scholarly journals Marine-Derived Macrocyclic Alkaloids (MDMAs): Chemical and Biological Diversity

Marine Drugs ◽  
2020 ◽  
Vol 18 (7) ◽  
pp. 368
Author(s):  
Hanan I. Althagbi ◽  
Walied M. Alarif ◽  
Khalid O. Al-Footy ◽  
Ahmed Abdel-Lateff
Keyword(s):  
Soft Tissue ◽  
Biological Diversity ◽  
Biological Activities ◽  
Structural Diversity ◽  
Pyridinium Salts ◽  
Chemical Structures ◽  
Ovarian Cancers ◽  
Potential Source ◽  
Structure Activity ◽  
Metastatic Soft Tissue Sarcoma

The curiosity and attention that researchers have devoted to alkaloids are due to their bioactivities, structural diversity, and intriguing chemistry. Marine-derived macrocyclic alkaloids (MDMAs) are considered to be a potential source of drugs. Trabectedin, a tetrahydroisoquinoline derivative, has been approved for the treatment of metastatic soft tissue sarcoma and ovarian cancers. MDMAs displayed potent activities that enabled them to be used as anticancer, anti-invasion, antimalarial, antiplasmodial, and antimicrobial. This review presents the reported chemical structures, biological activities, and structure–activity relationships of macrocyclic alkaloids from marine organisms that have been published since their discovery until May 2020. This includes 204 compounds that are categorized under eight subclasses: pyrroles, quinolines, bis-quinolizidines, bis-1-oxaquinolizidines, 3-alkylpiperidines, manzamines, 3-alkyl pyridinium salts, and motuporamines.

scholarly journals Diversity Focused Semisyntheses of Tetronate Polyether Ionophores

2019 ◽  
Author(s):  
Shaoquan Lin ◽  
Han Liu ◽  
Esben B. Svenningsen ◽  
Christine Pedersen ◽  
Peter Nørby ◽  
...  
Keyword(s):  
Antimicrobial Activity ◽  
Cancer Cells ◽  
Mammalian Cells ◽  
Biological Activities ◽  
Structural Diversity ◽  
Bacterial Activity ◽  
Cation Binding ◽  
Detailed Understanding ◽  
Structure Activity ◽  
Aggressive Cancer

The polyether ionophores are complex natural products capable of transporting cations across biological membranes. Many family members possess highly potent antimicrobial activity and a few selected compounds have ability to target particularly aggressive cancer cells. Despite these interesting perspectives, a detailed understanding of the cellular mode-of-action of polyether ionophores is generally lacking. In principle, broad mapping of structure-activity relationships across several biological activities could provide mechanistic insights as well as identification of lead structures but access to structural diversity within the overall class is synthetically very challenging. In this manuscript, we demonstrate that novel polyether ionophores can be constructed by recycling components of highly abundant polyethers. We provide the first examples of synthetically incorporating halogen-functionalized tetronic acids as cation-binding groups into polyether ionophores and we identify analogs with strong anti-bacterial activity and minimal effects on mammalian cells.

scholarly journals Sphinganine-Analog Mycotoxins (SAMs): Chemical Structures, Bioactivities, and Genetic Controls

2020 ◽  
Vol 6 (4) ◽  
pp. 312
Author(s):  
Jia Chen ◽  
Zhimin Li ◽  
Yi Cheng ◽  
Chunsheng Gao ◽  
Litao Guo ◽  
...  
Keyword(s):  
Gene Cluster ◽  
Crop Production ◽  
Biological Activities ◽  
Structural Diversity ◽  
Pathogenic Fungi ◽  
Biosynthetic Gene Cluster ◽  
Sphingolipid Metabolism ◽  
Interspecific Difference ◽  
Sequence Comparisons ◽  
Chemical Structures

Sphinganine-analog mycotoxins (SAMs) including fumonisins and A. alternata f. sp. Lycopersici (AAL) toxins are a group of related mycotoxins produced by plant pathogenic fungi in the Fusarium genus and in Alternaria alternata f. sp. Lycopersici, respectively. SAMs have shown diverse cytotoxicity and phytotoxicity, causing adverse impacts on plants, animals, and humans, and are a destructive force to crop production worldwide. This review summarizes the structural diversity of SAMs and encapsulates the relationships between their structures and biological activities. The toxicity of SAMs on plants and animals is mainly attributed to their inhibitory activity against the ceramide biosynthesis enzyme, influencing the sphingolipid metabolism and causing programmed cell death. We also reviewed the detoxification methods against SAMs and how plants develop resistance to SAMs. Genetic and evolutionary analyses revealed that the FUM (fumonisins biosynthetic) gene cluster was responsible for fumonisin biosynthesis in Fusarium spp. Sequence comparisons among species within the genus Fusarium suggested that mutations and multiple horizontal gene transfers involving the FUM gene cluster were responsible for the interspecific difference in fumonisin synthesis. We finish by describing methods for monitoring and quantifying SAMs in food and agricultural products.

scholarly journals Biological and Pharmacological Effects of Synthetic Saponins

Molecules ◽  
2020 ◽  
Vol 25 (21) ◽  
pp. 4974
Author(s):  
Yu-Pu Juang ◽  
Pi-Hui Liang
Keyword(s):  
Biological Activities ◽  
Structural Diversity ◽  
Biological Evaluation ◽  
Steroid Saponin ◽  
Immunomodulatory Effects ◽  
Traditional Medicines ◽  
Amphiphilic Molecules ◽  
Structure Activity ◽  
Recent Developments ◽  
Structure Heterogeneity

