Research in the Andrade Laboratory is inspired by Nature's unrivaled capacity to produce myriad, complex chemical structures that possess unique biological activities. We develop novel synthetic methodology to efficiently prepare structures of interest (i.e., synthesis), interrogate their molecular mechanisms of action in biological systems (i.e., chemical biology), and apply our findings to develop therapeutics (i.e., medicinal chemistry).
Current projects include the discovery of (1) novel macrolide-based antibiotics that address the problem bacterial resistance and (2) indole alkaloids that combat cancer via unique mechanisms of action.
Ribosome-templated azide-alkyne cycloadditions using resistant bacteria as reaction vessels: in cellulo click chemistry
Jin, X.; Daher, S. S.; Lee, M.; Buttaro, B.; Andrade, R. B.
ACS Med. Chem. Lett. 2018, 9, 907-911.
Elucidating the inhibition of peptidoglycan biosynthesis in Staphylococcus aureus by albocycline, a macrolactone isolated from Streptomyces maizeus
Liang, H.; Zhou, G.; Ge, Y.; D’Ambrosio, E. Z.; Eidem, T. M.; Blanchard, C.; Shehatou, C.; Chatare, V. K.; Dunman, P. M.; Valentine, A. M.; Voelz, V. A.; Grimes, C. L.; Andrade, R. B.
Bioorg. Med. Chem. 2018, 26, 3453-3460.
Total synthesis of (–)-albocycline
Chatare, V. K.; Andrade, R. B.
Angew. Chem. Int. Ed., 2017, 56, 5909–5911.
The Development and Application of the Domino Michael/Mannich/N-Alkylation Route to the Total Syntheses of Aspidosperma Alkaloids: Asymmetric Total syntheses of (–)-Aspidospermidine, (–)-Tabersonine, and (–)-Vincadifformine
Zhao, S.; Andrade, R. B.
J. Org. Chem. 2017, 82, 521–531.
Concise Syntheses of Bis-Strychnos Alkaloids (–)-Sungucine, (–)-Isosungucine, and (–)-Strychnogucine B from (–)-Strychnine
Zhao, S.; Teijaro, C. N.; Chen, H.; Sirasani, G.; Vaddypally, S.; Zdilla, M.; Dobereiner, G. E.; Andrade, R. B.
Chem. Eur. J. 2016, 22, 11593–11596.
Ribosome-templated azide−alkyne cycloadditions: synthesis of potent macrolide antibiotics by in situ click chemistry
Glassford, I.; Teijaro, C. N.; Daher, S. S.; Weil, A.; Small, M. C.; Redhu, S. K.; Colussi, D. J.; Jacobson, M. A.; Childers, W. E.; Buttaro, B.; Nicholson, A. W.; MacKerell, A. D. Jr., Cooperman, B. S.; Andrade, R. B.
J. Am. Chem. Soc., 2016, 138, 3136–3144.
Biomimetic Total Syntheses of (–)-Leucoridines A and C through the Dimerization of (–)-Dihydrovalparicine
Kokkonda, P.; Brown, K.; Seguin, T. J.; Wheeler, S. J.; Vaddypally, S.; Zdilla, M.; Andrade, R. B.
Angew. Chem. Int. Ed. 2015, 54, 12632–12635.
Total Synthesis of Desmethyl Macrolide Antibiotics
Andrade, R. B.
Synlett 2015, 26, 2199–2215.
Total Syntheses of (–)-Alstolucines A, B, and F, (–)-Echitamidine, and (–)-N-Demethylalstogucine
Teijaro, C. N.; Zhao, S.; Kokkonda, P.; Andrade, R. B.
Synthesis 2015, 47, 1547–1556.