scholarly journals Advances in the Total Synthesis of Aflatoxins

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.

Molecules ◽  
2020 ◽  
Vol 25 (18) ◽  
pp. 4211
Author(s):  
Yu-Yan Liang ◽  
Shi-Chao Lu ◽  
Ya-Ling Gong ◽  
Shu Xu

The palhinine family of Lycopodium alkaloids were first reported in 2010, which feature an intriguing isotwistane carbon cage and a nine-membered azonane ring. It is noteworthy that the tetracyclic 5/6/6/9 skeleton was unprecedented in Lycopodium alkaloids before their seminal discovery. Over the past decade, extensive synthetic efforts stemming from seven research groups have resulted in two racemic total syntheses to date. This review article takes the opportunity to survey these efforts and achievements so as to promote further research towards the asymmetric total synthesis of palhinine alkaloids.


Synthesis ◽  
2021 ◽  
Author(s):  
Weilong Liu ◽  
Nicolas Winssinger

The α-exo-methylene-γ-butyrolactone moiety is present in a vast array of structurally diverse natural products and is often central to their biological activity. In this review, we summarize new approaches to α-exo-methylene-γ-butyrolactones developed over the past decade as well as their applications in total synthesis.


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


2020 ◽  
Vol 18 (6) ◽  
pp. 1036-1045
Author(s):  
Renzhi Chen ◽  
Sihan Yang ◽  
Yandong Zhang

In this review, we summarize five instructive total syntheses of marine brominated sesquiterpene aplydactone developed over the past five years.


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.


Synlett ◽  
2020 ◽  
Author(s):  
William M. Wuest ◽  
Amy E. Solinski

Carolacton, a macrocyclic natural product with impressive anti-biofilm biological activity, has been a focus in multiple research groups for the past decade. Chemists and biologists, alike, have been interested in uncovering the mechanism of action and have made great strides towards this goal. Carolacton causes cellular defects in Streptococcus mutans biofilm, which leads to decreases in cellular viability. As biological targets have been uncovered, synthetic chemists have devised synthetic routes that have helped uncover the important chemical functionalities that lead to biological activity. Herein, we discuss our synthetic collaboration that galvanized an entire research program around the natural product carolacton.


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


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.


2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Guang Li ◽  
Qian Wang ◽  
Jieping Zhu

AbstractElegant asymmetric synthesis of hasubanan alkaloids have been developed over the past decades. However, a divergent approach leading to all three sub-classes of this family of natural products remains unknown. We report herein the realization of such an endeavor by accomplishing enantioselective total syntheses of four representative members. The synthesis is characterized by catalytic enantioselective construction of the tricyclic compounds from which three different intramolecular C-N bond forming processes leading to three topologically different hasubanan alkaloids are developed. An aza-Michael addition is used for the construction of the aza-[4.4.3]-propellane structure of (-)-cepharamine, whereas an oxidation/double deprotection/intramolecular hemiaminal forming sequence is developed to forge the bridged 6/6/6/6 tetracycle of (-)-cepharatines A and C and a domino bromination/double deprotection/cyclization sequence allows the build-up of the 6/6/5/5 fused tetracyclic structure of (−)-sinoracutine.


Author(s):  
D.Y. Bolgova ◽  
◽  
N.A. Tarasenko ◽  
Z.S. Mukhametova ◽  
◽  
...  

Nutrition is an important factor that affects human health. The use of plant proteins as various additives in food production has now been actively developed. The rich chemical composition of pea grains determines the possibility of application in the food industry. Peas are characterized by good assimilability and degree of digestion.


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