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

2017 ◽  
Vol 12 (8) ◽  
pp. 1934578X1701200
Author(s):  
Yoshinori Asakawa

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.

Synthesis ◽  
2018 ◽  
Vol 50 (07) ◽  
pp. 1417-1429 ◽  
Author(s):  
Teodoro Kaufman ◽  
María Méndez ◽  
Andrea Bracca

Quindoline is one of the simplest naturally occurring monomeric indoloquinoline alkaloids. Chemists exhibited interest in this compound before it was isolated from a natural source. The different approaches toward the total synthesis of the natural product and its performance in various biological tests are discussed. Aspects related to the isolation of quindoline from different ethnomedicinally relevant plants around the world are also reviewed.1 Introduction2 Isolation and Biogenetic Considerations3 Total Syntheses of Quindoline3.1 Early Synthetic Studies3.2 Syntheses from Benzenoids3.3 Syntheses from Indoles3.4 Syntheses from Quinolines4 Biological Activity Studies5 Conclusions


2012 ◽  
Vol 18 (36) ◽  
pp. 11362-11370 ◽  
Author(s):  
Gerhard Höfle ◽  
Klaus Gerth ◽  
Hans Reichenbach ◽  
Brigitte Kunze ◽  
Florenz Sasse ◽  
...  

2019 ◽  
Vol 20 (11) ◽  
pp. 2627 ◽  
Author(s):  
Francesca Leonelli ◽  
Alessio Valletta ◽  
Luisa Maria Migneco ◽  
Rinaldo Marini Bettolo

In this article the scientific activity carried out on stemarane diterpenes and diterpenoids, isolated over the world from various natural sources, was reviewed. The structure elucidation of stemarane diterpenes and diterpenoids was reported, in addition to their biogenesis and biosynthesis. Stemarane diterpenes and diterpenoids biotransformations and biological activity was also taken into account. Finally the work leading to the synthesis and enantiosynthesis of stemarane diterpenes and diterpenoids was described.


Synthesis ◽  
2021 ◽  
Author(s):  
Udo Nubbemeyer ◽  
Jonas Donges ◽  
Sandra Hofmann ◽  
Johannes C. Walter ◽  
Julia Reichertz ◽  
...  

AbstractStarting from 5-methylhexanal and (S)-configured N-propargylprolinol ethers, coupling delivered N-(4-hydroxynon-2-ynyl)prolinol derivatives as mixtures of C4 diastereomers. Resolution of the epimers succeeded after introduction of an (R)-mandelic ester derivative and subsequent HPLC separation. Alternatively, suitable oxidation gave the corresponding alkynyl ketone. Midland reagent controlled diastereoselective reduction afforded a defined configured propargyl alcohol with high selectivity. LiAlH4 reduction and Mosher analyses of the allyl alcohols enabled structure elucidation. The suitably protected products are used as key intermediates in enantioselective Streptomyces γ-butyrolactone signaling molecule total syntheses.


2021 ◽  
Vol 9 ◽  
Author(s):  
Liyan Yang ◽  
Zhonglei Wang

Abstract: Aflatoxins, which are produced by Aspergillus flavus, Aspergillus nomius, and Aspergillus parasiticus, are a group of pentacyclic natural products with difuran and coumarin skeletons. They mainly include aflatoxin B1, B2, G1, G2, M1, and M2. Biologically, aflatoxins are of concern to human health as they can be present as contaminants in food products. The unique skeletons of aflatoxins and their risk to human health have led to the publication of nine remarkable total syntheses (including three asymmetric syntheses) and ten formal total syntheses (including four asymmetric formal syntheses) of aflatoxins in the past 55 years. To better understand the mechanism of the biological activity of aflatoxins and their presence in samples from the food industry, this review summarizes progress in the total synthesis of aflatoxins.


Synthesis ◽  
2017 ◽  
Vol 50 (01) ◽  
pp. 17-34 ◽  
Author(s):  
Arun Shaw ◽  
Sama Ajay

Anisomycin shows potent biological activity and it has attracted much attention since its isolation in 1954, with around 13 total syntheses and 20 formal syntheses, and also two reports concerning analogues of anisomycin, reported to date. The present review highlights all of these synthetic approaches (around 35) to the total or formal synthesis of anisomycin along with its isomers and analogues.1 Introduction2 Isolation and Therapeutic Importance3 Total Synthesis of (+)-, (–)-, and (±)-Anisomycins and Their Analogues4 Formal Synthesis of (+)- and (–)-Anisomycins and Their Analogues5 Conclusion


2021 ◽  
pp. 100-100
Author(s):  
Miroslav Novakovic ◽  
Agnieszka Ludwiczuk ◽  
Danka Bukvicki ◽  
Yoshinori Asakawa

Little attention has been paid to the bryophytes as sources for human diet despite of the presence of 23000 species in the world. Some mosses contain vitamin B1, tocopherols, prostaglandin-like highly unsaturated fatty acids and phenolic compounds. On the other hand, liverworts contain enantiomeric mono-, sesqui- and diterpenoids to those found in vascular plants. Additionally, they possess bibenzyls, bis-bibenzyls and polyketides, many of them showing various bioactivity such as antimicrobial, antiviral, anti-inflammatory, cytotoxicity against cancer cell lines, muscle relaxing, antioxidant and other. In this paper, the structures of phytochemicals from bryophytes and their biological activities will be discussed.


2010 ◽  
Vol 82 (12) ◽  
pp. 2231-2246 ◽  
Author(s):  
Guangbin Dong

Agelastatins represent an important family of marine alkaloids in terms of both exceptional biological activity and intriguing chemical structure. In this article, the isolation and biological activity of agelastatins are reviewed, and proposed biosynthetic pathways are summarized. The main focus is given to comparative evaluation of recent total syntheses, mainly of agelastatin A. To date, this has been accomplished by 11 research groups. Their synthetic routes are analyzed and summarized, with a view to furnishing the reader with insight into different strategic design approaches to assembly of a densely functionalized and compact structure.


Marine Drugs ◽  
2021 ◽  
Vol 19 (1) ◽  
pp. 35
Author(s):  
Mohamed Shaaban ◽  
Ghada S. E. Abou-El-Wafa ◽  
Christopher Golz ◽  
Hartmut Laatsch

Analysis of the air-dried marine red alga Laurencia papillosa, collected near Ras-Bakr at the Suez gulf (Red Sea) in Egypt delivered five new halogenated terpene derivatives: aplysiolic acid (1), 7-acetyl-aplysiol (2), aplysiol-7-one (3), 11,14-dihydroaplysia-5,11,14,15-tetrol (5a), and a new maneonene derivative 6, named 5-epi-maneolactone. The chemical structures of these metabolites were characterized employing spectroscopic methods, and the relative and absolute configurations were determined by comparison of experimental and ab initio-calculated NMR, NOE, ECD, and ORD data, and by X-ray diffraction of 2 and 6. The antimicrobial activities of the crude extract and compounds 1–3, 5a and 6 were studied.


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