Literature DB >> 16632360

Antitumor activity of tetrahydroisoquinoline analogues 3-epi-jorumycin and 3-epi-renieramycin G.

Jonathan W Lane1, Alberto Estevez, Kyle Mortara, Ondine Callan, Jeffrey R Spencer, Robert M Williams.   

Abstract

Analogues of the tetrahydroisoquinoline family of antitumor antibiotics, 3-epi-jorumycin (3) and 3-epi-renieramycin G (4), in addition to their respective parent natural products (-)-jorumycin (1) and (-)-renieramycin G (2) were evaluated against both human colon (HCT-116) and human lung (A549) cancer cell lines. (-)-Jorumycin (1) displayed potent growth inhibition with GI50 values in the low nanomolar range (1.9-24.3 nM), while compounds 2-4 were found to be substantially less cytotoxic (GI50 0.6-14.0 microM).

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Year:  2006        PMID: 16632360      PMCID: PMC3085926          DOI: 10.1016/j.bmcl.2006.03.042

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


  7 in total

Review 1.  Chemistry and biology of the tetrahydroisoquinoline antitumor antibiotics.

Authors:  Jack D Scott; Robert M Williams
Journal:  Chem Rev       Date:  2002-05       Impact factor: 60.622

2.  Asymmetric total syntheses of (-)-jorumycin, (-)-renieramycin G, 3-epi-jorumycin, and 3-epi-renieramycin G.

Authors:  Jonathan W Lane; Yuyin Chen; Robert M Williams
Journal:  J Am Chem Soc       Date:  2005-09-14       Impact factor: 15.419

3.  Total synthesis of cribrostatin IV: fine-tuning the character of an amide bond by remote control.

Authors:  Collin Chan; Richard Heid; Shengping Zheng; Jinsong Guo; Bishan Zhou; Takeshi Furuuchi; Samuel J Danishefsky
Journal:  J Am Chem Soc       Date:  2005-04-06       Impact factor: 15.419

4.  A solid-supported, enantioselective synthesis suitable for the rapid preparation of large numbers of diverse structural analogues of (-)-saframycin A.

Authors:  Andrew G Myers; Brian A Lanman
Journal:  J Am Chem Soc       Date:  2002-11-06       Impact factor: 15.419

5.  Computer simulation of the binding of saframycin A to d (GATGCATC)2.

Authors:  G C Hill; W A Remers
Journal:  J Med Chem       Date:  1991-07       Impact factor: 7.446

6.  Antineoplastic agents 430. Isolation and structure of cribrostatins 3, 4, and 5 from the republic of maldives cribrochalina species.

Authors:  G R Pettit; J C Knight; J C Collins; D L Herald; R K Pettit; M R Boyd; V G Young
Journal:  J Nat Prod       Date:  2000-06       Impact factor: 4.050

Review 7.  Ecteinascidin 743: a novel anticancer drug with a unique mechanism of action.

Authors:  Gregory J Aune; Takahisa Furuta; Yves Pommier
Journal:  Anticancer Drugs       Date:  2002-07       Impact factor: 2.248

  7 in total
  11 in total

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Authors:  J F M Leal; M Martínez-Díez; V García-Hernández; V Moneo; A Domingo; J A Bueren-Calabuig; A Negri; F Gago; M J Guillén-Navarro; P Avilés; C Cuevas; L F García-Fernández; C M Galmarini
Journal:  Br J Pharmacol       Date:  2010-11       Impact factor: 8.739

2.  Substituted Tetrahydroisoquinolines as Microtubule-destabilizing Agents in Triple Negative Human Breast Cancer Cells.

Authors:  Madhavi Gangapuram; Riccardo Jean; Elizabeth Mazzio; Ramesh Badisa; Suresh Eyunni; Carl B Goodman; Kinfe K Redda; Karam F Soliman
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3.  Synthetic studies on Et-743. Assembly of the pentacyclic core and a formal total synthesis.

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4.  Zalypsis (PM00104) is a potent inducer of gamma-H2AX foci and reveals the importance of the C ring of trabectedin for transcription-coupled repair inhibition.

Authors:  Josée Guirouilh-Barbat; Smitha Antony; Yves Pommier
Journal:  Mol Cancer Ther       Date:  2009-07-07       Impact factor: 6.261

5.  2-(2-Iodo-phen-yl)-1,2,3,4-tetra-hydro-isoquinoline-1-carbonitrile.

Authors:  Yanni Ma; Yifang Sun; Feng Zheng; Wenwen Sun; Le Zhou
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2011-05-20

6.  2-(4-Bromo-phen-yl)-3,4-dihydro-isoquinolin-2-ium thio-cyanate hemihydrate.

Authors:  Yanni Ma; Fangjun Cao; Bin Zhu; Weigang Hu; Le Zhou
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2011-09-30

7.  2-(4-Iodo-phen-yl)-1,2,3,4-tetra-hydro-isoquinoline-1-carbonitrile.

Authors:  Yanni Ma; Lili Du; Qi Zhang; Fangjun Cao; Le Zhou
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2011-07-23

Review 8.  Recently confirmed apoptosis-inducing lead compounds isolated from marine sponge of potential relevance in cancer treatment.

Authors:  Magbubah Essack; Vladimir B Bajic; John A C Archer
Journal:  Mar Drugs       Date:  2011-09-20       Impact factor: 6.085

9.  Synthesis and Biological Evaluations of Ring Substituted Tetrahydroisoquinolines (THIQs) as Anti-Breast Cancer Agents.

Authors:  Suresh Vk Eyunni; Madhavi Gangapuram; Bereket Mochona; Nelly Mateeva; Kinfe K Redda
Journal:  J Cancer Sci Ther       Date:  2017-07-13

10.  Chemistry of Renieramycins. Part 19: Semi-Syntheses of 22-O-Amino Ester and Hydroquinone 5-O-Amino Ester Derivatives of Renieramycin M and Their Cytotoxicity against Non-Small-Cell Lung Cancer Cell Lines.

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Journal:  Mar Drugs       Date:  2020-08-10       Impact factor: 5.118

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