scholarly journals C18-diterpenoid alkaloids in tribe Delphineae (Ranunculaceae): phytochemistry, chemotaxonomy, and bioactivities

RSC Advances ◽  
2022 ◽  
Vol 12 (1) ◽  
pp. 395-405
Author(s):  
Yuanfeng Yan ◽  
Xing Li ◽  
Ze Wang ◽  
Xiaoyan Yang ◽  
Tianpeng Yin
Keyword(s):  
Diterpenoid Alkaloids ◽  
Diterpenoid Alkaloid

This review systematically summarizes the C18-diterpenoid alkaloid (DA) compositions isolated from the genera Aconitum and Delphinium in the Delphineae tribe (Ranunculaceae).

scholarly journals Diterpenoid Alkaloids from Delphinium aemulans

2018 ◽  
Vol 13 (11) ◽  
pp. 1934578X1801301
Author(s):  
Nurfida Ablajan ◽  
Bo Zhao ◽  
Wenjuan Xue ◽  
Zukela Ruzi ◽  
Jiangyu Zhao ◽  
...  
Keyword(s):  
2D Nmr ◽  
Diterpenoid Alkaloids ◽  
Diterpenoid Alkaloid ◽  
Esi Ms ◽  
Mtt Method ◽  
Naturally Occurring ◽  
Spectroscopic Analyses ◽  
Type C ◽  
Mcf 7

A new naturally occurring lycoctonine-type C19-diterpenoid alkaloid aemulansine (1), together with ten known alkaloids (2–11), were isolated from the whole herb of Delphinium aemulans Navski. Their structures were elucidated by extensive spectroscopic analyses, including 1D, 2D NMR and HR-ESI-MS. Compounds 1–10 were also evaluated in vitro for cytotoxicity against A549, Hela and MCF-7 cells using the MTT method.

scholarly journals Diterpenoid Alkaloids from Aconitum Longzhoushanense

2009 ◽  
Vol 4 (1) ◽  
pp. 1934578X0900400 ◽  
Author(s):  
Ping He ◽  
Xi-Xian Jian ◽  
Dong-lin Chen ◽  
Feng-Peng Wang
Keyword(s):  
Spectral Analysis ◽  
Diterpenoid Alkaloids ◽  
Chemical Methods ◽  
Diterpenoid Alkaloid

A new aconitine-type C19-diterpenoid alkaloid, longzhoushansine (1), along with fourteen known alkaloids, were isolated from the roots of Aconitum longzhoushanense. Their structures were established by spectral analysis and chemical methods.

scholarly journals Carmichaeline A: A New C2o-diterpenoid Alkaloid from Aconitum carmichaeli

2013 ◽  
Vol 8 (2) ◽  
pp. 1934578X1300800 ◽  
Author(s):  
Shu-hua Li ◽  
Jun-ru Xiong ◽  
Yuan-qin Zhang ◽  
Qing-xiang Xiang ◽  
Feng-zheng Chen
Keyword(s):  
Spectroscopic Data ◽  
Data Interpretation ◽  
Diterpenoid Alkaloids ◽  
Diterpenoid Alkaloid ◽  
Medicinal Value ◽  
Aconitum Carmichaeli

The roots of Aconitum carmichaeli Debx. are known for their medicinal value. A new C20-diterpenoid alkaloid designated as carmichaelineA (1) has been isolated, along with eight known diterpenoid alkaloids from the roots of the plant. Their structures were elucidated on the basis of spectroscopic data interpretation.

scholarly journals Two New C18-Diterpenoid Alkaloids from Aconitum Piepunense

2006 ◽  
Vol 1 (3) ◽  
pp. 1934578X0600100
Author(s):  
Le Cai ◽  
Dong-Lin Chen ◽  
Feng-Peng Wang
Keyword(s):  
Spectral Data ◽  
2D Nmr ◽  
Ethoxy Group ◽  
Diterpenoid Alkaloids ◽  
Diterpenoid Alkaloid ◽  
Naturally Occurring ◽  
C Nmr

Two new C18-diterpenoid alkaloids, piepunendines A (1) and B (2) were isolated from the roots of Aconitum piepunense. Their structures were established on the basis of spectral data (1H and 13C NMR, 2D NMR, HR ESIMS). Piepunendine B is the first naturally occurring C18-diterpenoid alkaloid having the 2-(p-hydroxyphenyl)ethoxy group at C-8.

