Design and synthesis of conformationally constrained amino acids as versatile scaffolds and peptide mimetics
暂无分享,去创建一个
Stephen Hanessian | William D. Lubell | S. Hanessian | W. Lubell | Henry-Georges Lombart | Henry-Georges Lombart | G. McNaughton-Smith | Grant McNaughton-Smith
[1] J. Robl,et al. SYNTHESIS OF BENZO-FUSED, 7,5- AND 7,6-FUSED AZEPINONES AS CONFORMATIONALLY RESTRICTED DIPEPTIDE MIMETICS , 1995 .
[2] R. Ternansky,et al. [4.3.0] pyrazolidinones as potential antibacterial agents , 1988 .
[3] C. Venkatachalam. Stereochemical criteria for polypeptides and proteins. V. Conformation of a system of three linked peptide units , 1968, Biopolymers.
[4] T. Shepherd,et al. Thioaldehydes in cycloaddition reactions: synthesis of nuclear analogues of pyrazolidinone antibacterial agents , 1988 .
[5] M. Kahn,et al. The design and synthesis of a nonpeptide mimic of erabutoxin , 1987 .
[6] D. Kemp,et al. An Improved Synthesis of a Template for .alpha.-Helix Formation , 1995 .
[7] J. Gante,et al. Peptidomimetics—Tailored Enzyme Inhibitors† , 1994 .
[8] M Kahn,et al. Concepts and progress in the development of peptide mimetics. , 1993, Journal of medicinal chemistry.
[9] S. P. Fodor,et al. Applications of combinatorial technologies to drug discovery. 1. Background and peptide combinatorial libraries. , 1994, Journal of medicinal chemistry.
[10] J. Robl,et al. Peptidomimetic Synthesis: A Novel, Highly Stereoselective Route to Substituted Freidinger Lactams , 1994 .
[11] Timothy P. Curran,et al. A short synthesis of bicyclic dipeptides corresponding to Xxx-L-Pro and Xxx-D-Pro having constrained cis-proline amides , 1995 .
[12] B. Morgan,et al. Chapter 26. Approaches to the Discovery of Non-Peptide Ligands for Peptide Receptors and Peptidases , 1989 .
[13] C. Hulme,et al. Synthesis and analysis of Leu-enkephalin analogues containing reverse turn peptidomimetics , 1996 .
[14] J. Indelicato,et al. The acylating potential of gamma-lactam antibacterials: base hydrolysis of bicyclic pyrazolidinones. , 1988, Journal of medicinal chemistry.
[15] G. W. Kirby,et al. O(Diphenylphosphinyl)hydroxylamine: A new reagent for electrophilic C-amination , 1982 .
[16] Michael G. C. Kahn. Peptide Secondary Structure Mimetics: Recent Advances and Future Challenges , 1993 .
[17] J. Baldwin,et al. Synthesis of bicyclic γ-lactams via oxazolidinones , 1986 .
[18] J. Barrish,et al. DUAL METALLOPROTEASE INHIBITORS. III: UTILIZATION OF BICYCLIC AND MONOCYCLIC DIAZEPINONE BASED MERCAPTOACETYLS , 1994 .
[19] S. Sigmund,et al. Bicyclic pyrazolidinones, a new class of antibacterial agent based on the β-lactam model , 1987 .
[20] P. Monk,et al. γ-Lactam analogues of penicillanic and carbapenicillanic acids , 1983 .
[21] D. D'avignon,et al. New routes to conformationally restricted peptide building blocks: a convenient preparation of bicyclic piperazinone derivatives , 1996 .
[22] M. J. Gardner,et al. COMBINATORIAL SYNTHESIS : THE DESIGN OF COMPOUND LIBRARIES AND THEIR APPLICATION TO DRUG DISCOVERY , 1995 .
[23] D B Boyd,et al. Synthesis, hydrolysis rates, supercomputer modeling, and antibacterial activity of bicyclic tetrahydropyridazinones. , 1991, Journal of medicinal chemistry.
[24] M. García-López,et al. 2-Amino-3-oxohexahydroindolizino[8,7-b]indole-5-carboxylate derivatives as new scaffolds for mimicking β-turn secondary structures. Molecular dynamics and stereoselective synthesis , 1995 .
[25] Thomas Kolter,et al. Peptidomimetics for Receptor Ligands—Discovery, Development, and Medical Perspectives , 1993 .
[26] G. Coppola,et al. Asymmetric Synthesis: Construction of Chiral Molecules Using Amino Acids , 1987 .
