scholarly journals Concise Total Synthesis and Antifungal Activities of Fusaric Acid, a Natural Product

Molecules ◽  
2020 ◽  
Vol 25 (17) ◽  
pp. 3859
Author(s):  
Bin Bin Huang ◽  
Ya Yi Liu ◽  
Peng Fei Zhu ◽  
Yi Cheng Jiang ◽  
Ming-An Ouyang

The total synthesis of a natural product alkaloid fusaric acid (FA), which exhibits herbicide, fungicide, insecticide and even diverse notable pharmacological activities, was accomplished in four steps using commercially available materials. The synthesis, based on a unified and flexible strategy using 6-bromonicotinaldehyde as a common intermediate, is concise, convergent, practical and can be carried out on a two-gram scale. This approach could be readily applicable to the synthesis of its analogues. In addition, FA had a wide range of inhibitory activities against 14 plant pathogenic fungi in this study, which demonstrated that as a leading compound, and it has great potential to be further developed as an agricultural fungicide.

2020 ◽  
Vol 10 (7) ◽  
pp. 2563 ◽  
Author(s):  
Muhammad Sarfraz ◽  
Muhammad Jawad Nasim ◽  
Claus Jacob ◽  
Martin C. H. Gruhlke

Allicin (diallylthiosulfinate) is the principal organosulfur compound present in freshly damaged garlic tissue which exhibits a wide range of biological actions including antibacterial, antifungal, antiviral and anticancer properties. The antifungal activities of allicin were investigated against plant pathogenic fungi of agriculture importance. Furthermore, a yeast genome haploinsufficiency screening was also employed to decipher the antifungal mode of action of allicin. Wildtype and 1152 yeast mutant strains (each deprived of one specific allele of an essential gene in a diploid strain) were screened against allicin. Allicin exhibited promising antifungal properties against all the tested plant pathogens. Haploinsufficiency screening revealed three hypersensitive yeast mutants with gene deletions coding for proteins involved in DNA replication, mitochondrial translation and chromatids cohesion. These processes play a vital role in the cell cycle, growth and viability of yeast cells. Taken together, the results of the present study unravel the excellent antifungal activities and mechanisms and modes of action of allicin. These findings also indicate the potential use of allicin as an alternative “green” fungicide (fumigant) in agriculture.


Planta Medica ◽  
2017 ◽  
Vol 84 (01) ◽  
pp. 8-19 ◽  
Author(s):  
José Ríos ◽  
Salvador Máñez

AbstractBetulinic acid is a naturally occurring pentacyclic lupane-type triterpenoid usually isolated from birch trees, but present in many other botanical sources. It is found in different plant organs, both as a free aglycon and as glycosyl derivatives. A wide range of pharmacological activities has been described for this triterpenoid, including antiviral and antitumor effects. In addition, several other interesting properties have been identified in the fields of immunity and metabolism, namely antidiabetic, antihyperlipidemic, and anti-inflammatory activities. Taken together, these latter three properties make betulinic acid a highly interesting prospect for treating metabolic syndrome. The present review focuses on the therapeutic potential of this agent, along with several of its semisynthetic derivatives, which could open new frontiers in the use of natural product-based medicines.


1994 ◽  
Vol 49 (7) ◽  
pp. 977-980 ◽  
Author(s):  
Hartmut Laatsch ◽  
Michael Kellner ◽  
Yong-Se Lee ◽  
Gerhard Wolf

Abstract Venturicidin X (la ), the aglycon of the venturicidins A (1b) and B (1c) was isolated for the first time as a natural product from an unidentified Streptomyces sp. Venturicidin X (1a) is highly active against a broad spectrum of plant pathogenic fungi.


Marine Drugs ◽  
2018 ◽  
Vol 17 (1) ◽  
pp. 19 ◽  
Author(s):  
Nourhan Shady ◽  
Mostafa Fouad ◽  
Mohamed Salah Kamel ◽  
Tanja Schirmeister ◽  
Usama Abdelmohsen

Marine sponges are a very attractive and rich source in the production of novel bioactive compounds. The sponges exhibit a wide range of pharmacological activities. The genus Amphimedon consists of various species, such as viridis, compressa, complanata, and terpenensis, along with a handful of undescribed species. The Amphimedon genus is a rich source of secondary metabolites containing diverse chemical classes, including alkaloids, ceramides, cerebrososides, and terpenes, with various valuable biological activities. This review covers the literature from January 1983 until January 2018 and provides a complete survey of all the compounds isolated from the genus Amphimedon and the associated microbiota, along with their corresponding biological activities, whenever applicable.


2021 ◽  
Vol 23 (1) ◽  
pp. 360
Author(s):  
Katarina Grabrijan ◽  
Nika Strašek ◽  
Stanislav Gobec

Monocyclic ß-lactams (azetidin-2-ones) exhibit a wide range of biological activities, the most important of which are antibacterial, anticancer, and cholesterol absorption inhibitory activities. The synthesis of decorated monocyclic ß-lactams is challenging because their ring is highly constrained and consequently reactive, which is also an important determinant of their biological activity. We present the optimized synthesis of orthogonally protected 3-amino-4-substituted monocyclic ß-lactams. Among several possible synthetic approaches, Staudinger cycloaddition proved to be the most promising method for initial ring formation, yielding monocyclic ß-lactams with different substituents at the C-4 position, a phthalimido-protected 3-amino group, and a (dimethoxy)benzyl protected ring nitrogen. Challenging deprotection methods were then investigated. Oxidative cleavage with cerium ammonium nitrate and ammonia-free Birch reduction was found to be most effective for selective removal of ring nitrogen protection. Hydrazine hydrate was used for deprotection of the phthalimido group, and the procedure had to be modified by the addition of HCl in the case of aromatic substituents at the C-4 position. The presented methods and the synthesized 3-amino-4-substituted monocyclic ß-lactam derivatives are an important step toward new ß-lactams with potential pharmacological activities.


2012 ◽  
Vol 28 (3) ◽  
pp. 317-321 ◽  
Author(s):  
Vivek K. Bajpai ◽  
Kwang-Hyun Baek ◽  
Eun-Sil Kim ◽  
Jeong-Eun Han ◽  
Myoung-Hai Kwak ◽  
...  

2017 ◽  
Vol 35 (No. 2) ◽  
pp. 113-121
Author(s):  
Wang Junhua ◽  
Zhao Shuangzhi ◽  
Qiu Jiying ◽  
Zhou Qingxin ◽  
Li Xiaoyong ◽  
...  

Bacillus amyloliquefaciens NCPSJ7 could secrete extracellular antimicrobial substances, showing potent antifungal activities. An active peptide AFP3 was isolated from the fermentation supernatant. After chromatography, the purified peptide was tested for the fungicidal activity, molecular mass, and stability. The results indicated that the peptide with a molecular mass of around 3.3 kDa, showed discernible inhibition of the pathogen Fusarium oxysporum f. sp. niveum with the minimum fungicidal concentration of 31 µg/ml. It also exhibited excellent inhibition of some representative pathogenic fungi at a low concentration. Moreover, the peptide remained active at a wide range of temperatures and pH. Ion Na<sup>+</sup> may even increase the antifungal activities. At the same time, the peptide could well tolerate the treatment with trypsin. Electron microscopy was used to investigate the effect of the peptide on the pathogens. The peptide inhibited the growth of pathogens by disrupting the integrity of the hyphal membranes, resulting in their lysis. The potent fungicidal activities and stability made the peptide be a candidate for a biopreservative.


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