Literature DB >> 8277308

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

G R Pettit1, G R Pettit1, R A Backhaus, M R Boyd, A W Meerow.   

Abstract

The bulbs of Hymenocallis littoralis, collected in Hawaii and horticulturally grown in Arizona, and bulbs of Hymenocallis caribaea and Hymenocallis latifolia, collected in Singapore, were found to contain a cytotoxic, isocarbostyril-type biosynthetic product, 7-deoxy-trans-dihydronarciclasine [2]. This new compound inhibited the cytopathicity and/or replication of various viruses. Companion cytotoxic constituents of H. littoralis and Hymenocallis sp. were found to be pancratistatin [1], narciclasine [5], and 7-deoxynarciclasine [4]. These four compounds, along with four other closely related compounds, were comparatively evaluated in the National Cancer Institute's in vitro cytotoxicity panel. Although there were striking differences in overall potency, some of the compounds shared a highly characteristic differential cytotoxicity profile against the 60 diverse human tumor cell lines comprising the NCI panel. As a group, the melanoma subpanel lines were most sensitive; certain individual lines within other subpanels (eg., NSC lung, colon, brain, renal) were as much as a thousand-fold or more sensitive than the less sensitive lines.

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Year:  1993        PMID: 8277308     DOI: 10.1021/np50100a004

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


  26 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

Review 2.  Chemistry, biology, and medicinal potential of narciclasine and its congeners.

Authors:  Alexander Kornienko; Antonio Evidente
Journal:  Chem Rev       Date:  2008-05-20       Impact factor: 60.622

3.  A boron-based synthesis of the natural product (+)-trans-dihydrolycoricidine.

Authors:  Sarah L Poe; James P Morken
Journal:  Angew Chem Int Ed Engl       Date:  2011-03-31       Impact factor: 15.336

4.  Enantioselective Synthesis of Isocarbostyril Alkaloids and Analogs Using Catalytic Dearomative Functionalization of Benzene.

Authors:  Tanner W Bingham; Lucas W Hernandez; Daniel G Olson; Riley L Svec; Paul J Hergenrother; David Sarlah
Journal:  J Am Chem Soc       Date:  2018-12-20       Impact factor: 15.419

5.  Antineoplastic agents. 587. Isolation and structure of 3-epipancratistatin from Narcissus cv. Ice Follies.

Authors:  George R Pettit; Rui Tan; Guan-Hu Bao; Noeleen Melody; Dennis L Doubek; Song Gao; Jean-Charles Chapuis; Lee Williams
Journal:  J Nat Prod       Date:  2012-03-13       Impact factor: 4.050

6.  TOTAL SYNTHESES OF PANCRATISTATIN. A REVIEW.

Authors:  Madhuri Manpadi; Alexander Kornienko
Journal:  Org Prep Proced Int       Date:  2009-02-18       Impact factor: 1.628

Review 7.  Chemical and biological aspects of Narcissus alkaloids.

Authors:  Jaume Bastida; Rodolfo Lavilla; Francesc Viladomat
Journal:  Alkaloids Chem Biol       Date:  2006

8.  Biological evaluation of structurally diverse amaryllidaceae alkaloids and their synthetic derivatives: discovery of novel leads for anticancer drug design.

Authors:  Antonio Evidente; Artem S Kireev; Aaron R Jenkins; Anntherese E Romero; Wim F A Steelant; Severine Van Slambrouck; Alexander Kornienko
Journal:  Planta Med       Date:  2009-02-23       Impact factor: 3.352

9.  Amaryllidaceae isocarbostyril alkaloids and their derivatives as promising antitumor agents.

Authors:  Laurent Ingrassia; Florence Lefranc; Véronique Mathieu; Francis Darro; Robert Kiss
Journal:  Transl Oncol       Date:  2008-03       Impact factor: 4.243

10.  Synthesis of (+)-Pancratistatins via Catalytic Desymmetrization of Benzene.

Authors:  Lucas W Hernandez; Jola Pospech; Ulrich Klöckner; Tanner W Bingham; David Sarlah
Journal:  J Am Chem Soc       Date:  2017-10-25       Impact factor: 15.419

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