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pro vyhledávání: '"Esperamicin"'
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Akademický článek
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Publikováno v:
Journal of the American Chemical Society. 132:967-979
A variety of fragmentations and rearrangements can follow Bergman cyclization in enediynes equipped with acetal rings mimicking the carbohydrate moiety of natural enediyne antibiotics of the esperamicine and calchiamicine families. In the first step
Publikováno v:
Nucleic Acids Research. 25:1836-1845
Bleomycin (BLM) binding and chemistry are apparently sensitive to differences in nucleic acid conformation and could conceivably be developed as a probe for sequence-dependent elements of conformation. We report on the development of a new methodolog
Publikováno v:
Pure and Applied Chemistry. 68:601-604
Two strategies for the construction of the calicheamicin/esperamicin core structure are presented. The first is based upon the 2.3-Wittig ring contraction of a 13- membered macrocycle 3 (X = CH2 or NCaMe). The aza 2,3-Wittig rearrangement of 3 (X = N
Autor:
George A. Ellestad, Girija Krishnamurthy, Egidio Giorgio, Katsunori Tanaka, Carlo Rosini, Nina Berova, Weidong Ding, Keith Pitts
Publikováno v:
Bioorganic & Medicinal Chemistry. 13:5072-5079
The aglycon, or so-called 'warhead' portion, of several potent 10-membered ring enediyne antitumor antibiotics contain dienonecarbamate and enediyne chromophores in an unusual bicyclic ring structure in which these two subunits are essentially orthog
Autor:
William R. Roush, Darin J. Gustin
Publikováno v:
Tetrahedron Letters. 35:4931-4934
A stereochemically general synthesis of methyl 2,4,6-trideoxy-4-methylthio-α-D-ribo-pyranoside ( 1b ), the thio sugar isolated from esperamicin, is described. The synthesis involves the neighboring group assisted delivery of a sulfur nucleophile to
Autor:
John F. Kadow, Nada Zein, William C. Rose, Stephen W. Mamber, Wyle Solomon, Daniel Richard Marshall, Gregory Roth
Publikováno v:
Bioorganic & Medicinal Chemistry Letters. 4:711-714
A series of electronically and sterically altered enediyne cores, based on esperamicin, were prepared using a cobalt mediated cyclization strategy in an attempt to improve the antitumor activity of this class of compounds. The biological activity of
Publikováno v:
Journal of Biological Chemistry. 269:4144-4151
DNA damage in HeLa nuclei and isolated nucleosome core particles has been examined for several members of the enediyne family of antitumor antibiotics: calicheamicin gamma 1I (CAL), esperamicin A1 (ESP A1), esperamicin C (ESP C), and neocarzinostatin
Publikováno v:
Journal of the American Chemical Society. 116:15-29
A solvated model for the DNA-esperamicin complex has been constructed and shown to be thermodynamically stable over a 300-ps molecular dynamics simulation. The dynamical model is consistent with all of the available experimental data. The model has b