Total Synthesis of Bisbibenzyl Dibenzofuran Asterelin A via Intramolecular Oxidative Coupling

Makino, Koshiyo; Harada, Kenichi; Kubo, Miwa; Hioki, Hideaki

doi:10.1177/1934578x1300800715

Cited by 3 publications

(1 citation statement)

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“…Harrowven et al , succeeded in the total synthesis of racemic cavicularin. Later, Zhao and Beaudry, − Harada et al, and Makino reported the total synthesis of racemic and natural cavicularin by a pyrone Diels–Alder reaction and palladium-mediated strategy, and enantiomeric (−)-cavicularin was synthesized by Takiguchi et al The total syntheses − conducted of other bis-bibenzyl derivatives are summarized in Table .…”

Section: Total Synthesis Of Bis-bibenzyls Isolated From Liverwortsmentioning

confidence: 99%

Bis-bibenzyls, Bibenzyls, and Terpenoids in 33 Genera of the Marchantiophyta (Liverworts): Structures, Synthesis, and Bioactivity

Asakawa

Ludwiczuk

Novaković³

et al. 2021

J. Nat. Prod.

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The Marchantiophyta (liverworts) are rich sources of phenolic substances, especially cyclic and acyclic bis-bibenzyls, which are rare natural products in the plant kingdom, together with bibenzyls and characteristic terpenoids. At present, more than 125 bis-bibenzyls have been found in liverworts. They are biosynthesized from the dimerization of lunularic acid via dihydrocoumaric acid and prelunularin. The structurally unusual cyclic and acyclic bis-bibenzyls show various biological activities such as antimicrobial, antifungal, cytotoxic, muscle relaxation, antioxidant, tubulin polymerization inhibitory, and antitrypanosomal activities, among others. The present review article deals with the distribution and structure of bis-bibenzyls, bibenzyls, and several characteristic entsesqui-and diterpenoids in liverworts. Furthermore, the biosynthesis and total syntheses and biological activities of bis-bibenzyls are also surveyed.

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Section: Total Synthesis Of Bis-bibenzyls Isolated From Liverwortsmentioning

confidence: 99%

Bis-bibenzyls, Bibenzyls, and Terpenoids in 33 Genera of the Marchantiophyta (Liverworts): Structures, Synthesis, and Bioactivity

Asakawa

Ludwiczuk

Novaković³

et al. 2021

J. Nat. Prod.

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The Isolation, Structure Elucidation, and Bio- and Total Synthesis of Bis-bibenzyls, from Liverworts and Their Biological Activity

Asakawa

2017

Natural Product Communications

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Little attention has been paid to the bryophytes for use in the human diet in spite of the presence of 23,000 species in the world. Some liverworts produce lipophilic terpenoids and phenolic bis-bibenzyls, possessing antimicrobial, antifungal, antiviral, cytotoxic, anti-oxidant, muscle relaxing, and antiobesity activities. In this review, the isolation, structures elucidation, bio-and total syntheses of bis-bibenzyls from several liverworts are discussed.

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Synthetic Studies on Small Molecule Natural Products with Neurotrophic Activity

Fukuyama

2022

YAKUGAKU ZASSHI

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Total Synthesis of Bisbibenzyl Dibenzofuran Asterelin A via Intramolecular Oxidative Coupling

Abstract: Total synthesis of asterelin A was accomplished by applying intramolecular Suzuki-Miyaura and oxidative couplings to the formation of an 18-membered macrocyclic ring and a dibenzofuran, respectively.

Cited by 3 publications

References 13 publications

Bis-bibenzyls, Bibenzyls, and Terpenoids in 33 Genera of the Marchantiophyta (Liverworts): Structures, Synthesis, and Bioactivity

Bis-bibenzyls, Bibenzyls, and Terpenoids in 33 Genera of the Marchantiophyta (Liverworts): Structures, Synthesis, and Bioactivity

The Isolation, Structure Elucidation, and Bio- and Total Synthesis of Bis-bibenzyls, from Liverworts and Their Biological Activity

Synthetic Studies on Small Molecule Natural Products with Neurotrophic Activity

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