scholarly journals Diterpenoid Alkaloids from Aconitum soongaricum var. pubescens

2015 ◽  
Vol 10 (12) ◽  
pp. 1934578X1501001
Author(s):  
Lin Chen ◽  
Lianhai Shan ◽  
Jifa Zhang ◽  
Wenliang Xu ◽  
Mingyu Wu ◽  
...  
Keyword(s):  
Antifeedant Activity ◽  
Diterpenoid Alkaloids ◽  
Diterpenoid Alkaloid ◽  
Spectroscopic Analyses ◽  
Reported Data

One new diterpenoid alkaloid, pubescensine (1), along with nine known diterpenoid alkaloids (2–10) were isolated from the roots of Aconitum soongaricum var. pubescens. Their structures were elucidated by spectroscopic analyses and comparison with previously reported data. All the compounds were evaluated for their antifeedant activities. The aconitine-type diterpenoid alkaloids (1–6) showed considerably potent antifeedant activity (EC50 < 1 mg/cm2), while the activities of napelline-type diterpenoid alkaloids (compds. 7, 9 and 10) were not significant (EC50 > 50 mg/cm2).

Total Synthesis of the Diterpenoid Alkaloid Arcutinidine Using a Strategy Inspired by Chemical Network Analysis

2019 ◽  
Author(s):  
Kyle Owens ◽  
Shelby McCowen ◽  
Katherine Blackford ◽  
Sohei Ueno ◽  
Yasuo Hirooka ◽  
...  
Keyword(s):  
Natural Products ◽  
Network Analysis ◽  
Total Synthesis ◽  
Ring System ◽  
Diels Alder ◽  
Diterpenoid Alkaloids ◽  
Oxidative Dearomatization ◽  
Diterpenoid Alkaloid ◽  
Fused Ring ◽  
Fused Ring System

Arcutinidine and other arcutinidine-type diterpenoid alkaloids feature an intricate polycyclic, bridged framework with unusual connectivity. A chemical network analysis approach to the arcutane skeleton enabled the identification of highly simplifying retrosynthetic disconnections, which indicated that the caged structure could arise from a simpler fused ring system. On this basis, a total synthesis of arcutinidine is reported herein, featuring an unprecedented oxopyrrolium Diels–Alder cycloaddition which furnishes a key tetracyclic intermediate. In addition, the synthesis utilizes a diastereoselective oxidative dearomatization/cycloaddition sequence and a SmI2-mediated C–C coupling to forge the bridged framework of the natural products. This synthetic plan may also enable future investigations into the biosynthetic relationships between the arcutanes, the related diterpenoid atropurpuran, and other diterpenoid alkaloids.

Total Synthesis of the Diterpenoid Alkaloid Arcutinidine Using a Strategy Inspired by Chemical Network Analysis

2019 ◽  
Author(s):  
Kyle Owens ◽  
Shelby McCowen ◽  
Katherine Blackford ◽  
Sohei Ueno ◽  
Yasuo Hirooka ◽  
...  
Keyword(s):  
Natural Products ◽  
Network Analysis ◽  
Total Synthesis ◽  
Ring System ◽  
Diels Alder ◽  
Diterpenoid Alkaloids ◽  
Oxidative Dearomatization ◽  
Diterpenoid Alkaloid ◽  
Fused Ring ◽  
Fused Ring System

Arcutinidine and other arcutinidine-type diterpenoid alkaloids feature an intricate polycyclic, bridged framework with unusual connectivity. A chemical network analysis approach to the arcutane skeleton enabled the identification of highly simplifying retrosynthetic disconnections, which indicated that the caged structure could arise from a simpler fused ring system. On this basis, a total synthesis of arcutinidine is reported herein, featuring an unprecedented oxopyrrolium Diels–Alder cycloaddition which furnishes a key tetracyclic intermediate. In addition, the synthesis utilizes a diastereoselective oxidative dearomatization/cycloaddition sequence and a SmI2-mediated C–C coupling to forge the bridged framework of the natural products. This synthetic plan may also enable future investigations into the biosynthetic relationships between the arcutanes, the related diterpenoid atropurpuran, and other diterpenoid alkaloids.

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