Xylaramide, a New Antifungal Compound, and Other Secondary Metabolites from Xylaria longipes

1996 ◽  
Vol 51 (11-12) ◽  
pp. 802-806 ◽  
Author(s):  
Gudrun Schneider ◽  
Heidrun Anke ◽  
Olov Sterner
Keyword(s):  
Saccharomyces Cerevisiae ◽  
Antifungal Activity ◽  
Secondary Metabolites ◽  
Structure Determination ◽  
Biological Activities ◽  
Biological Properties ◽  
The Other ◽  
Antifungal Compound ◽  
Methylsuccinic Acid

Xylaramide (1), possessing potent antifungal activity towards Nematospora coryli and Saccharomyces cerevisiae, was isolated from the culture fluids of the wood-inhabiting ascomycete Xylaria longipes together with tyrosol (2), 2,5-bis(hydroxymethyl)furan (3) and 2-hexylidene- 3-methylsuccinic acid (4). The latter has been known as a Xylaria metabolite for many years. Compounds 2 and 3 have been previously reported from other fungi, whereas 1 is a new natural N -(2-phenylethenyl)-2-hydroxypropanamide. The isolation, structure determination and biological properties of xylaramide are described. The biological activities of the other compounds are included.

Secondary metabolites of the aspen fungus Stachybotrys cylindrospora

1993 ◽  
Vol 71 (4) ◽  
pp. 487-493 ◽  
Author(s):  
William A. Ayer ◽  
Shichang Miao
Keyword(s):  
Natural Products ◽  
Antifungal Activity ◽  
Secondary Metabolites ◽  
The Other ◽  
Spectroscopic Techniques ◽  
Blue Stain ◽  
New Compounds

The secondary metabolites produced by the fungus Stachybotrys cylindrospora, which is known to be strongly antagonistic to the blue-stain fungus Ceratocystiopsis crassivaginata, have been examined. The compounds responsible for the antifungal activity are trichodermin (5) and trichodermol (6), two previously known mycotoxins belonging to the trichothecene family. The other metabolites, stachybotrydial (1), stachybotramide (8), and 6,8-dihydroxy-3,5,7-trimethylisochroman (7), although not active against C. crassivaginata, are new natural products. The structures of the new compounds were established by spectroscopic techniques.

scholarly journals Validation of a Spectroscopic Screening Method for Secondary Metabolites from New Zealand Extremophilic Microbes

2021 ◽  
Author(s):  
◽  
Chriselle Deborah Braganza
Keyword(s):  
Saccharomyces Cerevisiae ◽  
Biological Activity ◽  
New Zealand ◽  
Antifungal Activity ◽  
Secondary Metabolites ◽  
Marine Bacteria ◽  
Marine Invertebrates ◽  
Screening Method ◽  
Microbial Cultures ◽  
Anoxybacillus Flavithermus

<p>The existing protocol for the screening of natural products from marine invertebrates and macroalgae has been demonstrated successfully at VUW on multiple occasions. This study describes the evaluation of an adapted version of the protocol to screen liquid microbial cultures. The adapted protocol was carried out using an NMR-guided approach and was used to screen 10 New Zealand extremophilic microbes. Investigation of the bacteria Anoxybacillus flavithermus led to the isolation of the known compound 1-acetyl-β-carboline (25), which was briefly evaluated for its biological activity. A detailed investigation on the marine bacteria Shewanella sp. resulted in the isolation of indole-3-carboxaldehyde (93) and 14 known 2,5-diketopiperazines (36, 38, 41–44, 53, 54, 94–99). Three of the isolated 2,5-DKPs were tested against Saccharomyces cerevisiae to evaluate their antifungal activity, the results of which are also described. Overall, the use of the adapted screening method proved successful to guide the isolation of secondary metabolites from microbial cultures.</p>

scholarly journals Essential oil from Piperaceae as a potential for biopesticide agents: a review

