Connie G. Chidester
Upjohn
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Featured researches published by Connie G. Chidester.
Tetrahedron Letters | 1980
H. A. Whaley; Connie G. Chidester; S. A. Mizsak; R. J. Wnuk
Abstract The structure of nodusmicin 1, established by spectral, chemical and x-ray crystallographic techniques, contains a 10 membered lactone ring bonded to an oxygen-bridged octahydronaphthalene, a new antibiotic class.
Tetrahedron Letters | 1987
Guido Bold; Shouchung Chao; Rajeev S. Bhide; Shih-Hsiung Wu; Dinesh V. Patel; Charles J. Sih; Connie G. Chidester
Abstract A key bicyclic intermediate ( 2 ) for the total synthesis of forskolin ( 1 ) is synthesized and resolved by biocatalysis using porcine pancreatic lipase.
Tetrahedron Letters | 1985
A. Yamashita; Terrence A. Scahill; Connie G. Chidester
Abstract Reactions of a pyrrole- and a phenyl-carbene chromium complexes with 3-alkoxy-1-ethoxy-1-butyne produced dimers through o-quinone-methide formation from the alkyne-carbene cycloaddition products and subsequent Diels-Alder dimerization.
Journal of Medicinal Chemistry | 1993
Chiu Hong Lin; Susanne R. Haadsma-Svensson; Gillian Phillips; Robert A. Lahti; Robert B. McCall; Montford F. Piercey; Peggy J. K. D. Schreur; Phillip F. Von Voigtlander; Martin W. Smith; Connie G. Chidester
The conformationally restricted linear tricyclic analogs of 5- and 8-hydroxy-2-(di-n-propylamino)-tetralins were investigated for their serotonergic and dopaminergic properties. These cis and trans analogs of 2,3,3a,4,9,9a-hexahydro-1H-benz[f]indole (3), where a five-membered ring is fused between the nitrogen and C-3 carbon of 2-aminotetralin, were synthesized from 5-methoxy- and 8-methoxytetralones. The enantiomers of trans-5-methoxy-N-n-propyl and -N-allyl analogs were obtained via fractional recrystallization of their di-p-toluoyl-L (or D) tartaric acid salts. All analogs were evaluated in the in vitro 5-HT1A and D2 binding assays and selected analogs were investigated further in biochemical and behavioral tests. In the 5-substituted series (R1 in 3), the trans isomers were found to possess higher levels of pharmacological activity then the corresponding cis isomers. The trans-5-methoxy analogs showed selective 5-HT1A receptor activity in vitro but displayed mixed 5-HT1A and D2 agonist properties in vivo. The corresponding trans-5-hydroxy analogs were found to be potent D2 agonists with full intrinsic activity. An examination of nitrogen substitution (R2 in 3) revealed that analogs with either an allyl or an n-propyl group displayed equipotent activities. Substitution with a cyclopropylmethyl or benzyl group resulted in reduced activity. Among the resolved analogs tested, the activity was found to reside exclusively in the (3aS)-(-)-enantiomers. In the 8-substituted series (R1 in 3), only 8-methoxy-N-allyl analogs were synthesized and evaluated. In this case, both cis and trans isomers showed equally weak in vitro 5-HT1A receptor agonist activity devoid of dopaminergic effects. The presence of an additional methyl group at the C-2 position (R3 in 3) of the cis-(+/-)-8-methoxy-N-n-propyl analog resulted in enhancement of in vitro 5-HT1A receptor binding affinity, with the (2 beta,3a alpha,9a alpha)-(+/-)-isomer displaying potency 35 times greater than the (2 alpha,3a alpha,9a alpha)-(+/-)-isomer.
The Journal of Antibiotics | 1980
David G. Martin; Connie G. Chidester; D. J. Duchamp; S. A. Mizsak
Tetrahedron Letters | 1973
D.G. Martin; D. J. Duchamp; Connie G. Chidester
The Journal of Antibiotics | 1975
David G. Martin; Connie G. Chidester; S. A. Mizsak; D. J. Duchamp; L. Baczynskyj; William C. Krueger; R. J. Wnuk; P. A. Meulman
Tetrahedron Letters | 1970
D.G. Martin; George Slomp; S. A. Mizsak; D. J. Duchamp; Connie G. Chidester
Journal of Medicinal Chemistry | 1978
Martin Gall; Robert A. Lahti; A. D. Rudzik; D. J. Duchamp; Connie G. Chidester; T. Scahill
Journal of Medicinal Chemistry | 1993
Connie G. Chidester; Chiu Hong Lin; Robert A. Lahti; Susanne R. Haadsma-Svensson; Martin W. Smith