Flexiosine, a New C20-Diterpene Alkaloid from Roots of Delphinium flexuosum

Gabbasov, T. M.; Tsyrlina, E. M.; Анатов, Д. М.; Спирихин, Л. В.; Yunusov, M. S.

doi:10.1007/s10600-017-1920-8

Cited by 6 publications

(3 citation statements)

References 2 publications

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“…Propionyloxy in C13 and 2-methyl butyryloxy moieties in C2 and a quaternary N base characterise compounds 131–133 obtained from the lateral roots of A. carmichaelii . Compounds 134–138 lose an oxygen group in C11 and C13 [ 67 , 95 , 96 , 97 , 98 , 99 , 100 ].…”

Section: Classification Of Diterpenoid Alkaloidsmentioning

confidence: 99%

“…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%

Section: Classification Of Diterpenoid Alkaloidsmentioning

confidence: 99%

Classification, Toxicity and Bioactivity of Natural Diterpenoid Alkaloids

Thawabteh

Lelario

et al. 2021

Molecules

View full text Add to dashboard Cite

show abstract

“…Generally, methoxy groups are rarely found in C 20 -DAs. However, racemulosine A (97) 43 and flexiosine (146) 44 have methoxy groups at C-6 and C-19, respectively, forming a special kind of N , O -mixed acetal unit. The other N , O -mixed acetal subtype compounds can be classified into two groups, namely, alkaloids with N –C(6)–OH units (98–130), and the remaining alkaloids (131–149) that contain an N –C(19)–OH mixed acetal group.…”

Section: Structures and Classificationsmentioning

confidence: 99%