Food Research ◽  
2020 ◽  
Vol 4 (S5) ◽  
pp. 1-10
Author(s):  
N.A. Abdullah ◽  
W.Z.W.M. Zain ◽  
H.A. Hamid ◽  
N.W. Ramli
Keyword(s):  
Secondary Metabolites ◽  
Essential Oils ◽  
Biological Activities ◽  
The United States ◽  
Antimicrobial Activities ◽  
Biological Properties ◽  
Present Information ◽  
United States Food ◽  
Synthetic Pesticide ◽  
States Food

This review is aimed to present information on the properties of Piperaceae which can be potentially used as a biopesticide. The chemical compounds involved in were different as each species consist of different amount of secondary metabolites which then leads to different properties. In recent years, several reports have been published regarding the composition and the biological activities of the essential oils of Piper species. These studies have highlighted the existence of marked chemical differences among oils extracted from different species or varieties. Analysis of volatile constituents from Piperaceae species has revealed the presence of monoterpenes, sesquiterpenes and arylpropanoids that have shown interesting biological properties including cytotoxic, fungistatic, insecticide, molluscicidal, antioxidant and antimicrobial activities. Essential oils are natural complex secondary metabolites characterized by strong odour, volatility and have generally lower density than water. Due to their volatility, essential oils are environmentally non-persistent. On top of that, essential oils are ‘generally recognized as safe’ by the United States Food and Drug Administration (FDA). Since technology has become more advanced, people started to replace synthetic pesticide with bio-pesticide. The demand for EO has increased as it has biological properties that can be used to replace synthetic pesticide

scholarly journals Synthesis, Characterization and Biological Analysis of Some Novel Complexes of Phenyl Thiourea Derivatives with Copper

2018 ◽  
Vol 5 (1) ◽  
pp. 182-195 ◽  
Author(s):  
Neha Mathur ◽  
Nisha Jain ◽  
A.K. Sharma
Keyword(s):  
Antifungal Activity ◽  
Copper Complexes ◽  
Biological Activities ◽  
Biological Properties ◽  
Biological Processes ◽  
The Novel ◽  
Electronic Interactions ◽  
Thiourea Derivatives ◽  
Ft Ir

Introduction: Copper is a very important metal because all forms of life require copper metals an essential micronutrient. Various biological processes, directly or indirectly are dependent on copper metal. Methods: Copper soaps are used as fungicides, bacteriosides, herbicides and insecticides. Copper complexes including heterocyclic compounds have attracted our attention in a magnificent way because of its utility in catalysis and biological functions. Their mechanism of synthesis, characterization and structural insight, are crucial for comprehending the criteria of the bonding and electronic interactions between the proximate metal center and chelating atoms. But still, there is a need to explore some of more biological properties for their wide applicability and significant usage in multiple fields because it is an untapped area with potentially tremendous value. Hence, in this paper, we report the synthesis and characterization of transition metal complex of N/S ligand by chromatographic, FT-IR, NMR, ESR, elemental analysis, conductometric and magnetic moment measurements. Results: The synthesized metal complexes namely copper palmitate with 4-nitrophenylthiourea and copper palmitate with 4-methoxyphenylthiourea were successfully investigated for biological activities against fungi Candida albicans and Trichoderma harzinum. Based on the results, we pronounced biocidal activities of the novel complexes. Conclusion: It is concluded that the activity of nitro phenylthiourea complex has greater antifungal activity than methoxy phenylthiourea complex against these test fungi. We can conclude that the antifungal activity of these complexes varies according to the nature of the groups attached to the ligands.

scholarly journals New Chemovariety of Lippia alba From Colombia: Compositional Analysis of the Volatile Secondary Metabolites and Some in vitro Biological Activities of the Essential Oil From Plant Leaves

2019 ◽  
Vol 14 (7) ◽  
pp. 1934578X1986290
Author(s):  
Amner Muñoz-Acevedo ◽  
María C. González ◽  
Juan D. Rodríguez ◽  
Yurina Sh. De Moya
Keyword(s):  
Secondary Metabolites ◽  
Essential Oil ◽  
Solid Phase ◽  
Biological Activities ◽  
Biological Properties ◽  
Northern Region ◽  
Chemical Diversity ◽  
Gas Chromatography Mass Spectrometry ◽  
Lippia Alba

