William J. McGahren | Researchain

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Tetrahedron Letters | 1989

Reactions of the trisulfide moiety in calicheamicin

G. A. Ellestad; Philip R. Hamann; Nada Zein; George O. Morton; Marshall M. Siegel; Michael J Pastel; Donald B. Borders; William J. McGahren

Abstract Calicheamicin γ1I ( 1 ) reacts with Ph3P to form a dimeric trisulfide ( 3 ), MeSSMe, Ph3PS, and Ph3PO, as well as an aromatic degradation product ( 2 ). The oxygen of the Ph3PO is derived from O2. Calicheamicin also reacts with thiols to produce disulfides (eg. 4 ) with high selectivity. Dimeric trisulfide 3 is generated during this reaction.

Carbohydrate Research | 1981

A trimeric l-ristosamine-ammonia condensation-product

John Henry Edward James Martin; G. A. Ellestad; F. Maurice Lovell; George O. Morton; Ronald T. Hargreaves; Nancy A. Perkinson; Jesse L. Baker; Jesse Gamble; William J. McGahren

Abstract Three molecules of l -ristosamine (3-amino-2,3,6-trideoxy- l - ribo -hexopyranose) condense with one molecule of ammonia to give a stable compound [1.1′.1′′-(dodecahydro-1,4,7,9 b -tetrazaphenalene-2,5,8-trityl)tri-1,2-propanediol] reminiscent of the mode whereby formaldehyde and ammonia condense to form hexamethylenetetramine. The structure of the crystalline hexaacetate of this compound has been determined by X-ray crystallography. The mass-spectral fragmentation pattern and the 13 C-n.m.r. signals shown by the acetylated compound are assigned.

Journal of the American Chemical Society | 1987

Calichemicins, a novel family of antitumor antibiotics. 2. Chemistry and structure of calichemicin .gamma.1I

May D. Lee; Theresa S. Dunne; Conway C. Chang; George A. Ellestad; Marshall M. Siegel; George O. Morton; William J. McGahren; Donald B. Borders

Archive | 1995

Antitumor and antibacterial substituted disulfide derivatives prepared from compounds possessing a methlytrithio group

William J. McGahren; Martin Leon Sassiver; G. A. Ellestad

Archive | 1994

Process for preparing targeted forms of methyltrithio antitumor agents

William J. McGahren; Martin Leon Sassiver; G. A. Ellestad; Philip R. Hamann; Lois Hinman; Janis Upeslacis

Archive | 1989

Targeted forms of methyltrithio antitumor agents

G. A. Ellestad; William J. McGahren; Martin Leon Sassiver; Philip R. Hamann; Lois Hinman; Janis Upeslacis

Journal of the American Chemical Society | 1992

Calicheamicins, a novel family of antitumor antibiotics. 4. Structure elucidation of calicheamicins .beta.1Br, .gamma.1Br, .alpha.2I, .alpha.3I, .beta.1I, .gamma.1I, and .delta.1I

May D. Lee; Theresa S. Dunne; Conway C. Chang; Marshall M. Siegel; George O. Morton; George A. Ellestad; William J. McGahren; Donald B. Borders

Journal of Organic Chemistry | 1978

New zearalenone related macrolides and isocoumarins from an unidentified fungus

George A. Ellestad; F. Maurice Lovell; Nancy A. Perkinson; Ronald T. Hargreaves; William J. McGahren

Journal of the American Chemical Society | 1980

Structure of avoparcin components

William J. McGahren; John Henry Edward James Martin; George O. Morton; R. T. Hargreaves; R. A. Leese; F. M. Lovell; G. A. Ellestad; E. O'Brien; J. S. E. Holker

Journal of Organic Chemistry | 1972