Literature DB >> 19943700

Apoptolidins E and F, new glycosylated macrolactones isolated from Nocardiopsis sp.

Paul A Wender1, Kate E Longcore.   

Abstract

Two new glycosylated macrolactones, apoptolidins E (5) and F (6), were isolated from fermentation of the actinomycete Nocardiopsis sp. and their structures assigned. Lacking the C16 and C20 oxygens of apoptolidin A (1), these macrolides are also the first members of this family to display a 4-O-methyl-l-rhamnose at C9 rather than a 6-deoxy-4-O-methyl-l-glucose.

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Year:  2009        PMID： 19943700      PMCID： PMC2789431          DOI： 10.1021/ol902308v

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


  25 in total

Review 1.  Modification of post-PKS tailoring steps through combinatorial biosynthesis.

Authors:  Uwe Rix; Carsten Fischer; Lily L Remsing; Jürgen Rohr
Journal:  Nat Prod Rep       Date:  2002-10       Impact factor: 13.423

2.  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

3.  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

4.  Isolation, structure determination, and anti-cancer activity of apoptolidin D.

Authors:  Paul A Wender; Kate E Longcore
Journal:  Org Lett       Date:  2007-02-15       Impact factor: 6.005

5.  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

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.  Understanding and exploiting the mechanistic basis for selectivity of polyketide inhibitors of F(0)F(1)-ATPase.

Authors:  A R Salomon; D W Voehringer; L A Herzenberg; C Khosla
Journal:  Proc Natl Acad Sci U S A       Date:  2000-12-19       Impact factor: 11.205

8.  Apoptolidin A: total synthesis and partially glycosylated analogues.

Authors:  Hermut Wehlan; Mario Dauber; M Teresa Mujica Fernaud; Julia Schuppan; Sonja Keiper; Rainer Mahrwald; M-Elisa Juarez Garcia; Ulrich Koert
Journal:  Chemistry       Date:  2006-09-25       Impact factor: 5.236

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.  An approach to the site-selective diversification of apoptolidin A with peptide-based catalysts.

Authors:  Chad A Lewis; Kate E Longcore; Scott J Miller; Paul A Wender
Journal:  J Nat Prod       Date:  2009-10       Impact factor: 4.050
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  6 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.  Amycolatopsins A-C: antimycobacterial glycosylated polyketide macrolides from the Australian soil Amycolatopsis sp. MST-108494.

Authors:  Zeinab G Khalil; Angela A Salim; Daniel Vuong; Andrew Crombie; Ernest Lacey; Antje Blumenthal; Robert J Capon
Journal:  J Antibiot (Tokyo)       Date:  2017-10-25       Impact factor: 2.649

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

Authors:  Brian O Bachmann; Ruth McNees; Bruce J Melancon; Victor P Ghidu; Rachel Clark; Brenda C Crews; Sean M Deguire; Lawrence J Marnett; Gary A Sulikowski
Journal:  Org Lett       Date:  2010-07-02       Impact factor: 6.005

6.  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
  6 in total

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