Lippia alba is a plant widely studied due to both chemical diversity and bioactivities related to its ethnobotanical uses. In this work, the composition of the volatile secondary metabolites (volatile fractions/essential oil, EO) of the flower/leaves of L. alba (from northern region of Colombia) was determined by solid phase micro-extraction/distillation-solvent extraction/microwave-hydrodistillation/gas chromatography-mass spectrometry (MWHD/GC-MS), along with some in vitro biological properties (cytotoxicity and acetylcholinesterase enzyme [AChe] inhibition) from leaf EO. Outstanding results were found: (i) cis-piperitone oxide (~13%-46%), germacrene D (~11%-30%), and limonene (~10%-22%) characterized the volatile secondary metabolites from different parts of the plant; (ii) leaf EO showed a moderate hemolytic activity (HC50: 580 ± 1 µg/mL), a significant cytotoxicity on lymphocytes (LC50: 127 ± 3 µg/mL), a high cytotoxicity on HEp2 cell line (LC50: 38 ± 2 µg/mL), and a moderate inhibitory effect on AChE (IC50: 28 ± 2 µg/mL). Based on these results, a new chemovar of L. alba is reported (represented by cis-piperitone oxide) along with its promising cytotoxic and AChE inhibiting properties.

scholarly journals Halophytic Grasses, a New Source of Nutraceuticals? A Review on Their Secondary Metabolites and Biological Activities

2019 ◽  
Vol 20 (5) ◽  
pp. 1067 ◽  
Author(s):  
Maria Faustino ◽  
Maria Faustino ◽  
Diana Pinto
Keyword(s):  
Salt Stress ◽  
Secondary Metabolites ◽  
Biological Activities ◽  
Arable Land ◽  
Biological Properties ◽  
Biological Evaluation ◽  
Primary And Secondary Metabolites ◽  
Important Group ◽  
Poaceae Family ◽  
Halophytic Grasses

The Poaceae family, known as grasses, is distributed worldwide and is considered the most important group of monocotyledonous crops. Salt stress is multifactorial, therefore to survive, halophytes evolved a variety of adaptations, which include the biosynthesis of different primary and secondary metabolites. This trait enhances the accumulation of important families of compounds crucial to the prevention of a variety of chronic diseases. Besides, if proven edible, these species could cope with the increased soil salinity responsible for the decline of arable land due to their high nutritional/nutraceutical value. Herein, the phytochemical investigations performed in halophytes from the Poaceae family as well as their biological properties were explored. Among the 65 genera and 148 species of known halophytic grasses, only 14% of the taxa were studied phytochemically and 10% were subjected to biological evaluation. Notably, in the studied species, a variety of compound families, as well as bioactivities, were demonstrated, highlighting the potential of halophytic grasses.

scholarly journals Synthesis of new dihydroberberine and tetrahydroberberine analogues and evaluation of their antiproliferative activity on NCI-H1975 cells

2020 ◽  
Vol 16 ◽  
pp. 1606-1616
Author(s):  
Giacomo Mari ◽  
Lucia De Crescentini ◽  
Serena Benedetti ◽  
Francesco Palma ◽  
Stefania Santeusanio ◽  
...  
Keyword(s):  
Lung Cancer ◽  
Cancer Cells ◽  
Antiproliferative Activity ◽  
Biological Activities ◽  
Biological Properties ◽  
The Other ◽  
Lung Cancer Cells ◽  
Reduced Form ◽  
Other Hand

Dihydroberberine (DHBER), the partially reduced form of the alkaloid berberine (BER), is known to exhibit important biological activities. Despite this fact, there have been only few studies that concern the biological properties of functionalized DHBER. Attracted by the potentiality of this latter compound, we have realized the preparation of new arylhydrazono-functionalized DHBERs, starting from BER and some α-bromohydrazones. On the other hand, also the fully reduced form of BER, namely tetrahydroberberine (THBER), and its derivatives have proven to present different biological activities. Therefore, the obtained arylhydrazono-functionalized DHBERs were reduced to the corresponding arylhydrazono-THBERs. The antiproliferative activity of both arylhydrazono-DHBERs and -THBERs has been evaluated on NCI-H1975 lung cancer cells.

