Literature DB >> 33335677

Synthesis and Biological Evaluations of Electrophilic Steroids Inspired by the Taccalonolides.

Nicholas A Clanton1, Shayne D Hastings2, Griffin B Foultz1, Julie A Contreras1, Samantha S Yee2, Hadi D Arman1, April L Risinger2,2, Doug E Frantz1.   

Abstract

Natural products have served as inspirational scaffolds for the design and synthesis of novel antineoplastic agents. Here we present our preliminary efforts on the synthesis and biological evaluation of a new class of electrophilic steroids inspired by the naturally occurring taccalonolides. We demonstrate that these simplified analogs exhibit highly persistent antiproliferative properties similar to the taccalonolides and retain activity against resistant cancer cell lines that warrants further preclinical development.
© 2020 American Chemical Society.

Entities:  

Year:  2020        PMID： 33335677      PMCID： PMC7734803          DOI： 10.1021/acsmedchemlett.0c00534

Source DB:  PubMed          Journal:  ACS Med Chem Lett        ISSN： 1948-5875            Impact factor:   4.632


  40 in total

Review 1.  Membrane androgen receptor activation in prostate and breast tumor cells: molecular signaling and clinical impact.

Authors:  Natalia Papadopoulou; Evangelia A Papakonstanti; Galatea Kallergi; Konstantinos Alevizopoulos; Christos Stournaras
Journal:  IUBMB Life       Date:  2009-01       Impact factor: 3.885

2.  Direct and Stereospecific Synthesis of N-H and N-Alkyl Aziridines from Unactivated Olefins Using Hydroxylamine-O-Sulfonic Acids.

Authors:  Zhiwei Ma; Zhe Zhou; László Kürti
Journal:  Angew Chem Int Ed Engl       Date:  2017-07-12       Impact factor: 15.336

3.  A Stereocontrolled Annulation of the Taccalonolide Epoxy Lactone onto the Molecular Framework of trans-Androsterone.

Authors:  Jakob Danielsson; Diana X Sun; Xiao-Yang Chen; April L Risinger; Susan L Mooberry; Erik J Sorensen
Journal:  Org Lett       Date:  2017-08-29       Impact factor: 6.005

Review 4.  Naturally occurring aromatic steroids and their biological activities.

Authors:  Valery M Dembitsky; Nick Savidov; Vladimir V Poroikov; Tatyana A Gloriozova; Andrew B Imbs
Journal:  Appl Microbiol Biotechnol       Date:  2018-04-21       Impact factor: 4.813

Review 5.  Therapeutic promises of 2-methoxyestradiol and its drug disposition challenges.

Authors:  Svetlana Verenich; Phillip M Gerk
Journal:  Mol Pharm       Date:  2010-10-21       Impact factor: 4.939

Review 6.  Targeted Covalent Inhibitors for Drug Design.

Authors:  Thomas A Baillie
Journal:  Angew Chem Int Ed Engl       Date:  2016-08-19       Impact factor: 15.336

Review 7.  Anticancer steroids: linking natural and semi-synthetic compounds.

Authors:  Jorge A R Salvador; João F S Carvalho; Marco A C Neves; Samuel M Silvestre; Alcino J Leitão; M Manuel C Silva; M Luisa Sá e Melo
Journal:  Nat Prod Rep       Date:  2013-02       Impact factor: 13.423

Review 8.  17 beta-hydroxysteroid dehydrogenases and cancers.

Authors:  P Vihko; P Härkönen; O Oduwole; S Törn; R Kurkela; K Porvari; A Pulkka; V Isomaa
Journal:  J Steroid Biochem Mol Biol       Date:  2002-12       Impact factor: 4.292

9.  Synthesis, antitubulin and antimitotic activity, and cytotoxicity of analogs of 2-methoxyestradiol, an endogenous mammalian metabolite of estradiol that inhibits tubulin polymerization by binding to the colchicine binding site.

Authors:  M Cushman; H M He; J A Katzenellenbogen; C M Lin; E Hamel
Journal:  J Med Chem       Date:  1995-06-09       Impact factor: 7.446

10.  BRCA1-deficient breast cancer cell lines are resistant to MEK inhibitors and show distinct sensitivities to 6-thioguanine.

Authors:  Yuexi Gu; Mikko Helenius; Kristiina Väänänen; Daria Bulanova; Jani Saarela; Anna Sokolenko; John Martens; Evgeny Imyanitov; Sergey Kuznetsov
Journal:  Sci Rep       Date:  2016-06-17       Impact factor: 4.379
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