SYNTHETIC STUDIES TOWARD NOVEL PYRROLOBENZODIAZEPINE–COUMARIN HYBRIDS

Authors

  • Guna Sakaine Latvian Institute of Organic Synthesis, 21 Aizkraukles St., Riga LV-1006, Latvia
  • Gints Smits Latvian Institute of Organic Synthesis, 21 Aizkraukles St., Riga LV-1006, Latvia
  • Pavel Arsenyan Latvian Institute of Organic Synthesis, 21 Aizkraukles St., Riga LV-1006, Latvia

DOI:

https://doi.org/10.1007/5567

Keywords:

coumarin, pyrrolobenzodiazepines, pyrrolobenzodiazepine–coumarin hybrids, anticancer agents.

Abstract

A comprehensive screening of known methods for the synthesis of coumarins was performed in order to obtain a new type of pyrrolobenzodiazepine–coumarin hybrids. A Pechmann condensation turned out to be the method of choice for successful synthesis of the desired hybrid starting from the corresponding phenol derivative and malic acid. Overall, the desired pyrrolobenzodiazepine–coumarin hybrid was obtained in a 3 step sequence starting from readily available starting materials – L-proline methyl ester and
4-methoxyanthranilic acid.

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Published

2020-05-28

Issue

Vol. 56 No. 5 (2020)

Section

Original Papers