Literature DB >> 27000121

Euphorins A-H: bioactive diterpenoids from Euphorbia fischeriana.

Xinzhu Kuang1, Wei Li2, Yuichiro Kanno3, Naoya Yamashita3, Shoko Kikkawa1, Isao Azumaya1, Kiyomitsu Nemoto3, Yoshihisa Asada4, Kazuo Koike1.   

Abstract

Phytochemical investigation of the roots of Euphorbia fischeriana resulted in the isolation of 23 diterpenoids (1-23), which were classified into five subtypes, namely, ent-rosane (1-9), ent-abietane (10-16), ent-kaurane (17), ingenane (18-22), and lathyrane (23). The chemical structures of eight new compounds, namely, euphorin A (4), B (5), C (7), D (9), E (13), F (14), G (15), and H (16), were elucidated on the basis of extensive 1D and 2D NMR spectroscopic analyses, as well as single crystal X-ray structure analysis. A number of compounds (2, 6, 7, 10, 11, 13, 16, 19, 20, 22, and 23) showed inhibitory activity on the formation of mammospheres in human breast cancer MCF-7 cells at a final concentration of 10 μM, suggesting the potential of these bioactive diterpenoids for further investigation of the action targeting cancer stem cells.

Entities:  

Keywords:  Cancer stem cells; Diterpenoid; Euphorbia fischeriana; Euphorbiaceae; Mammosphere formation

Mesh:

Substances:

Year:  2016        PMID: 27000121     DOI: 10.1007/s11418-016-0987-z

Source DB:  PubMed          Journal:  J Nat Med        ISSN: 1340-3443            Impact factor:   2.343


  20 in total

1.  Protein tyrosine phosphatase 1B inhibitory activities of ursane- and lupane-type triterpenes from Sorbus pohuashanensis.

Authors:  Dongxia Li; Wei Li; Koji Higai; Kazuo Koike
Journal:  J Nat Med       Date:  2013-10-06       Impact factor: 2.343

Review 2.  Chemical constituents and biological activities of Euphorbia fischeriana Steud.

Authors:  Yong-Xu Sun; Ji-Cheng Liu
Journal:  Chem Biodivers       Date:  2011-07       Impact factor: 2.408

3.  Cancer stem cells renew their impact.

Authors:  Mel Greaves
Journal:  Nat Med       Date:  2011-09-07       Impact factor: 53.440

Review 4.  Tigliane diterpenoids from the Euphorbiaceae and Thymelaeaceae families.

Authors:  Hong-Bing Wang; Xiao-Yang Wang; Li-Ping Liu; Guo-Wei Qin; Ting-Guo Kang
Journal:  Chem Rev       Date:  2015-04-23       Impact factor: 60.622

5.  Stelleralides A-C, novel potent anti-HIV daphnane-type diterpenoids from Stellera chamaejasme L.

Authors:  Yoshihisa Asada; Aya Sukemori; Takashi Watanabe; Kuber J Malla; Takafumi Yoshikawa; Wei Li; Kazuo Koike; Chin-Ho Chen; Toshiyuki Akiyama; Keduo Qian; Kyoko Nakagawa-Goto; Susan L Morris-Natschke; Kuo-Hsiung Lee
Journal:  Org Lett       Date:  2011-05-11       Impact factor: 6.005

Review 6.  Tackling the cancer stem cells - what challenges do they pose?

Authors:  Diwakar R Pattabiraman; Robert A Weinberg
Journal:  Nat Rev Drug Discov       Date:  2014-07       Impact factor: 84.694

7.  Cycloartane-type triterpenes from Euphorbia fischeriana stimulate human CYP3A4 promoter activity.

Authors:  Xingzhu Kuang; Wei Li; Yuichiro Kanno; Michiru Mochizuki; Yoshio Inouye; Kazuo Koike
Journal:  Bioorg Med Chem Lett       Date:  2014-12-01       Impact factor: 2.823

Review 8.  The cancer stem cell: premises, promises and challenges.

Authors:  Hans Clevers
Journal:  Nat Med       Date:  2011-03       Impact factor: 53.440

9.  ent-Atisane diterpenoids from Euphorbia fischeriana inhibit mammosphere formation in MCF-7 cells.

Authors:  Xinzhu Kuang; Wei Li; Yuichiro Kanno; Naoya Yamashita; Kiyomitsu Nemoto; Yoshihisa Asada; Kazuo Koike
Journal:  J Nat Med       Date:  2015-09-28       Impact factor: 2.343

10.  Anti-inflammatory diterpenoids from the roots of Euphorbia ebracteolata.

Authors:  Zhi-Guo Liu; Zhan-Lin Li; Jiao Bai; Da-Li Meng; Ning Li; Yue-Hu Pei; Feng Zhao; Hui-Ming Hua
Journal:  J Nat Prod       Date:  2014-03-24       Impact factor: 4.050

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  5 in total

Review 1.  Anti-Cancer Activities of Diterpenoids Derived from Euphorbia fischeriana Steud.

Authors:  Baiyu Jian; Hao Zhang; Cuicui Han; Jicheng Liu
Journal:  Molecules       Date:  2018-02-11       Impact factor: 4.411

Review 2.  Structural Diversity and Biological Activities of Diterpenoids Derived from Euphorbia fischeriana Steud.

Authors:  Baiyu Jian; Hao Zhang; Jicheng Liu
Journal:  Molecules       Date:  2018-04-18       Impact factor: 4.411

Review 3.  Pharmacological Potential of Lathyrane-Type Diterpenoids from Phytochemical Sources.

Authors:  Fátima Vela; Abdellah Ezzanad; Alan Christy Hunter; Antonio José Macías-Sánchez; Rosario Hernández-Galán
Journal:  Pharmaceuticals (Basel)       Date:  2022-06-23

4.  Abietane Diterpernoids from the Roots of Euphorbia ebracteolata.

Authors:  Yuan-Liang Ma; Xiao-Han Tang; Wen-Juan Yuan; Xiao Ding; Ying-Tong Di; Xiao-Jiang Hao
Journal:  Nat Prod Bioprospect       Date:  2018-03-20

5.  Estrogenic, Antiestrogenic and Antiproliferative Activities of Euphorbia bicolor (Euphorbiaceae) Latex Extracts and Its Phytochemicals.

Authors:  Paramita Basu; Elizabeth Meza; Michael Bergel; Camelia Maier
Journal:  Nutrients       Date:  2019-12-25       Impact factor: 5.717

  5 in total

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