Literature DB >> 26267855

The Hybrid Pyrroloisoindolone-Dehydropyrrolizine Alkaloid (-)-Chlorizidine A Targets Proteins within the Glycolytic Pathway.

Xavier Álvarez-Micó1, Danilo D Rocha2, Larissa A Guimarães2, Andrew Ambrose3, Eli Chapman3, Leticia V Costa-Lotufo2,4, James J La Clair5, William Fenical6.   

Abstract

The cytotoxic activity of (-)-chlorizidine A, a marine alkaloid containing a unique fusion between a pyrroloisoindolone and dehydropyrrolizine, was explored by using a combination of cellular and molecular methods. Our studies began by applying preliminary SAR evidence gathered from semisynthetic bioactivity evaluations to prepare an active immunoaffinity fluorescent (IAF) probe. This probe was then used to identify two cytosolic proteins, GAPDH and hENO1, as the targets of (-)-chlorizidine A.
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  drug discovery; enolase; glycolysis; mode of action; natural products

Mesh:

Substances:

Year:  2015        PMID: 26267855      PMCID: PMC4835225          DOI: 10.1002/cbic.201500229

Source DB:  PubMed          Journal:  Chembiochem        ISSN: 1439-4227            Impact factor:   3.164


  27 in total

1.  High prevalence of serum autoantibodies against the amino terminal of alpha-enolase in Hashimoto's encephalopathy.

Authors:  M Yoneda; A Fujii; A Ito; H Yokoyama; H Nakagawa; M Kuriyama
Journal:  J Neuroimmunol       Date:  2007-03-01       Impact factor: 3.478

2.  Energy management by enhanced glycolysis in G1-phase in human colon cancer cells in vitro and in vivo.

Authors:  Yan Bao; Kuniaki Mukai; Takako Hishiki; Akiko Kubo; Mitsuyo Ohmura; Yuki Sugiura; Tomomi Matsuura; Yoshiko Nagahata; Noriyo Hayakawa; Takehiro Yamamoto; Ryo Fukuda; Hideyuki Saya; Makoto Suematsu; Yoji Andrew Minamishima
Journal:  Mol Cancer Res       Date:  2013-06-05       Impact factor: 5.852

3.  Targeting of several glycolytic enzymes using RNA interference reveals aldolase affects cancer cell proliferation through a non-glycolytic mechanism.

Authors:  Carolyn Ritterson Lew; Dean R Tolan
Journal:  J Biol Chem       Date:  2012-10-23       Impact factor: 5.157

Review 4.  Anticancer agents that counteract tumor glycolysis.

Authors:  Carlotta Granchi; Filippo Minutolo
Journal:  ChemMedChem       Date:  2012-06-08       Impact factor: 3.466

5.  Glyceraldehyde-3-phosphate dehydrogenase (GAPDH) induces cancer cell senescence by interacting with telomerase RNA component.

Authors:  Craig Nicholls; Alexander Ruvantha Pinto; He Li; Ling Li; Lihui Wang; Richard Simpson; Jun-Ping Liu
Journal:  Proc Natl Acad Sci U S A       Date:  2012-07-30       Impact factor: 11.205

6.  Experimental and structural testing module to analyze paralogue-specificity and affinity in the Hsp90 inhibitors series.

Authors:  Tony Taldone; Pallav D Patel; Maulik Patel; Hardik J Patel; Christopher E Evans; Anna Rodina; Stefan Ochiana; Smit K Shah; Mohammad Uddin; Daniel Gewirth; Gabriela Chiosis
Journal:  J Med Chem       Date:  2013-08-21       Impact factor: 7.446

7.  Chlorizidine, a cytotoxic 5H-pyrrolo[2,1-a]isoindol-5-one-containing alkaloid from a marine Streptomyces sp.

Authors:  Xavier Alvarez-Mico; Paul R Jensen; William Fenical; Chambers C Hughes
Journal:  Org Lett       Date:  2013-02-13       Impact factor: 6.005

Review 8.  Target for diverse chemical modifications.

Authors:  Norbert W Seidler
Journal:  Adv Exp Med Biol       Date:  2013       Impact factor: 2.622

9.  Enzyme activity in the crowded milieu.

Authors:  Tobias Vöpel; George I Makhatadze
Journal:  PLoS One       Date:  2012-06-26       Impact factor: 3.240

Review 10.  α-Enolase, a multifunctional protein: its role on pathophysiological situations.

Authors:  Angels Díaz-Ramos; Anna Roig-Borrellas; Ana García-Melero; Roser López-Alemany
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  8 in total

1.  Irreversible Protein Labeling by Paal-Knorr Conjugation.

Authors:  Ramesh Dasari; James J La Clair; Alexander Kornienko
Journal:  Chembiochem       Date:  2017-08-10       Impact factor: 3.164

2.  Ritterostatin GN 1N , a Cephalostatin-Ritterazine Bis-steroidal Pyrazine Hybrid, Selectively Targets GRP78.

Authors:  Andrew J Ambrose; Evelyne A Santos; Paula C Jimenez; Danilo D Rocha; Diego V Wilke; Paolo Beuzer; Josh Axelrod; Ananda Kumar Kanduluru; Philip L Fuchs; Hu Cang; Letícia V Costa-Lotufo; Eli Chapman; James J La Clair
Journal:  Chembiochem       Date:  2017-02-02       Impact factor: 3.164

3.  Single dish gradient screening of small molecule localization.

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Journal:  Org Biomol Chem       Date:  2016-08-17       Impact factor: 3.876

Review 4.  Type II non-ribosomal peptide synthetase proteins: structure, mechanism, and protein-protein interactions.

Authors:  Matt J Jaremko; Tony D Davis; Joshua C Corpuz; Michael D Burkart
Journal:  Nat Prod Rep       Date:  2020-03-25       Impact factor: 13.423

5.  Color-Coded Super-Resolution Small-Molecule Imaging.

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Journal:  Chembiochem       Date:  2016-04-26       Impact factor: 3.164

Review 6.  Lessons in Organic Fluorescent Probe Discovery.

Authors:  Sachin B Wagh; Vladimir A Maslivetc; James J La Clair; Alexander Kornienko
Journal:  Chembiochem       Date:  2021-06-23       Impact factor: 3.164

Review 7.  Marine Pharmacology in 2014-2015: Marine Compounds with Antibacterial, Antidiabetic, Antifungal, Anti-Inflammatory, Antiprotozoal, Antituberculosis, Antiviral, and Anthelmintic Activities; Affecting the Immune and Nervous Systems, and Other Miscellaneous Mechanisms of Action.

Authors:  Alejandro M S Mayer; Aimee J Guerrero; Abimael D Rodríguez; Orazio Taglialatela-Scafati; Fumiaki Nakamura; Nobuhiro Fusetani
Journal:  Mar Drugs       Date:  2019-12-19       Impact factor: 5.118

8.  Dynamic visualization of type II peptidyl carrier protein recognition in pyoluteorin biosynthesis.

Authors:  Joshua C Corpuz; Larissa M Podust; Tony D Davis; Matt J Jaremko; Michael D Burkart
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  8 in total

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