Literature DB >> 5435896

Reactions of alpha methylene lactone tumor inhibitors with model biological nucelophiles.

S M Kupchan, D C Fessler, M A Eakin, T J Giacobbe.   

Abstract

Thiols are the most reactive nucleophilic reagents among the biological models investigated. They undergo "Michael-type" addition to the polyfunctional sesquiterpene lactones. The rapid rates of reaction with L-cysteine were measured and the reaction products were characterized. Each addition of thiol successively decreased the cytotoxicity of the adducts formed.

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Year:  1970        PMID： 5435896     DOI： 10.1126/science.168.3929.376

Source DB:  PubMed          Journal:  Science        ISSN： 0036-8075            Impact factor:   47.728


  24 in total

1.  Effect of sesquiterpene lactone coronopilin on leukaemia cell population growth, cell type-specific induction of apoptosis and mitotic catastrophe.

Authors:  R Cotugno; R Fortunato; A Santoro; D Gallotta; A Braca; N De Tommasi; M A Belisario
Journal:  Cell Prolif       Date:  2011-12-14       Impact factor: 6.831

2.  An allenic Pauson-Khand approach to 6,12-guaianolides.

Authors:  Francois Grillet; Chaofeng Huang; Kay M Brummond
Journal:  Org Lett       Date:  2011-11-09       Impact factor: 6.005

3.  The structural relationship of phorbol and cortisol: a possible mechanism for the tumor promoting activity of phorbol.

Authors:  S R Wilson; J C Huffman
Journal:  Experientia       Date:  1976-12-15

4.  Gibberellin JRA-003: A Selective Inhibitor of Nuclear Translocation of IKKα.

Authors:  James R Annand; Andrew R Henderson; Kyle S Cole; Aaron J Maurais; Jorge Becerra; Yejun Liu; Eranthie Weerapana; Angela N Koehler; Anna K Mapp; Corinna S Schindler
Journal:  ACS Med Chem Lett       Date:  2020-05-21       Impact factor: 4.345

5.  Potency of Michael reaction acceptors as inducers of enzymes that protect against carcinogenesis depends on their reactivity with sulfhydryl groups.

Authors:  A T Dinkova-Kostova; M A Massiah; R E Bozak; R J Hicks; P Talalay
Journal:  Proc Natl Acad Sci U S A       Date:  2001-03-13       Impact factor: 11.205

6.  VolSurf analysis of pharmacokinetic properties for several antifungal sesquiterpene lactones isolated from Greek Centaurea sp.

Authors:  Catherine Koukoulitsa; George D Geromichalos; Helen Skaltsa
Journal:  J Comput Aided Mol Des       Date:  2005-10-28       Impact factor: 3.686

7.  Heck products of parthenolide and melampomagnolide-B as anticancer modulators that modify cell cycle progression.

Authors:  Narsimha R Penthala; Shobanbabu Bommagani; Venumadhav Janganati; Kenzie B MacNicol; Chad E Cragle; Nikhil R Madadi; Linda L Hardy; Angus M MacNicol; Peter A Crooks
Journal:  Eur J Med Chem       Date:  2014-08-07       Impact factor: 6.514

8.  Synthesis and cytotoxic evaluation of a series of gamma-substituted gamma-aryloxymethyl-alpha-methylene-gamma-butyrolactones against cancer cells.

Authors:  C C Tzeng; K H Lee; T C Wang; C H Han; Y L Chen
Journal:  Pharm Res       Date:  2000-06       Impact factor: 4.200

9.  Hydrogen peroxide from cellular metabolism of cystine. A requirement for lysis of murine tumor cells by vernolepin, a glutathione-depleting antineoplastic.

Authors:  B A Arrick; W Griffo; Z Cohn; C Nathan
Journal:  J Clin Invest       Date:  1985-08       Impact factor: 14.808

10.  Anti-inflammatory properties of Salograviolide A purified from Lebanese plant Centaurea ainetensis.

Authors:  Jamal Al-Saghir; Randa Al-Ashi; Ralph Salloum; Najat A Saliba; Rabih S Talhouk; Fadia R Homaidan
Journal:  BMC Complement Altern Med       Date:  2009-09-23       Impact factor: 3.659
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