Literature DB >> 19522518

Antineoplastic agents. 454. Synthesis of the strong cancer cell growth inhibitors trans-dihydronarciclasine and 7-deoxy-trans-dihydronarciclasine (1a).

George R Pettit1, Sylvie Ducki, Stephen A Eastham, Noeleen Melody.   

Abstract

To further pursue the antineoplastic leads offered by our isolation of trans-dihydronarciclasine (1a) and 7-deoxy-trans-dihydronarciclasine (1c) from two medicinal plant species of the Amaryllidaceae family, a practical palladium-catalyzed hydrogenation procedure was developed for the synthesis of these isocarbostyrils from narciclasine (2a) and 7-deoxynarciclasine (2c).

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Year:  2009        PMID： 19522518      PMCID： PMC2829974          DOI： 10.1021/np9001948

Source DB:  PubMed          Journal:  J Nat Prod        ISSN： 0163-3864            Impact factor:   4.050


  19 in total

1.  Total synthesis of (+)-trans-dihydronarciclasine by a catalytic enantioselective regiodivergent nitroso Diels-Alder reaction.

Authors:  Chandan Kumar Jana; Armido Studer
Journal:  Chemistry       Date:  2008       Impact factor: 5.236

2.  Antineoplastic agents, 162. Zephyranthes candida.

Authors:  G R Pettit; G M Cragg; S B Singh; J A Duke; D L Doubek
Journal:  J Nat Prod       Date:  1990 Jan-Feb       Impact factor: 4.050

3.  Antineoplastic agents. 450. Synthesis of (+)-pancratistatin from (+)-narciclasine as relay(1a).

Authors:  G R Pettit; N Melody; D L Herald
Journal:  J Org Chem       Date:  2001-04-20       Impact factor: 4.354

4.  Lycoricidinol and lycoricidine, new plant-growth regulators in the bulbs of Lycoris radiata herb.

Authors:  T Okamoto; Y Torii; Y Isogai
Journal:  Chem Pharm Bull (Tokyo)       Date:  1968-09       Impact factor: 1.645

5.  Pancratistatin: a natural anti-cancer compound that targets mitochondria specifically in cancer cells to induce apoptosis.

Authors:  A McLachlan; N Kekre; J McNulty; S Pandey
Journal:  Apoptosis       Date:  2005-05       Impact factor: 4.677

6.  Antineoplastic agents. 527. Synthesis of 7-deoxynarcistatin, 7-deoxy-trans-dihydronarcistatin, and trans-dihydronarcistatin 1(1).

Authors:  George R Pettit; Noeleen Melody
Journal:  J Nat Prod       Date:  2005-02       Impact factor: 4.050

7.  Stereocontrolled total synthesis of pancratistatin.

Authors:  Sanghee Kim; Hyojin Ko; Eunkyung Kim; Deukjoon Kim
Journal:  Org Lett       Date:  2002-04-18       Impact factor: 6.005

8.  Antineoplastic agents, 256. Cell growth inhibitory isocarbostyrils from Hymenocallis.

Authors:  G R Pettit; G R Pettit; R A Backhaus; M R Boyd; A W Meerow
Journal:  J Nat Prod       Date:  1993-10       Impact factor: 4.050

9.  Antiviral (RNA) activity of selected Amaryllidaceae isoquinoline constituents and synthesis of related substances.

Authors:  B Gabrielsen; T P Monath; J W Huggins; D F Kefauver; G R Pettit; G Groszek; M Hollingshead; J J Kirsi; W M Shannon; E M Schubert
Journal:  J Nat Prod       Date:  1992-11       Impact factor: 4.050

10.  Total synthesis of pancratistatin relying on the [3,3]-sigmatropic rearrangement.

Authors:  Hyojin Ko; Eunkyung Kim; Jae Eun Park; Deukjoon Kim; Sanghee Kim
Journal:  J Org Chem       Date:  2004-01-09       Impact factor: 4.354
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  8 in total

1.  Chemoenzymatic synthesis of Amaryllidaceae constituents and biological evaluation of their C-1 analogues. The next generation synthesis of 7-deoxypancratistatin and trans-dihydrolycoricidine.

Authors:  Jonathan Collins; Uwe Rinner; Michael Moser; Tomas Hudlicky; Ion Ghiviriga; Anntherese E Romero; Alexander Kornienko; Dennis Ma; Carly Griffin; Siyaram Pandey
Journal:  J Org Chem       Date:  2010-05-07       Impact factor: 4.354

2.  Targeting of eEF1A with Amaryllidaceae isocarbostyrils as a strategy to combat melanomas.

Authors:  Gwendoline Van Goietsenoven; Jenna Hutton; Jean-Paul Becker; Benjamin Lallemand; Francis Robert; Florence Lefranc; Christine Pirker; Guy Vandenbussche; Pierre Van Antwerpen; Antonio Evidente; Walter Berger; Martine Prévost; Jerry Pelletier; Robert Kiss; Terri Goss Kinzy; Alexander Kornienko; Véronique Mathieu
Journal:  FASEB J       Date:  2010-07-19       Impact factor: 5.191

3.  Synthesis of C-1 homologues of pancratistatin and their preliminary biological evaluation.

Authors:  Sergey Vshyvenko; Jon Scattolon; Tomas Hudlicky; Anntherese E Romero; Alexander Kornienko
Journal:  Bioorg Med Chem Lett       Date:  2011-06-22       Impact factor: 2.823

4.  Unnatural C-1 homologues of pancratistatin - Synthesis and promising biological activities.

Authors:  Sergey Vshyvenko; Jon Scattolon; Tomas Hudlicky; Anntherese E Romero; Alexander Kornienko; Dennis Ma; Ian Tuffley; Siyaram Pandey
Journal:  Can J Chem       Date:  2012-09-19       Impact factor: 1.118

5.  Synthesis of the C21-C34 fragment of antascomicin B.

Authors:  John M Hutchison; Andrew S Gibson; David T Williams; Matthias C McIntosh
Journal:  Tetrahedron Lett       Date:  2011-10-30       Impact factor: 2.415

6.  Cytotoxic effect of the ethanolic extract of Lophocereus schottii: a Mexican medicinal plant.

Authors:  Arturo Orozco-Barocio; Brenda Lizbeth Paniagua-Domínguez; Pedro Alberto Benítez-Saldaña; Edgardo Flores-Torales; Salvador Velázquez-Magaña; Hilda Julieta Arreola Nava
Journal:  Afr J Tradit Complement Altern Med       Date:  2013-04-12

7.  Enantioselective synthesis of quaternary 3,4-dihydroisoquinolinones via Heck carbonylation reactions: development and application to the synthesis of Minalrestat analogues.

Authors:  Cang Cheng; Bin Wan; Bo Zhou; Yichao Gu; Yanghui Zhang
Journal:  Chem Sci       Date:  2019-09-03       Impact factor: 9.825

8.  Isoquinolone-4-Carboxylic Acids by Ammonia-Ugi-4CR and Copper-Catalyzed Domino Reaction.

Authors:  Qian Wang; Kumchok C Mgimpatsang; Xin Li; Alexander Dömling
Journal:  J Org Chem       Date:  2021-06-29       Impact factor: 4.354
  8 in total

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