Literature DB >> 28290698

Corymbulosins D-H, 2-Hydroxy- and 2-Oxo-clerodane Diterpenes from the Bark of Laetia corymbulosa.

Airi Suzuki1, Yohei Saito1, Shuichi Fukuyoshi1, Masuo Goto2, Katsunori Miyake3, David J Newman4, Barry R O'Keefe, Kuo-Hsiung Lee2,5, Kyoko Nakagawa-Goto1,2.   

Abstract

A bioactive CH3OH-CH2Cl2 (1:1) extract of the bark of Laetia corymbulosa provided five new clerodane diterpenes with an isozuelanin skeleton, designated as corymbulosins D-H (1-5), as well as the known corymbulosins B (6) and C (7), for which the relative configurations were not previously determined. The structures of 1-5 were characterized on the basis of 1D and 2D NMR spectroscopic and HRMS analysis. The absolute configurations of all isolated compounds 1-7 were verified through chemical methods, including modified Mosher esterifications or oxidation of the hydroxy group at C-2, ECD experiments, and spectroscopic data comparison. The isolated compounds were evaluated for antiproliferative activity against a small panel of human cancer cell lines.

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Year:  2017        PMID： 28290698      PMCID： PMC5516477          DOI： 10.1021/acs.jnatprod.6b01151

Source DB:  PubMed          Journal:  J Nat Prod        ISSN： 0163-3864            Impact factor:   4.050


  9 in total

Review 1.  Clerodane diterpenes: sources, structures, and biological activities.

Authors:  Rongtao Li; Susan L Morris-Natschke; Kuo-Hsiung Lee
Journal:  Nat Prod Rep       Date:  2016-07-18       Impact factor: 13.423

2.  Discovery of Tricyclic Clerodane Diterpenes as Sarco/Endoplasmic Reticulum Ca(2+)-ATPase Inhibitors and Structure-Activity Relationships.

Authors:  Christian De Ford; Carlos Calderón; Pankaj Sehgal; Natalya U Fedosova; Renato Murillo; Claus Olesen; Poul Nissen; Jesper V Møller; Irmgard Merfort
Journal:  J Nat Prod       Date:  2015-05-20       Impact factor: 4.050

3.  Acetophenone Monomers from Acronychia trifoliolata.

Authors:  Katsunori Miyake; Airi Suzuki; Chihiro Morita; Masuo Goto; David J Newman; Barry R O'Keefe; Susan L Morris-Natschke; Kuo-Hsiung Lee; Kyoko Nakagawa-Goto
Journal:  J Nat Prod       Date:  2016-10-24       Impact factor: 4.050

4.  New clerodane diterpenoids from Laetia procera (Poepp.) Eichler (Flacourtiaceae), with antiplasmodial and antileishmanial activities.

Authors:  Valérie Jullian; Colin Bonduelle; Alexis Valentin; Lucia Acebey; Anne-Gaëlle Duigou; Marie-Francoise Prévost; Michel Sauvain
Journal:  Bioorg Med Chem Lett       Date:  2005-11-15       Impact factor: 2.823

5.  Cytotoxic clerodane diterpene esters from Laetia corymbulosa.

Authors:  J A Beutler; K L McCall; K Herbert; T Johnson; R H Shoemaker; M R Boyd
Journal:  Phytochemistry       Date:  2000-10       Impact factor: 4.072

6.  Development of a novel class of tubulin inhibitor from desmosdumotin B with a hydroxylated bicyclic B-ring.

Authors:  Kyoko Nakagawa-Goto; Akifumi Oda; Ernest Hamel; Emika Ohkoshi; Kuo-Hsiung Lee; Masuo Goto
Journal:  J Med Chem       Date:  2015-02-26       Impact factor: 7.446

7.  Kaurene diterpenes from Laetia thamnia inhibit the growth of human cancer cells in vitro.

Authors:  Geneive E Henry; Lynn S Adams; Jose C Rosales; Helen Jacobs; David Heber; Navindra P Seeram
Journal:  Cancer Lett       Date:  2006-01-31       Impact factor: 8.679

8.  Clerodane diterpenes from Casearia arguta that act as synergistic TRAIL sensitizers.

Authors:  Emily L Whitson; Cheryl L Thomas; Curtis J Henrich; Thomas J Sayers; James B McMahon; Tawnya C McKee
Journal:  J Nat Prod       Date:  2010-11-10       Impact factor: 4.050

9.  Bioactive clerodane diterpenoids from the twigs of Casearia balansae.

Authors:  Jing Xu; Qiang Zhang; Meicheng Wang; Quanhui Ren; Yihang Sun; Da-Qing Jin; Chunfeng Xie; Hongqiang Chen; Yasushi Ohizumi; Yuanqiang Guo
Journal:  J Nat Prod       Date:  2014-10-06       Impact factor: 4.050
  9 in total
  7 in total

1.  Secondary Metabolites, Monoterpene-Polyketides Containing a Spiro[3.5]nonane from Cryptocarya laevigata.

Authors:  Fumika Tsurumi; Yuta Miura; Yohei Saito; Katsunori Miyake; Tetsuo Fujie; David J Newman; Barry R O'Keefe; Kuo-Hsiung Lee; Kyoko Nakagawa-Goto
Journal:  Org Lett       Date:  2018-04-06       Impact factor: 6.005

2.  Anacolosins A-F and Corymbulosins X and Y, Clerodane Diterpenes from Anacolosa clarkii Exhibiting Cytotoxicity toward Pediatric Cancer Cell Lines.

Authors:  Shengxin Cai; April L Risinger; Cora L Petersen; Tanja Grkovic; Barry R O'Keefe; Susan L Mooberry; Robert H Cichewicz
Journal:  J Nat Prod       Date:  2019-03-04       Impact factor: 4.050

3.  Corymbulosins I-W, Cytotoxic Clerodane Diterpenes from the Bark of Laetia corymbulosa.

Authors:  Simayijiang Aimaiti; Airi Suzuki; Yohei Saito; Shuichi Fukuyoshi; Masuo Goto; Katsunori Miyake; David J Newman; Barry R O'Keefe; Kuo-Hsiung Lee; Kyoko Nakagawa-Goto
Journal:  J Org Chem       Date:  2018-01-10       Impact factor: 4.354

Review 4.  How Should the Worldwide Knowledge of Traditional Cancer Healing Be Integrated with Herbs and Mushrooms into Modern Molecular Pharmacology?

Authors:  Yulia Kirdeeva; Olga Fedorova; Alexandra Daks; Nikolai Barlev; Oleg Shuvalov
Journal:  Pharmaceuticals (Basel)       Date:  2022-07-14

Review 5.  New Diterpenes with Potential Antitumoral Activity Isolated from Plants in the Years 2017-2022.

Authors:  Cristina Forzato; Patrizia Nitti
Journal:  Plants (Basel)       Date:  2022-08-29

6.  Kleinhospitine E and Cycloartane Triterpenoids from Kleinhovia hospita.

Authors:  Abdul Rahim; Yohei Saito; Katsunori Miyake; Masuo Goto; Chin-Ho Chen; Gemini Alam; Susan Morris-Natschke; Kuo-Hsiung Lee; Kyoko Nakagawa-Goto
Journal:  J Nat Prod       Date:  2018-07-16       Impact factor: 4.050

Review 7.  Unraveling Plant Natural Chemical Diversity for Drug Discovery Purposes.

Authors:  Emmanuelle Lautié; Olivier Russo; Pierre Ducrot; Jean A Boutin
Journal:  Front Pharmacol       Date:  2020-04-07       Impact factor: 5.810
  7 in total

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