[27] R. Ternansky,et al. [3.3.0] Pyrazolodinones: An efficient synthesis of a new class of synthetic antibacterial agents. , 1990 .
[28] S. Redshaw,et al. The design and synthesis of the Angiotensin Converting Enzyme inhibitor Cilazapril and related bicyclic compounds , 1986 .
[29] C. Hulme,et al. Synthesis of potential β-turn bicyclic dipeptide mimetics , 1993 .
[30] Harry C. J. Ottenheijm,et al. CASE HISTORIES OF PEPTIDOMIMETICS : PROGRESSION FROM PEPTIDES TO DRUGS , 1994 .
[31] B. Christensen,et al. A stereocontrolled synthesis of (+)-thienamycin , 1980 .
[32] N. Georgopapadakou,et al. Emerging Targets in Antibacterial and Antifungal Chemotherapy , 2012, Springer US.
[33] D. Barton,et al. Synthesis of novel α-amino-acids and derivatives using radical chemistry: synthesis of L- and D-α-amino-adipic acids, L-α-aminopimelic acid and appropriate unsaturated derivatives , 1988 .
[34] S. Hanessian,et al. A versatile synthesis of a β-turn peptidomimetic scaffold: An approach towards a designed model antagonist of the tachykinin NK-2 receptor , 1996 .
[35] M. Genin,et al. Dopamine receptor modulation by a highly rigid spiro bicyclic peptidomimetic of Pro-Leu-Gly-NH2. , 1993, Journal of medicinal chemistry.
[36] J. Thornton,et al. Solution structure of a biologically active cyclic LDV peptide analogue containing a type II' beta-turn mimetic. , 2009, International journal of peptide and protein research.
[37] R. E. Holmes,et al. SYNTHESIS OF A 3-KETO BICYCLIC PYRAZOLIDINONE USING A CURTIUS REARRANGEMENT , 1996 .
[38] R. J. Bontems,et al. Bicyclic thiazolidine lactam peptidomimetics of the dopamine receptor modulating peptide Pro-Leu-Gly-NH2. , 1993, Journal of medicinal chemistry.
[39] C. J. Barnett,et al. 1,3-Dipolar cycloaddition reactions of pyrazolidinium ylides with vinyl sulfones. A regioselective synthesis of bicyclic pyrazolidinone antibacterial agents , 1988 .
[40] J. Robl,et al. Dual metalloprotease inhibitors.v. Utilization of bicyclic azepinonethiazolidines and azepinonetetrahydrothiazines in constrained peptidomimetics of mercaptoacyl dipeptides , 1995 .
[41] Garland R. Marshall,et al. Electrochemical Cyclization of Dipeptides toward Novel Bicyclic, Reverse-Turn Peptidomimetics. 1. Synthesis and Conformational Analysis of 7,5-Bicyclic Systems , 1995 .
[42] L. Belvisi,et al. Conformationally constrained dipeptides: Synthesis of 7,5- and 6,5-fused bicyclic lactams by stereoselective radical cyclizations , 1995 .
[43] Kazuki Sato,et al. Bicyclic turned dipeptide (BTD) as a β-turn mimetic; its design, synthesis and incorporation into bioactive peptides , 1993 .
[44] H. Clarke. The chemistry of penicillin , 1949 .
[45] G. Marshall,et al. Anodic amide oxidations: Conformationally restricted peptide building blocks from the direct oxidation of dipeptides , 1994 .
[46] A. D'avignon,et al. The use of HMQC-TOCSY experiments for elucidating the structures of bicyclic lactams: Uncovering a surprise rearrangement in the synthesis of a key prophe building block , 1994 .
[47] R. Duthaler. Recent developments in the stereoselective synthesis of α-aminoacids , 1994 .
[48] D. Beight,et al. Application of a conformationally restricted Phe-Leu dipeptide mimetic to the design of a combined inhibitor of angiotensin I-converting enzyme and neutral endopeptidase 24.11. , 1993, Journal of Medicinal Chemistry.
[49] J. Baldwin,et al. Gamma-lactam analogues of beta-lactam antibiotics. , 1991, The Journal of antibiotics.
[50] D. Barton,et al. Synthesis of novel α-amino-acids and derivatives using radical chemistry: synthesis of - and -α-amino-adipic acids, -α , 1987 .
[51] G. Georg,et al. The Organic chemistry of β-lactams , 1993 .
