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Your search keyword '"Boyer, Nicolas"' showing total 8 results
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8 results on '"Boyer, Nicolas"'

1. Discovery of cell active macrocyclic peptides with on-target inhibition of KRAS signaling

Author

Lim, Shuhui, primary, Boyer, Nicolas, additional, Boo, Nicole, additional, Huang, Chunhui, additional, Venkatachalam, Gireedhar, additional, Angela Juang, Yu-Chi, additional, Garrigou, Michael, additional, Kaan, Hung Yi Kristal, additional, Duggal, Ruchia, additional, Peh, Khong Ming, additional, Sadruddin, Ahmad, additional, Gopal, Pooja, additional, Yuen, Tsz Ying, additional, Ng, Simon, additional, Kannan, Srinivasaraghavan, additional, Brown, Christopher J., additional, Verma, Chandra S., additional, Orth, Peter, additional, Peier, Andrea, additional, Ge, Lan, additional, Yu, Xiang, additional, Bhatt, Bhavana, additional, Chen, Feifei, additional, Wang, Erjia, additional, Li, Nianyu Jason, additional, Gonzales, Raymond J., additional, Stoeck, Alexander, additional, Henry, Brian, additional, Sawyer, Tomi K., additional, Lane, David P., additional, Johannes, Charles W., additional, Biswas, Kaustav, additional, and Partridge, Anthony W., additional

Published
2021
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7. Synthesis and Anticancer Activity of Epipolythiodiketopiperazine Alkaloids

Author

Mohammad Movassaghi, Karen C. Morrison, Justin Kim, Nicolas Boyer, Paul J. Hergenrother, Massachusetts Institute of Technology. Department of Chemistry, Boyer, Nicolas Cedric, Kim, Justin, and Movassaghi, Mohammad

Subjects
Cancer, General Chemistry, Biology, Bioinformatics, medicine.disease, Article, Biochemistry, Drug development, Apoptosis, In vivo, Cancer cell, medicine, Complex class, Cancer cell lines, Expansive
Abstract

The epipolythiodiketopiperazine (ETP) alkaloids are a highly complex class of natural products with potent anticancer activity. Herein, we report the application of a flexible and scalable synthesis, allowing the construction of dozens of ETP derivatives. The evaluation of these compounds against cancer cell lines in culture allows for the first expansive structure–activity relationship (SAR) to be defined for monomeric and dimeric ETP-containing natural products and their synthetic cognates. Many ETP derivatives demonstrate potent anticancer activity across a broad range of cancer cell lines and kill cancer cells via induction of apoptosis. Several traits that bode well for the translational potential of the ETP class of natural products include concise and efficient synthetic access, potent induction of apoptotic cell death, activity against a wide range of cancer types, and a broad tolerance for modifications at multiple sites that should facilitate small-molecule drug development, mechanistic studies, and evaluation in vivo., National Institute of General Medical Sciences (U.S.) (Grant GM089732), American Society for Engineering Education. National Defense Science and Engineering Graduate Fellowship, Camille & Henry Dreyfus Foundation. Teacher-Scholar Awards Program

Published
2013

8. Photoredox Ni-catalyzed peptide C(sp 2 )-O cross-coupling: from intermolecular reactions to side chain-to-tail macrocyclization.

Author

Lee H, Boyer NC, Deng Q, Kim HY, Sawyer TK, and Sciammetta N

Abstract

Ni/photoredox (4DPAIPN) dual catalysis enabled challenging peptide C(sp 2 )-O coupling reactions. Successful cross-coupling reactions were demonstrated with highly functionalized alcohols including side chains of amino acids ( i.e. , serine, threonine, tyrosine), trans -4-hydroxy-l-proline, alkyl alcohols, alkynylated alcohols, and carbohydrates. Coupling reactions between bromobenzoyl-capped peptides containing various side chains and either a protected serine building block or a serine-containing dipeptide also proceeded efficiently. Chemoselective C-O coupling (over C-N) was achieved in intermolecular reactions in the presence of a C-terminal primary amide. Furthermore, by judicious structural design in combination with computational modeling, we demonstrated side chain-to-tail macrocyclization of peptides containing a β-turn motif via C-O coupling. The methodology developed in this work brings new opportunities for late-stage diversification of complex linear and macrocyclic peptides.

Published
2019
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