Literature DB >> 24900483

Fungal bis-Naphthopyrones as Inhibitors of Botulinum Neurotoxin Serotype A.

John H Cardellina1, Virginia I Roxas-Duncan1, Vicki Montgomery1, Vanessa Eccard1, Yvette Campbell1, Xin Hu2, Ilja Khavrutskii2, Gregory J Tawa2, Anders Wallqvist2, James B Gloer3, Nisarga L Phatak3, Ulrich Höller3, Ashish G Soman3, Biren K Joshi3, Sara M Hein3, Donald T Wicklow4, Leonard A Smith5.   

Abstract

An in silico screen of the NIH Molecular Library Small Molecule Repository (MLSMR) of ∼350000 compounds and confirmatory bioassays led to identification of chaetochromin A (1) as an inhibitor of botulinum neurotoxin serotype A (BoNT A). Subsequent acquisition and testing of analogues of 1 uncovered two compounds, talaroderxines A (2) and B (3), with improved activity. These are the first fungal metabolites reported to exhibit BoNT/A inhibitory activity.

Entities:  

Keywords:  binding free energy; botulinum neurotoxin serotype A; chaetochromin; in silico screen; natural products; talaroderxine; thermodynamic integration

Year:  2012        PMID： 24900483      PMCID： PMC4025784          DOI： 10.1021/ml200312s

Source DB:  PubMed          Journal:  ACS Med Chem Lett        ISSN： 1948-5875            Impact factor:   4.345


  23 in total

1.  Further development and validation of empirical scoring functions for structure-based binding affinity prediction.

Authors:  Renxiao Wang; Luhua Lai; Shaomeng Wang
Journal:  J Comput Aided Mol Des       Date:  2002-01       Impact factor: 3.686

2.  Predictive toxicology: benchmarking molecular descriptors and statistical methods.

Authors:  Jun Feng; Laura Lurati; Haojun Ouyang; Tracy Robinson; Yuanyuan Wang; Shenglan Yuan; S Stanley Young
Journal:  J Chem Inf Comput Sci       Date:  2003 Sep-Oct

3.  Derivation and validation of toxicophores for mutagenicity prediction.

Authors:  Jeroen Kazius; Ross McGuire; Roberta Bursi
Journal:  J Med Chem       Date:  2005-01-13       Impact factor: 7.446

4.  Cytotoxicity and antitumor activities of fungal bis(naphtho-gamma-pyrone) derivatives.

Authors:  K Koyama; K Ominato; S Natori; T Tashiro; T Tsuruo
Journal:  J Pharmacobiodyn       Date:  1988-09

5.  Fungal metabolites. 1. Stereochemical features and mass spectrometry secalonic acids.

Authors:  C C Howard; R A Johnstone
Journal:  J Chem Soc Perkin 1       Date:  1973

6.  Improved Binding Free Energy Predictions from Single-Reference Thermodynamic Integration Augmented with Hamiltonian Replica Exchange.

Authors:  Ilja V Khavrutskii; Anders Wallqvist
Journal:  J Chem Theory Comput       Date:  2011-09-13       Impact factor: 6.006

7.  In silico screening of chemicals for bacterial mutagenicity using electrotopological E-state indices and MDL QSAR software.

Authors:  Joseph F Contrera; Edwin J Matthews; Naomi L Kruhlak; R Daniel Benz
Journal:  Regul Toxicol Pharmacol       Date:  2005-10-19       Impact factor: 3.271

8.  Structure- and substrate-based inhibitor design for Clostridium botulinum neurotoxin serotype A.

Authors:  Desigan Kumaran; Richa Rawat; Matthew L Ludivico; S Ashraf Ahmed; Subramanyam Swaminathan
Journal:  J Biol Chem       Date:  2008-04-22       Impact factor: 5.157

9.  Four novel bis-(naphtho-gamma-pyrones) isolated from Fusarium species as inhibitors of HIV-1 integrase.

Authors:  Sheo B Singh; Deborah L Zink; Gerald F Bills; Ana Teran; Keith C Silverman; Russell B Lingham; Peter Felock; Daria J Hazuda
Journal:  Bioorg Med Chem Lett       Date:  2003-02-24       Impact factor: 2.823

10.  DOVIS 2.0: an efficient and easy to use parallel virtual screening tool based on AutoDock 4.0.

Authors:  Xiaohui Jiang; Kamal Kumar; Xin Hu; Anders Wallqvist; Jaques Reifman
Journal:  Chem Cent J       Date:  2008-09-08       Impact factor: 4.215
View more
  6 in total

1.  Synthesis of 6,6'-binaphthopyran-2-one natural products: pigmentosin A, talaroderxines A and B.

Authors:  Charles I Grove; Michael J Di Maso; Firoz A Jaipuri; Michelle B Kim; Jared T Shaw
Journal:  Org Lett       Date:  2012-08-13       Impact factor: 6.005

2.  Natural Compounds and Their Analogues as Potent Antidotes against the Most Poisonous Bacterial Toxin.

Authors:  Kruti B Patel; Shuowei Cai; Michael Adler; Brajendra K Singh; Virinder S Parmar; Bal Ram Singh
Journal:  Appl Environ Microbiol       Date:  2018-11-30       Impact factor: 4.792

3.  Delitschiapyrone A, a pyrone-naphthalenone adduct bearing a new pentacyclic ring system from the leaf-associated fungus Delitschia sp. FL1581.

Authors:  Jian-Guang Luo; Xiao-Bing Wang; Ya-Ming Xu; Jana M U'Ren; A Elizabeth Arnold; Ling-Yi Kong; A A Leslie Gunatilaka
Journal:  Org Lett       Date:  2014-11-03       Impact factor: 6.005

Review 4.  Current Status of SUMOylation Inhibitors.

Authors:  Christopher M Brackett; Brian S J Blagg
Journal:  Curr Med Chem       Date:  2021       Impact factor: 4.530

5.  Second generation steroidal 4-aminoquinolines are potent, dual-target inhibitors of the botulinum neurotoxin serotype A metalloprotease and P. falciparum malaria.

Authors:  Milica Videnović; Dejan M Opsenica; James C Burnett; Laura Gomba; Jonathan E Nuss; Zivota Selaković; Jelena Konstantinović; Maja Krstić; Sandra Segan; Mario Zlatović; Richard J Sciotti; Sina Bavari; Bogdan A Solaja
Journal:  J Med Chem       Date:  2014-05-01       Impact factor: 7.446

6.  Fungal naphtho-γ-pyrones: Potent antibiotics for drug-resistant microbial pathogens.

Authors:  Yan He; Jun Tian; Xintao Chen; Weiguang Sun; Hucheng Zhu; Qin Li; Liang Lei; Guangmin Yao; Yongbo Xue; Jianping Wang; Hua Li; Yonghui Zhang
Journal:  Sci Rep       Date:  2016-04-11       Impact factor: 4.379
  6 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.