Literature DB >> 25011911

7,9-Diaryl-1,6,8-trioxaspiro[4.5]dec-3-en-2-ones: readily accessible and highly potent anticancer compounds.

Michael P D'Erasmo1, William B Smith2, Alberto Munoz3, Poornima Mohandas4, Andrew S Au5, Jason J Marineau2, Luis E N Quadri4, James E Bradner6, Ryan P Murelli7.   

Abstract

7,9-Diaryl-1,6,8-trioxaspiro[4.5]dec-3-en-2-ones are a recently described group of spirocyclic butenolides that can be generated rapidly and as a single diastereomer through a cascade process between γ-hydroxybutenolides and aromatic aldehydes. The following outlines our findings that these spirocycles are potently cytotoxic and have a dramatic structure-function profile that provides excellent insight into the structural features required for this potency.
Copyright © 2014 Elsevier Ltd. All rights reserved.

Entities:  

Keywords:  Cancer; Cascade processes; Covalent modifiers; Novel cytotoxic scaffolds; Structure–function studies

Mesh：

Substances：

Year:  2014        PMID： 25011911      PMCID： PMC4129445          DOI： 10.1016/j.bmcl.2014.05.102

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN： 0960-894X            Impact factor:   2.823


  18 in total

1.  Cochinolide, a new gamma-alkylidene bicyclic butenolide with antiviral activity, and its beta-glucopyranoside from Homalium cochinchinensis.

Authors:  T Ishikawa; K Nishigaya; H Uchikoshi; I S Cheng
Journal:  J Nat Prod       Date:  1998-04       Impact factor: 4.050

Review 2.  The resurgence of covalent drugs.

Authors:  Juswinder Singh; Russell C Petter; Thomas A Baillie; Adrian Whitty
Journal:  Nat Rev Drug Discov       Date:  2011-04       Impact factor: 84.694

3.  Phase I trial of the irreversible EGFR and HER2 kinase inhibitor BIBW 2992 in patients with advanced solid tumors.

Authors:  Timothy A Yap; Laura Vidal; Jan Adam; Peter Stephens; James Spicer; Heather Shaw; Jooern Ang; Graham Temple; Susan Bell; Mehdi Shahidi; Martina Uttenreuther-Fischer; Peter Stopfer; Andrew Futreal; Hilary Calvert; Johann S de Bono; Ruth Plummer
Journal:  J Clin Oncol       Date:  2010-08-02       Impact factor: 44.544

4.  Gastroprotective activity of atractylenolide III from Atractylodes ovata on ethanol-induced gastric ulcer in vitro and in vivo.

Authors:  Kun-Teng Wang; Lih-Geeng Chen; Chih-Hsiung Wu; Chun-Chao Chang; Ching-Chiung Wang
Journal:  J Pharm Pharmacol       Date:  2010-03       Impact factor: 3.765

5.  Synthesis and in vitro antitumor activity of new butenolide-containing dithiocarbamates.

Authors:  Xiao-Juan Wang; Hai-Wei Xu; Lin-Lin Guo; Jia-Xin Zheng; Bo Xu; Xiao Guo; Chen-Xin Zheng; Hong-Min Liu
Journal:  Bioorg Med Chem Lett       Date:  2011-03-17       Impact factor: 2.823

6.  Neratinib, an irreversible ErbB receptor tyrosine kinase inhibitor, in patients with advanced ErbB2-positive breast cancer.

Authors:  Harold J Burstein; Yan Sun; Luc Y Dirix; Zefei Jiang; Robert Paridaens; Antoinette R Tan; Ahmad Awada; Anantbhushan Ranade; Shunchang Jiao; Gary Schwartz; Richat Abbas; Christine Powell; Kathleen Turnbull; Jennifer Vermette; Charles Zacharchuk; Rajendra Badwe
Journal:  J Clin Oncol       Date:  2010-02-08       Impact factor: 44.544

7.  The Bruton tyrosine kinase inhibitor PCI-32765 blocks B-cell activation and is efficacious in models of autoimmune disease and B-cell malignancy.

Authors:  Lee A Honigberg; Ashley M Smith; Mint Sirisawad; Erik Verner; David Loury; Betty Chang; Shyr Li; Zhengying Pan; Douglas H Thamm; Richard A Miller; Joseph J Buggy
Journal:  Proc Natl Acad Sci U S A       Date:  2010-07-06       Impact factor: 11.205

8.  Lancifodilactone G: a unique nortriterpenoid isolated from Schisandra lancifolia and its anti-HIV activity.

Authors:  Wei-Lie Xiao; Hua-Jie Zhu; Yun-Heng Shen; Rong-Tao Li; Sheng-Hong Li; Han-Dong Sun; Yong-Tang Zheng; Rui-Rui Wang; Yang Lu; Cheng Wang; Qi-Tai Zheng
Journal:  Org Lett       Date:  2005-05-26       Impact factor: 6.005

Review 9.  NUT midline carcinoma.

Authors:  Christopher Alexander French
Journal:  Cancer Genet Cytogenet       Date:  2010-11

10.  Acid-mediated coupling of γ-hydroxybutenolides and aldehydes: Synthesis of a new class of spirocyclic ketal-lactones.

Authors:  Alberto Munoz; Ryan P Murelli
Journal:  Tetrahedron Lett       Date:  2012-10-12       Impact factor: 2.415
View more
  1 in total

1.  Troponoids Can Inhibit Growth of the Human Fungal Pathogen Cryptococcus neoformans.

Authors:  Maureen J Donlin; Anthony Zunica; Ashlyn Lipnicky; Aswin K Garimallaprabhakaran; Alex J Berkowitz; Alexandre Grigoryan; Marvin J Meyers; John E Tavis; Ryan P Murelli
Journal:  Antimicrob Agents Chemother       Date:  2017-03-24       Impact factor: 5.191
  1 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.