Literature DB >> 27624525

New potently bioactive alkaloids from Crinum erubescens.

Christopher C Presley1, Priscilla Krai2, Seema Dalal2, Qingxi Su1, Maria Cassera2, Michael Goetz3, David G I Kingston4.   

Abstract

Antimalarial bioassay-guided fractionation of the swamp lily Crinum erubescens led to the isolation of four compounds with potent antiplasmodial activity. Compounds 1 and 2 were determined from their spectroscopic data to be the known pesticidal compound cripowellin A and the known pesticidal and antiproliferative compound cripowellin B. 1D and 2D-NMR techniques were used to determine the identities of 3 and 4 as the new compounds cripowellin C and D. A fifth compound was identified as the known alkaloid hippadine, which was inactive against Plasmodium falciparum. The antiplasmodial IC50 values of compounds 1-4 were determined to be 30±2, 180±20, 26±2, and 260±20nM, respectively, and their antiproliferative IC50 values against the A2780 human ovarian cancer cell line were 11.1±0.4, 16.4±0.1, 25±2, and 28±1nM.
Copyright © 2016 Elsevier Ltd. All rights reserved.

Entities:  

Keywords:  Amaryllidaceae; Antimalarial; Crinum; Cripowellin; Hippadine

Mesh:

Substances:

Year:  2016        PMID: 27624525      PMCID: PMC5065785          DOI: 10.1016/j.bmc.2016.08.058

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


  9 in total

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Review 2.  Crinum species in traditional and modern medicine.

Authors:  C W Fennell; J van Staden
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3.  Antiproliferative xanthones of Terminalia calcicola from the Madagascar rain forest.

Authors:  Shugeng Cao; Peggy J Brodie; James S Miller; Richard Randrianaivo; Fidy Ratovoson; Chris Birkinshaw; Rabodo Andriantsiferana; Vincent E Rasamison; David G I Kingston
Journal:  J Nat Prod       Date:  2007-02-27       Impact factor: 4.050

4.  Chemical constituents of Crinum asiaticum L. var. sinicum Baker and their cytotoxic activities.

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Journal:  Chem Biodivers       Date:  2009-10       Impact factor: 2.408

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7.  Novel, rapid, and inexpensive cell-based quantification of antimalarial drug efficacy.

Authors:  Tyler N Bennett; Michelle Paguio; Bojana Gligorijevic; Clement Seudieu; Andrew D Kosar; Eugene Davidson; Paul D Roepe
Journal:  Antimicrob Agents Chemother       Date:  2004-05       Impact factor: 5.191

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9.  Radiation survival parameters of antineoplastic drug-sensitive and -resistant human ovarian cancer cell lines and their modification by buthionine sulfoximine.

Authors:  K G Louie; B C Behrens; T J Kinsella; T C Hamilton; K R Grotzinger; W M McKoy; M A Winker; R F Ozols
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  9 in total
  12 in total

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2.  Isolation, structure elucidation, and synthesis of antiplasmodial quinolones from Crinum firmifolium.

Authors:  Christopher C Presley; Yongle Du; Seema Dalal; Emilio F Merino; Joshua H Butler; Stéphan Rakotonandrasana; Vincent E Rasamison; Maria B Cassera; David G I Kingston
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Review 6.  Advances in the Chemical and Biological Characterization of Amaryllidaceae Alkaloids and Natural Analogues Isolated in the Last Decade.

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7.  Alkaloid Profiling and Cholinesterase Inhibitory Potential of Crinum × amabile Donn. (Amaryllidaceae) Collected in Ecuador.

Authors:  Luciana R Tallini; Angelo Carrasco; Karen Acosta León; Diego Vinueza; Jaume Bastida; Nora H Oleas
Journal:  Plants (Basel)       Date:  2021-12-07

8.  N-oxide alkaloids from Crinum amabile (Amaryllidaceae).

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9.  Antiproliferative Effects of Alkaloids from the Bulbs of Crinum abyscinicum Hochst. ExA. Rich.

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Review 10.  Biosynthesis and Biological Activities of Newly Discovered Amaryllidaceae Alkaloids.

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Journal:  Molecules       Date:  2020-10-23       Impact factor: 4.411

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