Literature DB >> 20515014

Light-induced isomerization of apoptolidin a leads to inversion of C2-C3 double bond geometry.

Brian O Bachmann1, Ruth McNees, Bruce J Melancon, Victor P Ghidu, Rachel Clark, Brenda C Crews, Sean M Deguire, Lawrence J Marnett, Gary A Sulikowski.   

Abstract

The isolation, characterization, and cytotoxicity against H292 cells of apoptolidin G are reported. Apoptolidin G is shown to be derived by a light-induced isomerization of the C2-C3 carbon-carbon double bond of apoptolidin A.

Entities:  

Mesh：

Substances：

Year:  2010        PMID： 20515014      PMCID： PMC2905629          DOI： 10.1021/ol1009398

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  20 in total

1.  Total synthesis of apoptolidin: completion of the synthesis and analogue synthesis and evaluation.

Authors:  K C Nicolaou; Yiwei Li; Kazuyuki Sugita; Holger Monenschein; Prasuna Guntupalli; Helen J Mitchell; Konstantina C Fylaktakidou; Dionisios Vourloumis; Paraskevi Giannakakou; Aurora O'Brate
Journal:  J Am Chem Soc       Date:  2003-12-17       Impact factor: 15.419

2.  Facile synthetic access to and biological evaluation of the macrocyclic core of apoptolidin.

Authors:  Paul A Wender; Orion D Jankowski; Elie A Tabet; Haruo Seto
Journal:  Org Lett       Date:  2003-06-26       Impact factor: 6.005

3.  Apoptolidin, a new apoptosis inducer in transformed cells from Nocardiopsis sp.

Authors:  J W Kim; H Adachi; K Shin-ya; Y Hayakawa; H Seto
Journal:  J Antibiot (Tokyo)       Date:  1997-07       Impact factor: 2.649

4.  Structure-activity relationships within a family of selectively cytotoxic macrolide natural products.

Authors:  A R Salomon; Y Zhang; H Seto; C Khosla
Journal:  Org Lett       Date:  2001-01-11       Impact factor: 6.005

5.  Apoptolidin, a selective cytotoxic agent, is an inhibitor of F0F1-ATPase.

Authors:  A R Salomon; D W Voehringer; L A Herzenberg; C Khosla
Journal:  Chem Biol       Date:  2001-01

Review 6.  Apoptolidin: induction of apoptosis by a natural product.

Authors:  Peter T Daniel; Ulrich Koert; Julia Schuppan
Journal:  Angew Chem Int Ed Engl       Date:  2006-01-30       Impact factor: 15.336

7.  Apoptolidins B and C: isolation, structure determination, and biological activity.

Authors:  Paul A Wender; Martin Sukopp; Kate Longcore
Journal:  Org Lett       Date:  2005-07-07       Impact factor: 6.005

8.  Isoapoptolidin: structure and activity of the ring-expanded isomer of apoptolidin.

Authors:  Paul A Wender; Aaron V Gulledge; Orion D Jankowski; Haruo Seto
Journal:  Org Lett       Date:  2002-10-31       Impact factor: 6.005

9.  Apoptolidinone A: synthesis of the apoptolidin A aglycone.

Authors:  Julia Schuppan; Hermut Wehlan; Sonja Keiper; Ulrich Koert
Journal:  Chemistry       Date:  2006-09-25       Impact factor: 5.236

10.  Correlation of F0F1-ATPase inhibition and antiproliferative activity of apoptolidin analogues.

Authors:  Paul A Wender; Orion D Jankowski; Kate Longcore; Elie A Tabet; Haruo Seto; Taijiro Tomikawa
Journal:  Org Lett       Date:  2006-02-16       Impact factor: 6.005
View more
  5 in total

1.  Biosynthesis of the Apoptolidins in Nocardiopsis sp. FU 40.

Authors:  Yu Du; Dagmara K Derewacz; Sean M Deguire; Jesse Teske; Jacques Ravel; Gary A Sulikowski; Brian O Bachmann
Journal:  Tetrahedron       Date:  2011-09-02       Impact factor: 2.457

Review 2.  Natural products and other inhibitors of F1FO ATP synthase.

Authors:  Bhargav A Patel; Terin L D'Amico; Brian S J Blagg
Journal:  Eur J Med Chem       Date:  2020-09-03       Impact factor: 6.514

3.  Fluorescent probes of the apoptolidins and their utility in cellular localization studies.

Authors:  Sean M DeGuire; David C Earl; Yu Du; Brenda A Crews; Aaron T Jacobs; Alessandro Ustione; Cristina Daniel; Katherine M Chong; Lawrence J Marnett; David W Piston; Brian O Bachmann; Gary A Sulikowski
Journal:  Angew Chem Int Ed Engl       Date:  2014-11-27       Impact factor: 15.336

4.  Identification and Biological Activity of NFAT-133 Congeners from Streptomyces pactum.

Authors:  Wei Zhou; Priyapan Posri; Xiao-Jing Liu; Zhiran Ju; Wen-Jian Lan; Taifo Mahmud
Journal:  J Nat Prod       Date:  2021-09-14       Impact factor: 4.803

5.  The use of fluorescently-tagged apoptolidins in cellular uptake and response studies.

Authors:  Katherine M Chong; Nalin Leelatian; Sean M Deguire; Asa A Brockman; David Earl; Rebecca A Ihrie; Jonathan M Irish; Brian O Bachmann; Gary A Sulikowski
Journal:  J Antibiot (Tokyo)       Date:  2016-03-09       Impact factor: 2.649
  5 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.