Literature DB >> 17617693

Stereochemistry of pladienolide B.

Naoki Asai1, Yoshihiko Kotake, Jun Niijima, Yoshio Fukuda, Taisuke Uehara, Takashi Sakai.   

Abstract

Pladienolide B is a 12-membered macrolide isolated from Streptomyces platensis Mer-11107. It showed potent in vitro and in vivo antitumor activities and is a potential lead for novel antitumor agents. The absolute configurations at ten chiral centers were determined on the basis of spectral data of pladienolide B and its chemical transformation products.

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Year:  2007        PMID： 17617693     DOI： 10.1038/ja.2007.49

Source DB:  PubMed          Journal:  J Antibiot (Tokyo)        ISSN： 0021-8820            Impact factor:   2.649


  12 in total

1.  Design, synthesis and initial biological evaluation of a novel pladienolide analog scaffold.

Authors:  Mahesh Kumar Gundluru; Alan Pourpak; Xiaoli Cui; Stephan W Morris; Thomas R Webb
Journal:  Medchemcomm       Date:  2011-01-01       Impact factor: 3.597

2.  Targeting the spliceosome in chronic lymphocytic leukemia with the macrolides FD-895 and pladienolide-B.

Authors:  Manoj K Kashyap; Deepak Kumar; Reymundo Villa; James J La Clair; Chris Benner; Roman Sasik; Harrison Jones; Emanuela M Ghia; Laura Z Rassenti; Thomas J Kipps; Michael D Burkart; Januario E Castro
Journal:  Haematologica       Date:  2015-04-10       Impact factor: 9.941

3.  Convergent route to the spirohexenolide macrocycle.

Authors:  Brian D Jones; James J La Clair; Curtis E Moore; Arnold L Rheingold; Michael D Burkart
Journal:  Org Lett       Date:  2010-10-15       Impact factor: 6.005

4.  Optimization of antitumor modulators of pre-mRNA splicing.

Authors:  Chandraiah Lagisetti; Gustavo Palacios; Tinopiwa Goronga; Burgess Freeman; William Caufield; Thomas R Webb
Journal:  J Med Chem       Date:  2013-12-11       Impact factor: 7.446

5.  Stabilized cyclopropane analogs of the splicing inhibitor FD-895.

Authors:  Reymundo Villa; Manoj Kumar Kashyap; Deepak Kumar; Thomas J Kipps; Januario E Castro; James J La Clair; Michael D Burkart
Journal:  J Med Chem       Date:  2013-08-21       Impact factor: 7.446

6.  Enantioselective Iridium-Catalyzed Allylation of Acetylenic Ketones via 2-Propanol-Mediated Reductive Coupling of Allyl Acetate: C14-C23 of Pladienolide D.

Authors:  Gilmar A Brito; Woo-Ok Jung; Minjin Yoo; Michael J Krische
Journal:  Angew Chem Int Ed Engl       Date:  2019-11-07       Impact factor: 15.336

7.  Enantioselective total synthesis of pladienolide B: a potent spliceosome inhibitor.

Authors:  Arun K Ghosh; David D Anderson
Journal:  Org Lett       Date:  2012-09-06       Impact factor: 6.005

8.  Total Synthesis of the Spliceosome Modulator Pladienolide B via Asymmetric Alcohol-Mediated syn- and anti-Diastereoselective Carbonyl Crotylation.

Authors:  Minjin Yoo; Michael J Krische
Journal:  Angew Chem Int Ed Engl       Date:  2021-05-11       Impact factor: 16.823

9.  High antitumor activity of pladienolide B and its derivative in gastric cancer.

Authors:  Momoko Sato; Naoki Muguruma; Tadahiko Nakagawa; Koichi Okamoto; Tetsuo Kimura; Shinji Kitamura; Hiromi Yano; Katsutaka Sannomiya; Takahiro Goji; Hiroshi Miyamoto; Toshiya Okahisa; Hiroaki Mikasa; Satoshi Wada; Masao Iwata; Tetsuji Takayama
Journal:  Cancer Sci       Date:  2013-12-04       Impact factor: 6.716

10.  Enantioselective total syntheses of FR901464 and spliceostatin A and evaluation of splicing activity of key derivatives.

Authors:  Arun K Ghosh; Zhi-Hua Chen; Kerstin A Effenberger; Melissa S Jurica
Journal:  J Org Chem       Date:  2014-05-30       Impact factor: 4.354
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