The chemistry and biology of guanidine natural products

2016 ◽  
Vol 33 (3) ◽  
pp. 456-490 ◽  
Author(s):  
Roberto G. S. Berlinck ◽  
Stelamar Romminger
Keyword(s):  
Natural Products ◽  
Secondary Metabolites ◽  
Structure Determination ◽  
Biological Activities ◽  
Present Review ◽  
Guanidine Group

The present review discusses the isolation, structure determination, synthesis, biosynthesis and biological activities of secondary metabolites bearing a guanidine group.

scholarly journals The Natural Products and Pharmacological Biodiversity of Brown Algae from the Genus Dictyopteris

2021 ◽  
Vol 66 (1) ◽  
Author(s):  
Mohammed I. Rushdi ◽  
Iman A. M. Abdel- Rahman ◽  
Hani Saber ◽  
Eman Zekry Attia ◽  
Usama Ramadan Abdelmohsen
Keyword(s):  
Natural Products ◽  
Secondary Metabolites ◽  
Brown Algae ◽  
Biological Activities ◽  
Biological Properties ◽  
Sulfur Compounds ◽  
Chemical Feature ◽  
Pharmaceutical Applications

Abstract. Genus Dictyopteris is an important genus among marine seaweeds and is excessively distributed and known by its ocean smell due to its secondary metabolites including C11-hydrocarbons and sulfur compounds. This chemical feature is responsible for its interesting biological properties. This review detected the literature from 1959 to 2021 on the genus Dictyopteris and revealed the secondary metabolites, together with biological activities of the genus Dictyopteris to create the base for additional studies on its clinical and pharmaceutical applications.   Resumen. El género Dictyopteris es un género importante entre las algas marinas y está excesivamente distribuido y conocido por su olor a océano debido a sus metabolitos secundarios que incluyen hidrocarburos C11 y compuestos de azufre. Esta característica química es responsable de sus interesantes propiedades biológicas. Esta revisión detectó la literatura de 1959 a 2021 sobre el género Dictyopteris y reveló los metabolitos secundarios, junto con las actividades biológicas del género Dictyopteris, para crear la base para estudios adicionales sobre sus aplicaciones clínicas y farmacéuticas.

scholarly journals Validation of a Spectroscopic Screening Method for Secondary Metabolites from New Zealand Extremophilic Microbes

2021 ◽  
Author(s):  
◽  
Chriselle Deborah Braganza
Keyword(s):  
Saccharomyces Cerevisiae ◽  
Biological Activity ◽  
New Zealand ◽  
Antifungal Activity ◽  
Secondary Metabolites ◽  
Marine Bacteria ◽  
Marine Invertebrates ◽  
Screening Method ◽  
Microbial Cultures ◽  
Anoxybacillus Flavithermus

<p>The existing protocol for the screening of natural products from marine invertebrates and macroalgae has been demonstrated successfully at VUW on multiple occasions. This study describes the evaluation of an adapted version of the protocol to screen liquid microbial cultures. The adapted protocol was carried out using an NMR-guided approach and was used to screen 10 New Zealand extremophilic microbes. Investigation of the bacteria Anoxybacillus flavithermus led to the isolation of the known compound 1-acetyl-β-carboline (25), which was briefly evaluated for its biological activity. A detailed investigation on the marine bacteria Shewanella sp. resulted in the isolation of indole-3-carboxaldehyde (93) and 14 known 2,5-diketopiperazines (36, 38, 41–44, 53, 54, 94–99). Three of the isolated 2,5-DKPs were tested against Saccharomyces cerevisiae to evaluate their antifungal activity, the results of which are also described. Overall, the use of the adapted screening method proved successful to guide the isolation of secondary metabolites from microbial cultures.</p>

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