Keywords
anticancer drugs.
prostate cancer
prostatic specific membrane antigen
solid-phase peptide synthesis
targeted delivery
Abstract
Two alternative synthetic schemes involving solid-phase peptide synthesis steps for the preparation of prostatic specific membrane antigen ligands based on Glu-Urea-Lys with peptide fragments in the linker structure are compared. In the first approach, the amino acid key intermediate is attached to the 2-CTC resin by the carboxy group while in the second approach, by the amino one. The preference for each approach is dependent on the particular target molecule
References
.
Petrov S.A., Machulkin A.E., Uspenskaya A.A., Zyk N.Y., Nimenko E.A., Garanina A.S., Petrov R.A., Polshakov V.I., Grishin Y.K., Roznyatovsky V.A., Zyk N.V., Majouga A.G., Beloglazkina E.K.
Molecules,
2020
.
Uspenskaya A.A., Machulkin A.E., Nimenko E.A., Shafikov R.R., Petrov S.A., Skvortsov D.A., Beloglazkina E.K., Majouga A.G.
Mendeleev Communications,
2020
.
Machulkin A.E., Shafikov R.R., Uspenskaya A.A., Petrov S.A., Ber A.P., Skvortsov D.A., Nimenko E.A., Zyk N.U., Smirnova G.B., Pokrovsky V.S., Abakumov M.A., Saltykova I.V., Akhmirov R.T., Garanina A.S., Polshakov V.I., et. al.
Journal of Medicinal Chemistry,
2021
.
Borisova N.E., Orlova M.A., Knizhnikov V.A., Dolgova V.K., Reshetova M.D., Orlov A.P.
Mendeleev Communications,
2021
.
Kumar A., Mastren T., Wang B., Hsieh J., Hao G., Sun X.
Bioconjugate Chemistry,
2016
.
Schottelius M., Wurzer A., Wissmiller K., Beck R., Koch M., Gorpas D., Notni J., Buckle T., van Oosterom M.N., Steiger K., Ntziachristos V., Schwaiger M., van Leeuwen F.W., Wester H.
Journal of Nuclear Medicine,
2018
.
Benešová M., Schäfer M., Bauder-Wüst U., Afshar-Oromieh A., Kratochwil C., Mier W., Haberkorn U., Kopka K., Eder M.
Journal of Nuclear Medicine,
2015
.
Lapidus R.G., Tiffany C.W., Isaacs J.T., Slusher B.S.
Prostate,
2000
.
Kostelnik T.I., Orvig C.
Chemical Reviews,
2018
.
Sengupta S., Krishnan M.A., Dudhe P., Reddy R.B., Giri B., Chattopadhyay S., Chelvam V.
Beilstein Journal of Organic Chemistry,
2018
.
Banerjee S.R., Pullambhatla M., Byun Y., Nimmagadda S., Foss C.A., Green G., Fox J.J., Lupold S.E., Mease R.C., Pomper M.G.
Angewandte Chemie - International Edition,
2011
.
Kim M.H., Kim S., Kim D.
Journal of Labelled Compounds and Radiopharmaceuticals,
2020
.
Wurzer A., Di Carlo D., Schmidt A., Beck R., Eiber M., Schwaiger M., Wester H.
Journal of Nuclear Medicine,
2019
.
Machulkin A.E., Uspenskaya A.A., Zyk N.U., Nimenko E.A., Ber A.P., Petrov S.A., Polshakov V.I., Shafikov R.R., Skvortsov D.A., Plotnikova E.A., Pankratov A.A., Smirnova G.B., Borisova Y.A., Pokrovsky V.S., Kolmogorov V.S., et. al.
Journal of Medicinal Chemistry,
2021
.
Zyk N.Y., Ber A.P., Nimenko E.A., Shafikov R.R., Evteev S.A., Petrov S.A., Uspenskaya A.A., Dashkova N.S., Ivanenkov Y.A., Skvortsov D.A., Beloglazkina E.K., Majouga A.G., Machulkin A.E.
Bioorganic and Medicinal Chemistry Letters,
2022
.
Schottelius M., Wirtz M., Eiber M., Maurer T., Wester H.
EJNMMI Research,
2015
.
Wang F., Manku S., Hall D.G.
Organic Letters,
2000
.
Wodtke R., Pietzsch J., Löser R.
Molecules,
2021
.
Redwan I.N., Grøtli M.
Journal of Organic Chemistry,
2012
.
Rao H., Chen J., Li M., Xiao Y., Fu J., Zeng Y., Cai M., Xie D.
PLoS ONE,
2012
.
Weineisen M., Simecek J., Schottelius M., Schwaiger M., Wester H.
EJNMMI Research,
2014
.
Gorbatov S.A., Uvarov D.Y., Scherbakov A.M., Zavarzin I.V., Volkova Y.A., Romieu A.
Mendeleev Communications,
2020
.
Derks Y.H., Rijpkema M., Amatdjais-Groenen H.I., Kip A., Franssen G.M., Sedelaar J.P., Somford D.M., Simons M., Laverman P., Gotthardt M., Löwik D.W., Lütje S., Heskamp S.
Theranostics,
2020