Literature DB >> 25491335

Cytotoxic (9βH)-pimarane and (9βH)-17-norpimarane diterpenes from the tuber of Icacina trichantha.

Michael Monday Onakpa1, Ming Zhao, Tanja Gödecke, Wei-Lun Chen, Chun-Tao Che, Bernard D Santarsiero, Steven M Swanson, Isaac Uzoma Asuzu.   

Abstract

Three (9βH)-pimaranes, 1, 2, and 3, and two (9βH)-17-norpimaranes, 4 and 5, belonging to a rare compound class in nature, were obtained from the tubers of Icacina trichantha for the first time. Compound 1 is a new natural product, and 2-5 have been previously reported. The structures were elucidated based on NMR and MS data, and optical rotation values. The absolute configurations of (9βH)-pimaranes were unambiguously established based on X-ray crystallographic analysis. Full NMR signal assignments for the known compounds 2, 4, and 5, which were not available in previous publications, are also reported. All five isolates displayed cytotoxic activities on MDA-MB-435 cells (IC50 0.66-6.44 μM), while 2, 3, and 4 also exhibited cytotoxicities on HT-29 cells (IC50 3.00-4.94 μM).
Copyright © 2014 Verlag Helvetica Chimica Acta AG, Zürich.

Entities:  

Keywords:  (9βH)-17-Norpimarane diterpenes; (9βH)-Pimarane diterpenes; Cytotoxic activity; Diterpenes; Icacina trichantha

Mesh:

Substances:

Year:  2014        PMID: 25491335     DOI: 10.1002/cbdv.201400151

Source DB:  PubMed          Journal:  Chem Biodivers        ISSN: 1612-1872            Impact factor:   2.408


  7 in total

1.  17-Norpimaranes and (9βH)-17-Norpimaranes from the Tuber of Icacina trichantha.

Authors:  Ming Zhao; Michael Monday Onakpa; Wei-Lun Chen; Bernard D Santarsiero; Steven M Swanson; Joanna E Burdette; Isaac Uzoma Asuzu; Chun-Tao Che
Journal:  J Nat Prod       Date:  2015-03-17       Impact factor: 4.050

2.  Activity of Icacinol from Icacina trichantha on Seedling Growth of Oryza sativa and Arabidopsis thaliana.

Authors:  Ming Zhao; Brian Guo; Michael M Onakpa; Tiffany Wong; Kyo Wakasa; Chun-Tao Che; Katherine Warpeha
Journal:  J Nat Prod       Date:  2017-12-11       Impact factor: 4.050

3.  19-nor-pimaranes from Icacina trichantha.

Authors:  Brian Guo; Ming Zhao; Zhenlong Wu; Monday M Onakpa; Joanna E Burdette; Chun-Tao Che
Journal:  Fitoterapia       Date:  2020-05-11       Impact factor: 2.882

4.  (9βH)- and 17-Nor-Pimaranes from Icacina oliviformis.

Authors:  Meng Sun; Brian Guo; Mingming Xu; Ming Zhao; Monday M Onakpa; Zhenlong Wu; Joanna E Burdette; Chun-Tao Che
Journal:  J Nat Prod       Date:  2021-03-26       Impact factor: 4.050

Review 5.  Icacina trichantha, A Tropical Medicinal Plant.

Authors:  Chun-Tao Che; Ming Zhao; Brian Guo; Michael M Onakpa
Journal:  Nat Prod Commun       Date:  2016-07       Impact factor: 0.986

6.  (9βH)-Pimaranes and Derivatives from the Tuber of Icacina trichantha.

Authors:  Ming Zhao; Monday M Onakpa; Bernard D Santarsiero; Wei-Lun Chen; Karina M Szymulanska-Ramamurthy; Steven M Swanson; Joanna E Burdette; Chun-Tao Che
Journal:  J Nat Prod       Date:  2015-11-02       Impact factor: 4.050

Review 7.  A Synthetic View on Momilactones and Related 9β-H Pimarane Skeleton Diterpenoids.

Authors:  Yue Zhang; Mengran Li; Qichang Liu; Jian Huang; Yang Chen
Journal:  Front Chem       Date:  2022-03-21       Impact factor: 5.221

  7 in total

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