Literature DB >> 20649001

The C19-diterpenoid alkaloids.

Feng-Peng Wang1, Qiao-Hong Chen.   

Abstract

The diterpenoid alkaloids, with an intriguing chemistry and numerous varied bioactivities, constitute the largest and most complicated group of terpenoid alkaloids. Among them, the C19-diterpenoid alkaloids have attracted extensive and lasting attention from researchers. This chapter with 1075 references systematically summarizes the past 30 years of studies on the C19-diterpenoid alkaloids, covering the classification and distribution, biogenesis and biosynthesis, applications in the phytochemotaxonomy of Chinese Aconitum L., spectral properties (1H and 13C NMR, MS), X-ray crystallographic analysis, chemical reactions and chemical conversions (as a continuation of Volume 42 of this treatise), and pharmacological activity of this important group of alkaloids. This review on the C19-diterpenoid alkaloids, in combination with two previous reviews in this treatise (C20-diterpenoid alkaloids, Volume 59, and C18-diterpenoid alkaloids, Volume 67), will present readers with a complete and updated profile of the diterpenoid alkaloids. The only exception is the description of the total syntheses of the diterpenoid alkaloids, which will be summarized in a subsequent individual chapter.

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Year:  2010        PMID: 20649001     DOI: 10.1016/s1099-4831(10)69001-3

Source DB:  PubMed          Journal:  Alkaloids Chem Biol        ISSN: 1099-4831


  21 in total

1.  Cytotoxic esterified diterpenoid alkaloid derivatives with increased selectivity against a drug-resistant cancer cell line.

Authors:  Koji Wada; Emika Ohkoshi; Susan L Morris-Natschke; Kenneth F Bastow; Kuo-Hsiung Lee
Journal:  Bioorg Med Chem Lett       Date:  2011-11-11       Impact factor: 2.823

2.  Structure-activity relationships and evaluation of esterified diterpenoid alkaloid derivatives as antiproliferative agents.

Authors:  Koji Wada; Masuo Goto; Takahiro Shimizu; Nami Kusanagi; Megumi Mizukami; Yuji Suzuki; Kang-Po Li; Kuo-Hsiung Lee; Hiroshi Yamashita
Journal:  J Nat Med       Date:  2019-06-20       Impact factor: 2.343

3.  A Copper-Mediated Conjugate Addition Approach to Analogues of Aconitine-Type Diterpenoid Alkaloids.

Authors:  Nicolle A Doering; Kevin G M Kou; Krissada Norseeda; Jack C Lee; Christopher J Marth; Gary M Gallego; Richmond Sarpong
Journal:  J Org Chem       Date:  2018-09-28       Impact factor: 4.354

4.  Atropurpuran - Missing Biosynthetic Link Leading to the Hetidine and Arcutine C20-Diterpenoid Alkaloids or an Oxidative Degradation Product?

Authors:  Manuel Weber; Kyle Owens; Richmond Sarpong
Journal:  Tetrahedron Lett       Date:  2015-06-03       Impact factor: 2.415

5.  Evaluation of Aconitum diterpenoid alkaloids as antiproliferative agents.

Authors:  Koji Wada; Emika Ohkoshi; Yu Zhao; Masuo Goto; Susan L Morris-Natschke; Kuo-Hsiung Lee
Journal:  Bioorg Med Chem Lett       Date:  2015-02-18       Impact factor: 2.823

6.  Total synthesis, relay synthesis, and structural confirmation of the C18-norditerpenoid alkaloid neofinaconitine.

Authors:  Yuan Shi; Jeremy T Wilmot; Lars Ulrik Nordstrøm; Derek S Tan; David Y Gin
Journal:  J Am Chem Soc       Date:  2013-09-16       Impact factor: 15.419

7.  Syntheses of Denudatine Diterpenoid Alkaloids: Cochlearenine, N-Ethyl-1α-hydroxy-17-veratroyldictyzine, and Paniculamine.

Authors:  Kevin G M Kou; Beryl X Li; Jack C Lee; Gary M Gallego; Terry P Lebold; Antonio G DiPasquale; Richmond Sarpong
Journal:  J Am Chem Soc       Date:  2016-08-22       Impact factor: 15.419

8.  A Unifying Synthesis Approach to the C18-, C19-, and C20-Diterpenoid Alkaloids.

Authors:  Kevin G M Kou; Svitlana Kulyk; Christopher J Marth; Jack C Lee; Nicolle A Doering; Beryl X Li; Gary M Gallego; Terry P Lebold; Richmond Sarpong
Journal:  J Am Chem Soc       Date:  2017-09-20       Impact factor: 15.419

9.  Four new C19-diterpenoid alkaloids from Delphinium elatum.

Authors:  Hiroshi Yamashita; Megumi Katoh; Akane Kokubun; Ayano Uchimura; Sakina Mikami; Ayana Takeuchi; Kyousuke Kaneda; Yuji Suzuki; Megumi Mizukami; Masuo Goto; Kuo-Hsiung Lee; Koji Wada
Journal:  Phytochem Lett       Date:  2018-04       Impact factor: 1.679

10.  Four new diterpenoid alkaloids from Aconitum japonicum subsp. subcuneatum.

Authors:  Hiroshi Yamashita; Keiko Takeda; Machiko Haraguchi; Yuki Abe; Natsumi Kuwahara; Shota Suzuki; Ayaka Terui; Takumi Masaka; Naoko Munakata; Mariko Uchida; Masashi Nunokawa; Kyousuke Kaneda; Masuo Goto; Kuo-Hsiung Lee; Koji Wada
Journal:  J Nat Med       Date:  2017-10-19       Impact factor: 2.343

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