Literature DB >> 20403701

Aplysinopsin analogs: Synthesis and anti-proliferative activity of substituted (Z)-5-(N-benzylindol-3-ylmethylene)imidazolidine-2,4-diones.

Y Thirupathi Reddy1, P Narsimha Reddy, Srinivas Koduru, Chendil Damodaran, Peter A Crooks.   

Abstract

A series of substituted (Z)-5-(N-benzylindol-3-ylmethylene)imidazolidine-2,4-dione (3) analogs structurally related to aplysinopsin, and that incorporate a variety of substituents in both the indole and N-benzyl moieties have been synthesized under microwave irradiation and conventional heating methods These analogs were evaluated for their anti-proliferative activity against MCF-7 and MDA-231 breast cancer cell lines, and A549 and H460 lung cancer cell lines. Two analogs, 3f and 3j had IC(50) values of 4.4 and 5.2microM, respectively, compared to 5-fluorouracil (IC(50)=15.2microM) against MCF-7 cells. Copyright 2010 Elsevier Ltd. All rights reserved.

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Year:  2010        PMID: 20403701      PMCID: PMC3726003          DOI: 10.1016/j.bmc.2010.03.054

Source DB:  PubMed          Journal:  Bioorg Med Chem        ISSN: 0968-0896            Impact factor:   3.641


  13 in total

1.  Novel substituted (Z)-5-((N-benzyl-1H-indol-3-yl)methylene)imidazolidine-2,4-diones and 5-((N-benzyl-1H-indol-3-yl)methylene)pyrimidine-2,4,6(1H,3H,5H)-triones as potent radio-sensitizing agents.

Authors:  Y Thirupathi Reddy; Konjeti R Sekhar; Nidhish Sasi; P Narsimha Reddy; Michael L Freeman; Peter A Crooks
Journal:  Bioorg Med Chem Lett       Date:  2009-11-22       Impact factor: 2.823

2.  Novel substituted (Z)-2-(N-benzylindol-3-ylmethylene)quinuclidin-3-one and (Z)-(+/-)-2-(N-benzylindol-3-ylmethylene)quinuclidin-3-ol derivatives as potent thermal sensitizing agents.

Authors:  Vijayakumar N Sonar; Y Thirupathi Reddy; Konjeti R Sekhar; Soumya Sasi; Michael L Freeman; Peter A Crooks
Journal:  Bioorg Med Chem Lett       Date:  2007-10-17       Impact factor: 2.823

Review 3.  Aplysinopsins--marine indole alkaloids: chemistry, bioactivity and ecological significance.

Authors:  Dobroslawa Bialonska; Jordan K Zjawiony
Journal:  Mar Drugs       Date:  2009-05-19       Impact factor: 5.118

4.  (Z)-Methyl 4-({3-[(2,5-dioxoimidazolidin-4-yl-idene)meth-yl]-1H-indol-1-yl}meth-yl)benzoate.

Authors:  Narsimha Reddy Penthala; Thirupathi Reddy Yerram Reddy; Sean Parkin; Peter A Crooks
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2008-12-10

5.  (Z)-4-[3-(2,5-Dioxoimidazolidin-4-ylidenemeth-yl)-1H-indol-1-ylmeth-yl]benzonitrile.

Authors:  Narsimha Reddy Penthala; Thirupathi Reddy Yerram Reddy; Sean Parkin; Peter A Crooks
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2008-10-18

6.  Hydantoin derivatives of L- and D-amino acids: synthesis and evaluation of their antiviral and antitumoral activity.

Authors:  Zrinka Rajic; Branka Zorc; Silvana Raic-Malic; Katja Ester; Marijeta Kralj; Kresimir Pavelic; Jan Balzarini; Erik De Clercq; Mladen Mintas
Journal:  Molecules       Date:  2006-11-01       Impact factor: 4.411

7.  Synthesis and biological evaluation of N-heterocyclic indolyl glyoxylamides as orally active anticancer agents.

Authors:  Wen-Tai Li; Der-Ren Hwang; Ching-Ping Chen; Chien-Wei Shen; Chen-Long Huang; Tung-Wei Chen; Chi-Hung Lin; Yee-Ling Chang; Ying-Ying Chang; Yue-Kan Lo; Huan-Yi Tseng; Chu-Chung Lin; Jeng-Shin Song; Hua-Chien Chen; Shu-Jen Chen; Se-Hui Wu; Chiung-Tong Chen
Journal:  J Med Chem       Date:  2003-04-24       Impact factor: 7.446

8.  Psoralidin, an herbal molecule, inhibits phosphatidylinositol 3-kinase-mediated Akt signaling in androgen-independent prostate cancer cells.

Authors:  Raj Kumar; Sowmyalakshmi Srinivasan; Srinivas Koduru; Pallab Pahari; Jürgen Rohr; Natasha Kyprianou; Chendil Damodaran
Journal:  Cancer Prev Res (Phila)       Date:  2009-02-17

9.  Indole- and indolizine-glyoxylamides displaying cytotoxicity against multidrug resistant cancer cell lines.

Authors:  David A James; Keizo Koya; Hao Li; Guiqing Liang; Zhiqiang Xia; Weiwen Ying; Yaming Wu; Lijun Sun
Journal:  Bioorg Med Chem Lett       Date:  2008-02-16       Impact factor: 2.823

10.  Identification of a potent herbal molecule for the treatment of breast cancer.

Authors:  Srinivas Koduru; Srinivasan Sowmyalakshmi; Raj Kumar; Rohini Gomathinayagam; Jürgen Rohr; Chendil Damodaran
Journal:  BMC Cancer       Date:  2009-01-30       Impact factor: 4.430

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  1 in total

1.  Appraisal of novel azomethine-thioxoimidazolidinone conjugates as ecto-5'-nucleotidase inhibitors: synthesis and molecular docking studies.

Authors:  Pervaiz Ali Channar; Sehrish Bano; Sidra Hassan; Fouzia Perveen; Aamer Saeed; Parvez Ali Mahesar; Imtiaz Ali Khan; Jamshed Iqbal
Journal:  RSC Adv       Date:  2022-06-14       Impact factor: 4.036

  1 in total

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