ALIPHATIC CHAIN-CONTAINING MACROCYCLES AS DIAZONAMIDE A ANALOGS

Authors

  • Viktorija Vitkovska Latvian Institute of Organic Synthesis Aizkraukles 21, LV-1006, Riga
  • Rimants Zogota Latvian Institute of Organic Synthesis, Aizkraukles 21, LV-1006, Riga
  • Toms Kalnins Latvian Institute of Organic Synthesis, Aizkraukles 21, LV-1006, Riga
  • Edgars Suna Latvian Institute of Organic Synthesis, 21 Aizkraukles St., Riga LV-1006, Latvia

DOI:

https://doi.org/10.1007/5534

Keywords:

diazonamide A, anticancer agents, macrocycles, ring-closing metathesis.

Abstract

Aliphatic alkyl chain-containing 12–14-membered macrocycles have been designed as structural analogs of antimitotic natural product diazonamide A. Macrocycles were synthesized from 5-bromooxazole in 7 to 9 linear steps using Ru-catalyzed ring-closing metathesis as the key transformation. Heat effect of binding to α,β-tubulin tetramer (T4-RB3 complex) has been measured for the synthesized macrocycles by isothermal titration calorimetry method.

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Published

2020-05-28

Issue

Vol. 56 No. 5 (2020)

Section

Original Papers