Navicularines A–C: New diterpenoid alkaloids from Aconitum naviculare and their cytotoxic activities

He, Jiang-Bo; Luan, Jie; Lv, Xiao-Man; Rui, Dan-Yun; Tao, Jian; Wang, Bo; Niu, Yanfeng; Ju, Hongping

doi:10.1016/j.fitote.2017.06.008

Cited by 17 publications

(13 citation statements)

References 6 publications

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“…The smallest group in the hetidine classification consists of three compounds ( 139–141 in Figure 16 ) [ 99 , 101 , 102 ]. It is distinguished by the presence of the N=CH group, an endocyclic double bond, and a hydroxyl at C5 in all hetidine-DAs [ 97 , 98 , 99 , 101 ]. Rotundifosine F (structure 139 in Figure 16 ) exhibits a cardicine chloride in C17, whereas the DA 140 shows the hordenine group in the same position, and DA 141 brings a (2-methoxyethyl)-benzene ethanol moiety [ 99 ].…”

Section: Classification Of Diterpenoid Alkaloidsmentioning

confidence: 99%

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Classification, Toxicity and Bioactivity of Natural Diterpenoid Alkaloids

Thawabteh

Lelario

et al. 2021

Molecules

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Diterpenoid alkaloids are natural compounds having complex structural features with many stereo-centres originating from the amination of natural tetracyclic diterpenes and produced primarily from plants in the Aconitum, Delphinium, Consolida genera. Corals, Xenia, Okinawan/Clavularia, Alcyonacea (soft corals) and marine sponges are rich sources of diterpenoids, despite the difficulty to access them and the lack of availability. Researchers have long been concerned with the potential beneficial or harmful effects of diterpenoid alkaloids due to their structural complexity, which accounts for their use as pharmaceuticals as well as their lousy reputation as toxic substances. Compounds belonging to this unique and fascinating family of natural products exhibit a broad spectrum of biological activities. Some of these compounds are on the list of clinical drugs, while others act as incredibly potent neurotoxins. Despite numerous attempts to prepare synthetic products, this review only introduces the natural diterpenoid alkaloids, describing ‘compounds’ structures and classifications and their toxicity and bioactivity. The purpose of the review is to highlight some existing relationships between the presence of substituents in the structure of such molecules and their recognised bioactivity.

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Section: Classification Of Diterpenoid Alkaloidsmentioning

confidence: 99%

“…Few atisine and hetidine-type alkaloids contain N,O- mixed acetal/ketal units [ 77 , 78 , 99 , 101 ].…”

Section: Classification Of Diterpenoid Alkaloidsmentioning

confidence: 99%

Classification, Toxicity and Bioactivity of Natural Diterpenoid Alkaloids

Thawabteh

Lelario

et al. 2021

Molecules

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“…A bis-DAs, navicularine B (6), was isolated from the ground parts of Aconitum naviculare possessing certain cytotoxic (Figure 4). [17] (Table 1). [18,19] Asperindole A (16), an indole-DA, was proved to be highly cytotoxic in 22Rv1 human prostate cancer cells with IC50 values of 4.86 μM.…”

Section: Antitumor Activity Of Bis-diterpenoid Alkaloidsmentioning

confidence: 99%

“…According to the references, DAs are mainly characteristic in Ranunculaceae species, especially the genera Aconitum, Delphinium and Consolida. [1] The pharmacological properties of DAs include anti-inflammatory, [2] anti-arrhythmia, [3] analgesic, [4] anti-tumor, [5] immune regulation, [6] antioxidant and anticholinesterase activities. [7] DAs were usually divided into four categories, C18-, C19-, C20-and bis-DAs according to categories.…”

Section: Introductionsmentioning

confidence: 99%

Progress in Antitumor Activity of Diterpenoid Alkaloids

Xiaojing¹,

Zheng²,

Wang³

et al. 2020

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“…However, it showed no cytotoxic activities against ve tumor cell lines (HL-60, SMMC-7721, A-549, MCF-7, and SW480). 43 2.3.2 The structure-cytotoxicity activity relationships of C 20 -diterpenoid alkaloids. From 2008 to 2018, nearly 150 C 20diterpenoid alkaloids have been studied for their cytotoxicity activities.…”

Section: -Diterpenoid Alkaloids With Cytotoxicity Activitiesmentioning

confidence: 99%