuJ die Allenyl-Verbindungen (II), die zu Allen-aminen (III) hydrolysiert werden.
Journal of Medicinal Chemistry | 1996
Amanda S. Cantrell; Per Engelhardt; Marita Högberg; S. Richard Jaskunas; Nils Gunnar Johansson; Christopher L. Jordan; Jussi Kangasmetsä; Michael Dean Kinnick; Peter Thomas Lind; John Michael Morin; M. A. Muesing; Rolf Noreen; Bo Öberg; Paul Pranc; Christer Sahlberg; Robert J. Ternansky; Lotta Vrang; and Sarah J. West; Hong Zhang
FEBS Journal | 2002
Jimmy Lindberg; Snævar Sigurðsson; Seved Löwgren; Hans O. Andersson; Christer Sahlberg; Rolf Noreen; Kerstin Fridborg; Hong Zhang; Torsten Unge