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

Authorized Users Only
2022
Authors
Asakawa, Yoshinori
Ludwiczuk, Agnieszka
Novaković, Miroslav
Bukvicki, Danka
Anchang, Kenneth Yongabi
Article (Published version)
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Abstract
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 ent-sesqui- and diterpenoids in liverworts. Furthermore, the biosynthesis and total syntheses and biological activities of bis-bibenzyls are also surveyed.
Keywords:
Bis-bibenzyls / Bibenzyls / Terpenoids / Bioactivity
Source:
Journal of Natural Products, 2022, 85, 3, 729-762
Publisher:
  • USA : American Chemical Society
Funding / projects:
  • The Grant-in-Aid for Scientific Research (A) (no. 11309012) from the Ministry of Education, Culture, Sports, Science and Technology, Tokyo
  • The statutory funds of the Medical University of Lublin, Poland (DS 27)
  • The statutory funds of the Medical University of Lublin, Poland (DS 28)

DOI: 10.1021/acs.jnatprod.1c00302

ISSN: 0163-3864; 1520-6025

PubMed: 34783552

WoS: 000778916900027

Scopus: 2-s2.0-85120046554
[ Google Scholar ]
5
URI
https://cer.ihtm.bg.ac.rs/handle/123456789/5404
Collections
  • Radovi istraživača / Researchers' publications
Institution/Community
IHTM
TY  - JOUR
AU  - Asakawa, Yoshinori
AU  - Ludwiczuk, Agnieszka
AU  - Novaković, Miroslav
AU  - Bukvicki, Danka
AU  - Anchang, Kenneth Yongabi
PY  - 2022
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/5404
AB  - 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 ent-sesqui- and diterpenoids in liverworts. Furthermore, the biosynthesis and total syntheses and biological activities of bis-bibenzyls are also surveyed.
PB  - USA : American Chemical Society
T2  - Journal of Natural Products
T1  - Bis-bibenzyls, Bibenzyls, and Terpenoids in 33 Genera of the Marchantiophyta (Liverworts): Structures, Synthesis, and Bioactivity
VL  - 85
IS  - 3
SP  - 729
EP  - 762
DO  - 10.1021/acs.jnatprod.1c00302
ER  - 
@article{
author = "Asakawa, Yoshinori and Ludwiczuk, Agnieszka and Novaković, Miroslav and Bukvicki, Danka and Anchang, Kenneth Yongabi",
year = "2022",
abstract = "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 ent-sesqui- and diterpenoids in liverworts. Furthermore, the biosynthesis and total syntheses and biological activities of bis-bibenzyls are also surveyed.",
publisher = "USA : American Chemical Society",
journal = "Journal of Natural Products",
title = "Bis-bibenzyls, Bibenzyls, and Terpenoids in 33 Genera of the Marchantiophyta (Liverworts): Structures, Synthesis, and Bioactivity",
volume = "85",
number = "3",
pages = "729-762",
doi = "10.1021/acs.jnatprod.1c00302"
}
Asakawa, Y., Ludwiczuk, A., Novaković, M., Bukvicki, D.,& Anchang, K. Y.. (2022). Bis-bibenzyls, Bibenzyls, and Terpenoids in 33 Genera of the Marchantiophyta (Liverworts): Structures, Synthesis, and Bioactivity. in Journal of Natural Products
USA : American Chemical Society., 85(3), 729-762.
https://doi.org/10.1021/acs.jnatprod.1c00302
Asakawa Y, Ludwiczuk A, Novaković M, Bukvicki D, Anchang KY. Bis-bibenzyls, Bibenzyls, and Terpenoids in 33 Genera of the Marchantiophyta (Liverworts): Structures, Synthesis, and Bioactivity. in Journal of Natural Products. 2022;85(3):729-762.
doi:10.1021/acs.jnatprod.1c00302 .
Asakawa, Yoshinori, Ludwiczuk, Agnieszka, Novaković, Miroslav, Bukvicki, Danka, Anchang, Kenneth Yongabi, "Bis-bibenzyls, Bibenzyls, and Terpenoids in 33 Genera of the Marchantiophyta (Liverworts): Structures, Synthesis, and Bioactivity" in Journal of Natural Products, 85, no. 3 (2022):729-762,
https://doi.org/10.1021/acs.jnatprod.1c00302 . .

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