A program directed toward the synthesis and bioorganic chemistry of various antitumor natural products is proposed. In this program new synthetic strategies will be explored and new reaction types will be investigated. In the category of the new chemistry to be explored are (a) reactions of diazo compounds with thioamides as a versatile route to enamines, (b) the use of furan surrogates for the anomeric carboxyl function of sialoconjugates, (c) enantiospecific iodolactonizations, (d) the use of epoxyendiolides as external electrophiles, and (e) interactive Lewis acid catalysts. Experiments designed to further clarify the bioorganic chemistry of the mitomycins and camptothecin, as well as sakyomycin are envisioned. New synthetic strategies will be directed toward either the total synthesis or the synthetic modifications of the following natural products: (i) mitomycins, (ii) gangliosides, (iii) pancratistatin, (iv) echinosporin, (v) sakyomycin, (vi) FR 900506, (vii) harringtonines, (viii) camptothecin, (ix) gilvocarcin, (x) tunicamycin, (xi) anguidine and (xii) spicamycin.
| Rao, Thapi Dharma; Fernández-Tejada, Alberto; Axelrod, Abram et al. (2017) Antibodies Against Specific MUC16 Glycosylation Sites Inhibit Ovarian Cancer Growth. ACS Chem Biol 12:2085-2096 |
| O'Cearbhaill, Roisin E; Ragupathi, Govind; Zhu, Jianglong et al. (2016) A Phase I Study of Unimolecular Pentavalent (Globo-H-GM2-sTn-TF-Tn) Immunization of Patients with Epithelial Ovarian, Fallopian Tube, or Peritoneal Cancer in First Remission. Cancers (Basel) 8: |
| (2015) Voices of chemical biology. Nat Chem Biol 11:378-9 |
| Fernández-Tejada, Alberto; Brailsford, John; Zhang, Qiang et al. (2015) Total synthesis of glycosylated proteins. Top Curr Chem 362:1-26 |
| Danishefsky, Samuel J; Shue, Youe-Kong; Chang, Michael N et al. (2015) Development of Globo-H cancer vaccine. Acc Chem Res 48:643-52 |
| Wilson, Rebecca M; Danishefsky, Samuel J (2013) A vision for vaccines built from fully synthetic tumor-associated antigens: from the laboratory to the clinic. J Am Chem Soc 135:14462-72 |
| Wang, Ping; Dong, Suwei; Brailsford, John A et al. (2012) At last: erythropoietin as a single glycoform. Angew Chem Int Ed Engl 51:11576-84 |
| Brailsford, John A; Danishefsky, Samuel J (2012) Probing the stability of nonglycosylated wild-type erythropoietin protein via reiterative alanine ligations. Proc Natl Acad Sci U S A 109:7196-201 |
| Wu, Xiangyang; Stockdill, Jennifer L; Park, Peter K et al. (2012) Expanding the limits of isonitrile-mediated amidations: on the remarkable stereosubtleties of macrolactam formation from synthetic seco-cyclosporins. J Am Chem Soc 134:2378-84 |
| Townsend, Steven D; Tan, Zhongping; Dong, Suwei et al. (2012) Advances in proline ligation. J Am Chem Soc 134:3912-6 |
Showing the most recent 10 out of 105 publications
