63722-91-8

Usage

Uses

Used in Pharmaceutical Industry:
Paspalinine is used as a research compound for studying the effects of tremorgenic toxins on the nervous system and developing potential treatments for tremor-related disorders.
Used in Veterinary Medicine:
Paspalinine can be used as a tool in veterinary medicine to understand the impact of tremorgenic toxins on animals and to develop strategies for prevention and treatment of tremor-related conditions in livestock.
Used in Toxicology Research:
Paspalinine serves as an important compound in toxicology research to investigate the mechanisms of action of tremorgenic toxins and their potential role in poisoning incidents.
Used in Forensic Analysis:
Paspalinine can be utilized in forensic analysis to detect the presence of tremorgenic toxins in samples, which can help in identifying cases of poisoning and understanding the source of the toxins.

Upstream product

• 11024-55-8 Paspalicine 
• 129896-05-5 C₂₇H₃₁NO₃ 
• 116347-29-6 [(2S)-3,3-dimethyloxiran-2-yl]methanol 
• 129896-06-6 (S)-(3,3-dimethyl-1,4-dioxaspiro[4.4]nonan-2-yl)methanol 
• 129896-08-8 (S)-2,2-Dimethyl-3-(S)-oxiranyl-1,4-dioxa-spiro[4.4]nonane 
• 129896-07-7 (R)-3,3-dimethyl-1,4-dioxaspiro[4.4]nonane-2-carbaldehyde 
• 556-82-1 3-methyl-2-buten-1-ol 
• 106268-98-8 (S)-(3,3-dimethyloxiran-2-yl)methyl 4-nitrobenzoate 
• 148493-54-3 tributyl (o-tert-butyloxycarbonylaminophenyl) stannane 

Downstream Products

• 144446-23-1 β-aflatrem 
• 70553-75-2 aflatrem 

Relevant academic research and scientific papers

Asymmetric Total Synthesis of Indole Diterpenes Paspalicine, Paspalinine, and Paspalinine-13-ene

Paspaline-derived indole diterpenes (IDTs) are structurally complex mycotoxins with unique tremorgenic activity. Reported are asymmetric total syntheses of three paspaline-derived IDTs paspalicine, paspalinine and paspalinine-13-ene. Our synthesis features a green Achmatowicz rearrangement/bicycloketalization for the efficient construction of FG rings (75 % yield) and a cascade ring-closing metathesis of dienyne for highly regioselective formation of CD rings (72 % yield). Other highlights include four palladium-mediated reactions (Stille, aza-Wacker, Suzuki, and Heck) to forge the BE rings and the installation of two continuous all-carbon quaternary stereocenters via reductive ring-opening of cyclopropane and α-methylation of the conjugate ester. Our new synthetic strategy is expected to be applicable to the chemical synthesis of other paspaline-derived IDTs and will facilitate the bioactivity studies of these agriculturally and pharmacologically important IDTs.

Total synthesis of the tremorgenic indole diterpene paspalinine

Succinct and stereoselective: A high-yielding two-step indole ring installation comprising the Stille cross-coupling and a PdII-mediated oxidative heterocyclization was exploited in a concise total synthesis of paspalinine. The trans-anti-trans CDE fused ring system of the heptacyclic natural product was established highly stereoselectively through hydroxy-directed cyclopropanation and allylic selenoxide rearrangement. Copyright

Indole diterpene synthetic studies. 8. The total synthesis of (+)-paspalicine and (+)-paspalinine

The development of a unified synthetic strategy for the indole diterpene tremorgens has led to the first total synthesis of (+)-paspalicine (2) and (+)-paspalinine (3), in 22 and 23 steps, respectively. The cornerstone of the approach is the intermediacy