[52] D. B. Boyd,et al. γ-Lactam analogues of the penems , 1986 .
[53] K. Moeller,et al. Conformationally constrained thyroliberin analogs: a novel electrochemical route to a key rigid Pro-Phe building block , 1992 .
[54] Paul F. Alewood,et al. Conformational constraints: Nonpeptide β‐turn mimics , 1990 .
[55] A. Pike,et al. Structure-activity relationship within a series of pyrazolidinone antibacterial agents. 2. Effect of side-chain modification on in vitro activity and pharmacokinetic parameters. , 1993, Journal of medicinal chemistry.
[56] Garland R. Marshall,et al. Peptides: Chemistry, Structure and Biology , 1990 .
[57] V. Madison,et al. Design and synthesis of a protein. beta. -turn mimetic , 1990 .
[58] John A. Robinson,et al. Protein-Loop Mimetics: A Diketopiperazine-Based Template to Stabilize Loop Conformations in Cyclic Peptides Containing the NPNA and RGD Motifs , 1996 .
[59] S. Hanessian,et al. Design and synthesis of a prototype model antagonist of tachykinin NK-2 receptor , 1994 .
[60] C. Hanau,et al. Reductive routes to rigid peptide building blocks: The dependence of a regioselective imide reduction on the nature of an α-alkoxy substituent , 1992 .
[61] K. Ninomiya,et al. Phosphorus in organic synthesis—VII , 1974 .
[62] James G. Boyd,et al. Studies of N-terminal templates for .alpha.-helix formation. Synthesis and conformational analysis of (2S,5S,8S,11S)-1-acetyl-1,4-diaza-3-keto-5-carboxy-10-thiatricyclo[2.8.1.04,8]tridecane (Ac-Hel1-OH) , 1991 .
[63] Donald B. Boyd,et al. Molecular modeling of γ-lactam analogues of β-lactam antibacterial agents: synthesis and biological evaluation of selected penem and carbapenem analoques , 1989 .
[64] K. Moeller,et al. Conformationally Restricted TRH Analogs: The Compatibility of a 6,5-Bicyclic Lactam-Based Mimetic with Binding to TRH-R , 1996 .
[65] D. B. Boyd,et al. γ-Lactam analogues of carbapenems , 1986 .
[66] John A. Robinson,et al. Synthesis of a Type‐VIβ‐Turn Peptide Mimetic and Its Incorporation into a High‐Affinity Somatostatin Receptor Ligand , 1995 .
[67] Y. Ohfune. Stereoselective Routes Toward the Synthesis of Unusual Amino Acids , 1992 .
[68] C. Schofield,et al. A γ-lactam analogue of penems possessing antibacterial activity , 1986 .
[69] Jonathan A. Ellman,et al. Synthesis and Applications of Small Molecule Libraries. , 1996, Chemical reviews.
[70] S. P. Fodor,et al. Applications of combinatorial technologies to drug discovery. 2. Combinatorial organic synthesis, library screening strategies, and future directions. , 1994, Journal of medicinal chemistry.
[71] William D. Lubell,et al. Synthesis of Enantiopure .alpha.,.omega.-Diamino Dicarboxylates and Azabicycloalkane Amino Acids by Claisen Condensation of .alpha.-[N-(Phenylfluorenyl)amino] Dicarboxylates , 1994 .
[72] G. Dive,et al. New Gamma-lactam Homologs of Penems , 1993 .
[73] R. Ternansky,et al. Structure-activity relationship within a series of pyrazolidinone antibacterial agents. 1. Effect of nuclear modification on in vitro activity. , 1993, Journal of Medicinal Chemistry.
[74] W. Lubell,et al. RIGID DIPEPTIDE MIMETICS : EFFICIENT SYNTHESIS OF ENANTIOPURE INDOLIZIDINONE AMINO ACIDS , 1996 .
[75] M. Page,et al. The Chemistry of β-lactams , 1992 .
[76] D. Sperbeck,et al. Practical syntheses of a novel tricyclic dipeptide mimetic based on a [6H]-azepino indoline nucleus: Application to angiotensin-converting enzyme inhibition , 1994 .
[77] R. Mueller,et al. Synthesis of 6,5-fused bicyclic lactams as potential dipeptide β-turn mimetics , 1994 .
[78] M. García-López,et al. Synthesis of 2-substituted 8-amino-3-oxoindolizidine-2-carboxylic acid derivatives as peptide conformation mimetics , 1992 .
