2. Academic Validation
  3. Synthesis and biological activity of pyrrole analogues of combretastatin A-4

Synthesis and biological activity of pyrrole analogues of combretastatin A-4

  • Bioorg Med Chem Lett. 2016 Jul 1;26(13):3001-3005. doi: 10.1016/j.bmcl.2016.05.026.
Eun-Kyung Jung 1,  Euphemia Leung 2,  David Barker 3
Affiliations

Affiliations

  • 1 School of Chemical Sciences, University of Auckland, 23 Symonds St, Auckland, New Zealand.
  • 2 Auckland Cancer Society Research Centre and Department of Molecular Medicine and Pathology, University of Auckland, New Zealand.
  • 3 School of Chemical Sciences, University of Auckland, 23 Symonds St, Auckland, New Zealand. Electronic address: d.barker@auckland.ac.nz.
PMID: 27212068 DOI: 10.1016/j.bmcl.2016.05.026
Abstract

A series of pyrrole analogues of combretastatin (CA-4) were synthesized and tested for their anti-proliferative activity. The highly diastereoselective acyl-Claisen rearrangement was used to provide 2,3-syn disubstituted morpholine amides which were used as precursors for the various analogues. This synthesis allows for the preparation of 1,2- and 2,3-diaryl-1H-pyrroles which are both geometrically similar to CA-4. These pyrrolic analogues were tested for their anti-proliferative activity against two human cell lines, K562 and MDA-MB-231 with 2,3-diaryl-1H-pyrrole 35 exhibiting the most potent activity with IC50 value of 0.07μM against MDA-MB-231 cell line.

Keywords

Acyl-Claisen; Antiproliferative agents; Cancer; Combretastatin A-4; Pyrroles.

Figures
嗨！很高兴为您提供帮助！

尊敬的 MCE 客户您好，
请您选择所在区域，我们将转接对应客服为您服务！

热门区域

A

B

C

F

G

H

J

L

N

Q

S

T

X

Y

Z

热 A B C F G H J L N Q S T X Y Z