First Total Synthesis of Artekeiskeanol A, C and Altissimacoumarin D

Talakokkula, Anil; Baikadi, Karunakar; Narsaiah, A. Venkat

doi:10.1055/s-0037-1610873

Cited by 2 publications

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“…In the final step, they used Wittig reaction in the presence of ethyl (triphenylphosporanylidene) acetate (1.42 mmol, Scheme 1 b, compound ( 7 )) in N, N-diethylaniline (as solvent, 10 mL, reflux 12 h) to convert compound ( 3 ) to IF (0.32 mmol, 72% yield). The obtained IF was then purified by column chromatography with petroleum ether-EtOAc in the ratio of 3:1 as a solvent system [ 104 ].…”

Section: Isofraxidinmentioning

confidence: 99%

Isofraxidin: Synthesis, Biosynthesis, Isolation, Pharmacokinetic and Pharmacological Properties

et al. 2020

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Isofraxidin (7-hydroxy-6, 8-dimethoxy coumarin) (IF) is a hydroxy coumarin with several biological and pharmacological activities. The plant kingdom is of the most prominent sources of IF, which, among them, Eleutherococcus and Fraxinus are the well-known genera in which IF could be isolated/extracted from their species. Considering the complex pathophysiological mechanisms behind some diseases (e.g., cancer, neurodegenerative diseases, and heart diseases), introducing IF as a potent multi-target agent, which possesses several herbal sources and the multiple methods for isolation/purification/synthesis, along with the unique pharmacokinetic profile and low levels of side effects, could be of great importance. Accordingly, a comprehensive review was done without time limitations until February 2020. IF extraction methods include microwave, mechanochemical, and ultrasound, along with other conventional methods in the presence of semi-polar solvents such as ethyl acetate (EtOAc). In addition to the isolation methods, related synthesis protocols of IF is also of great importance. From the synthesis point of view, benzaldehyde derivatives are widely used as precursors for IF synthesis. Along with the methods of isolation and biosynthesis, IF pharmacokinetic studies showed hopeful in vivo results of its rapid absorption after oral uses, leading to different pharmacological effects. In this regard, IF targets varieties of inflammatory mediators including nuclear factor kappa-light-chain-enhancer of activated B cells (NF-κB), tumor necrosis factor-α (TNF-α), and matrix metalloproteinases (MMPs). thereby indicating anticancer, cardioprotective, and neuroprotective effects. This is the first review on the synthesis, biosynthesis, isolation, and pharmacokinetic and pharmacological properties of IF in combating different diseases.

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Section: Isofraxidinmentioning

confidence: 99%

Isofraxidin: Synthesis, Biosynthesis, Isolation, Pharmacokinetic and Pharmacological Properties

et al. 2020

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“…As part of our regular research program on the synthesis of biologically active natural and synthetic compounds, [5][6][7][8][9] we herein report the total synthesis of antiviral agents of (+)-sattazolin and (+)-sattabacin (Figure -1).…”

Section: Figurementioning

confidence: 99%

Asymmetric total synthesis of antiviral agents (+)-sattazolin and (+)-sattabacin

Baikadi¹,

Talakokkula²,

Narsaiah³

2019

Arkivoc

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First Total Synthesis of Artekeiskeanol A, C and Altissimacoumarin D

Abstract: The total syntheses of artekeiskeanol A and C, and altissimacoumarin D have been achieved. The syntheses commenced from commercially available starting materials, 2,4-dihydroxybenzaldehyde and geraniol. The key steps involve Wittig and Riley oxidation reactions.

Cited by 2 publications

References 3 publications

Isofraxidin: Synthesis, Biosynthesis, Isolation, Pharmacokinetic and Pharmacological Properties

Isofraxidin: Synthesis, Biosynthesis, Isolation, Pharmacokinetic and Pharmacological Properties

Asymmetric total synthesis of antiviral agents (+)-sattazolin and (+)-sattabacin

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