[79] C. Schofield,et al. A γ-lactam analogue of the penems possessing antibacterial activity , 1989 .
[80] R. Ternansky,et al. The chemistry of substituted pyrazolidinones; applications to the synthesis of bicyclic derivatives , 1992 .
[81] Michael E. Johnson,et al. The design and synthesis of mimetics of peptide β‐turns , 1988 .
[82] M. Lipton,et al. Cyclic hexapeptides and chimeric peptides as mimics of tendamistat , 1994 .
[83] S. Gellman,et al. Hydrogen-bond-mediated folding in depsipeptide models of .beta.-turns and .alpha.-helical turns , 1993 .
[84] H. Natsugari,et al. Synthesis of γ-lactam analogues of carbapenems with substituted-thio groups at the C-3 position , 1988 .
[85] J J Baldwin,et al. Application of the three-dimensional structures of protein target molecules in structure-based drug design. , 1994, Journal of medicinal chemistry.
[86] O. Carugo,et al. Synthesis of 7,5-fused bicyclic lactams by stereoselective radical cyclization , 1994 .
[87] N. D. Jones,et al. Bicyclic pyrazolidinones, steric and electronic effects on antibacterial activity , 1987 .
[88] A. Patchett,et al. Recent developments in the design of angiotensin‐converting enzyme inhibitors , 1985, Medicinal research reviews.
[89] J. Robl. Peptidomimetic synthesis: Utilization of N-acyliminium ion cyclization chemistry in the generation of 7,6- and 7,5-fused bicyclic lactams , 1994 .
[90] R. E. Holmes,et al. Bicyclic pyrazolidinone antibacterial agents , 1990 .
[91] D. Kemp,et al. (2S,5S,8S,11S)-1-Acetyl-1,4-diaza-3-keto-5-carboxy-10-thia-tricyclo-[2.8.04,8]-tridecane, 1 synthesis of prolyl-proline-derived, peptide-functionalized templates for α-helix formation , 1988 .
[92] Kazuki Sato,et al. Synthesis of a bicyclic dipeptide with the shape of β-turn central part , 1985 .
[93] P. Monk,et al. γ-Lactam analogues of penicillanic and carbapenicillanic acids , 1984 .
[94] C. Schofield,et al. Synthesis of a novel bicyclic γ-lactam analogue of the 1-oxapenams , 1989 .
[95] S. Ingham,et al. Syntheis and structure of cis-peptidyl prolinamide mimetics based upon 1,2,5-triazepine-3,6-diones , 1996 .
[96] G. Marshall,et al. Electrochemical Cyclization of Dipeptides To Form Novel Bicyclic, Reverse-Turn Peptidomimetics. 2. Synthesis and Conformational Analysis of 6,5-Bicyclic Systems , 1996 .
[97] C. Hulme,et al. Synthesis of a bicyclic γ-lactam dipeptide analogue , 1993 .
[98] Y. Martin,et al. 3D database searching in drug design. , 1992, Journal of medicinal chemistry.
[99] M. Genin,et al. Design, synthesis, and conformational analysis of a novel spiro-bicyclic system as a type II β-turn peptidomimetic , 1992 .
[100] J. Turner,et al. Antibacterial properties of the bicyclic pyrazolidinones. , 1990, The Journal of antibiotics.
[101] A. Berks. Preparations of two pivotal intermediates for the synthesis of 1-β-methyl carbapenem antibiotics , 1996 .
[102] E. Giroux,et al. An acyl-iminium ion cyclization route to a novel conformationally restricted dipeptide mimic: applications to angiotensin-converting enzyme inhibition , 1987 .
[103] M. García-López,et al. Synthesis of 8-amino-3-oxoindolizidine-1-carboxylic acid derivatives as conformationally restricted templates for use in design of peptide mimetics , 1995 .
[104] John A. Robinson,et al. Design and synthesis of a cis-gly-pro, type-VI turn, dipeptide mimetic and its use in fmoc-solid phase peptide synthesis , 1994 .
[105] J. Rizo,et al. Constrained peptides: models of bioactive peptides and protein substructures. , 1992, Annual review of biochemistry.
[106] S. Freer,et al. Design of enzyme inhibitors using iterative protein crystallographic analysis. , 1991, Journal of medicinal chemistry.
[107] S. Sigmund,et al. 1,3-Dipolar cycloaddition reactions of pyrazolidinium ylides with acetylenes. Synthesis of a new class of antibacterial agents , 1987 .