Literature DB >> 19948404

Synthesis and anticancer activities of ageladine A and structural analogs.

Yuelong Ma1, Sangkil Nam, Richard Jove, Kenichi Yakushijin, David A Horne.   

Abstract

A series of ageladine A analogs that include 2-aminoimidazo[4,5-c]azepines (seven-membered rings) and 2-amino-3H-imidazo[4,5-c]pyridine (six-membered rings) derivatives were synthesized and evaluated for their anticancer effects against several human cancer cell lines and MMP-2 inhibition in vitro. Only compounds possessing the aromatic azepine (seven-membered ring) core showed anticancer activity with IC(50) values in the low micromolar range. Copyright 2009 Elsevier Ltd. All rights reserved.

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Year:  2009        PMID： 19948404      PMCID： PMC2833101          DOI： 10.1016/j.bmcl.2009.11.036

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN： 0960-894X            Impact factor:   2.823


  8 in total

1.  A new total synthesis of the zinc matrixmetalloproteinase inhibitor ageladine A featuring a biogenetically patterned 6pi-2-azatriene electrocyclization.

Authors:  Matthew L Meketa; Steven M Weinreb
Journal:  Org Lett       Date:  2007-01-30       Impact factor: 6.005

2.  Concise total synthesis of the marine natural product ageladine A.

Authors:  Sudhir R Shengule; Peter Karuso
Journal:  Org Lett       Date:  2006-08-31       Impact factor: 6.005

3.  Synthesis and relationship between structure and activity of 2-nitroimidazole derivatives.

Authors:  G C Lancini; V Arioli; E Lazzari; P Bellani
Journal:  J Med Chem       Date:  1969-09       Impact factor: 7.446

4.  Total synthesis of ageladine A, an angiogenesis inhibitor from the marine sponge Agelas nakamurai.

Authors:  Matthew L Meketa; Steven M Weinreb
Journal:  Org Lett       Date:  2006-03-30       Impact factor: 6.005

5.  Synthesis and matrix metalloproteinase (MMP)-12 inhibitory activity of ageladine A and its analogs.

Authors:  Naoki Ando; Shiro Terashima
Journal:  Bioorg Med Chem Lett       Date:  2007-06-06       Impact factor: 2.823

6.  Ageladine A, a pyrrole-imidazole alkaloid from marine sponges, is a pH sensitive membrane permeable dye.

Authors:  Ulf Bickmeyer; Achim Grube; Karl-Walter Klings; Matthias Köck
Journal:  Biochem Biophys Res Commun       Date:  2008-06-25       Impact factor: 3.575

7.  Ageladine A: an antiangiogenic matrixmetalloproteinase inhibitor from the marine sponge Agelas nakamurai.

Authors:  Masaki Fujita; Yoichi Nakao; Shigeki Matsunaga; Motoharu Seiki; Yoshifumi Itoh; Jun Yamashita; Rob W M Van Soest; Nobuhiro Fusetani
Journal:  J Am Chem Soc       Date:  2003-12-24       Impact factor: 15.419

8.  Application of a 6pi-1-azatriene electrocyclization strategy to the total synthesis of the marine sponge metabolite ageladine A and biological evaluation of synthetic analogues.

Authors:  Matthew L Meketa; Steven M Weinreb; Yoichi Nakao; Nobuhiro Fusetani
Journal:  J Org Chem       Date:  2007-06-01       Impact factor: 4.354
  8 in total
  3 in total

1.  The alkaloid Ageladine A, originally isolated from marine sponges, used for pH-sensitive imaging of transparent marine animals.

Authors:  Ulf Bickmeyer
Journal:  Mar Drugs       Date:  2012-01-19       Impact factor: 6.085

2.  The chemically synthesized ageladine A-derivative LysoGlow84 stains lysosomes in viable mammalian brain cells and specific structures in the marine flatworm Macrostomum lignano.

Authors:  Thorsten Mordhorst; Sushil Awal; Sebastian Jordan; Charlotte Petters; Linda Sartoris; Ralf Dringen; Ulf Bickmeyer
Journal:  Mar Drugs       Date:  2015-02-11       Impact factor: 5.118

Review 3.  The Pictet-Spengler Reaction Updates Its Habits.

Authors:  Andrea Calcaterra; Laura Mangiardi; Giuliano Delle Monache; Deborah Quaglio; Silvia Balducci; Simone Berardozzi; Antonia Iazzetti; Roberta Franzini; Bruno Botta; Francesca Ghirga
Journal:  Molecules       Date:  2020-01-19       Impact factor: 4.411
  3 in total

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