Saponins are amphiphilic molecules consisting of carbohydrate and either triterpenoid or steroid aglycone moieties and are noted for their multiple biological activities—Fungicidal, antimicrobial, antiviral, anti-inflammatory, anticancer, antioxidant and immunomodulatory effects have all been observed. Saponins from natural sources have long been used in herbal and traditional medicines; however, the isolation of complexed saponins from nature is difficult and laborious, due to the scarce amount and structure heterogeneity. Chemical synthesis is considered a powerful tool to expand the structural diversity of saponin, leading to the discovery of promising compounds. This review focuses on recent developments in the structure optimization and biological evaluation of synthetic triterpenoid and steroid saponin derivatives. By summarizing the structure–activity relationship (SAR) results, we hope to provide the direction for future development of saponin-based bioactive compounds.

scholarly journals Natural Indole Alkaloids from Marine Fungi: Chemical Diversity and Biological Activities

2021 ◽  
Author(s):  
Jiao Li ◽  
Chun-Lin Zhuang
Keyword(s):  
Marine Fungi ◽  
Biological Activities ◽  
Indole Alkaloids ◽  
Structural Diversity ◽  
Heterocyclic Ring ◽  
Chemical Diversity ◽  
Pharmaceutical Development ◽  
Chemical Structures ◽  
Clinical Drugs ◽  
Unique Chemical

The indole scaffold is one of the most important heterocyclic ring systems for pharmaceutical development, and serves as an active moiety in several clinical drugs. Fungi derived from marine origin are more liable to produce novel indole-containing natural products due to their extreme living environments. The indole alkaloids from marine fungi have drawn considerable attention for their unique chemical structures and significant biological activities. This review attempts to provide a summary of the structural diversity of marine fungal indole alkaloids including prenylated indoles, diketopiperazine indoles, bisindoles or trisindoles, quinazoline-containing indoles, indole-diterpenoids, and other indoles, as well as their known biological activities, mainly focusing on cytotoxic, kinase inhibitory, antiinflammatory, antimicrobial, anti-insecticidal, and brine shrimp lethal effects. A total of 306 indole alkaloids from marine fungi have been summarized, covering the references published from 1995 to early 2021, expecting to be beneficial for drug discovery in the future.

scholarly journals Sense Ginsenosides From Ginsengs: Structure-Activity Relationship in Autophagy

2019 ◽  
Vol 14 (6) ◽  
pp. 1934578X1985822
Author(s):  
Tao Wu ◽  
Osafo Raymond Kwaku ◽  
Hai-Zhou Li ◽  
Chong-Ren Yang ◽  
Long-Jiao Ge ◽  
...  
Keyword(s):  
Biological Activities ◽  
Herbal Medicines ◽  
Structural Diversity ◽  
Panax Notoginseng ◽  
American Ginseng ◽  
Structure Activity Relationship ◽  
Activity Relationship ◽  
Clinical Use ◽  
Structure Activity ◽  
Autophagic Activity

The term ginseng refers to the dried roots of several plants belonging to the genus Panax of the Araliaceae family. The 3 major commercial ginsengs are Panax notoginseng (Burk.) F.H. Chen (Notoginseng), P. ginseng C.A. Meyer (Ginseng), and P. quinquefolius L. (American ginseng), which have been used as herbal medicines. Over 18,000 papers on ginsengs have been published on the basis of their structural diversity and biological activities. Many reviews have summarized the phytochemistry, pharmacology, and clinical use of ginsengs, but the structure-activity relationship (SAR) of ginsenosides from ginsengs in autophagy is unavailable. Herein, we review the structural diversity of ginsenosides, especially the ones in notoginseng, and the SAR in autophagic activity is discussed in detail.

scholarly journals Diversity Focused Semisyntheses of Tetronate Polyether Ionophores

2019 ◽  
Author(s):  
Shaoquan Lin ◽  
Han Liu ◽  
Esben B. Svenningsen ◽  
Christine Pedersen ◽  
Peter Nørby ◽  
...  
Keyword(s):  
Antimicrobial Activity ◽  
Cancer Cells ◽  
Mammalian Cells ◽  
Biological Activities ◽  
Structural Diversity ◽  
Bacterial Activity ◽  
Cation Binding ◽  
Detailed Understanding ◽  
Structure Activity ◽  
Aggressive Cancer

The polyether ionophores are complex natural products capable of transporting cations across biological membranes. Many family members possess highly potent antimicrobial activity and a few selected compounds have ability to target particularly aggressive cancer cells. Despite these interesting perspectives, a detailed understanding of the cellular mode-of-action of polyether ionophores is generally lacking. In principle, broad mapping of structure-activity relationships across several biological activities could provide mechanistic insights as well as identification of lead structures but access to structural diversity within the overall class is synthetically very challenging. In this manuscript, we demonstrate that novel polyether ionophores can be constructed by recycling components of highly abundant polyethers. We provide the first examples of synthetically incorporating halogen-functionalized tetronic acids as cation-binding groups into polyether ionophores and we identify analogs with strong anti-bacterial activity and minimal effects on mammalian cells.

Vitex Diterpenoids: Structural Diversity and Pharmacological Activity

2020 ◽  
Vol 26 (1) ◽  
pp. 138-159 ◽  
Author(s):  
Yanfei Ban ◽  
Tianshuang Xia ◽  
Rui Jing ◽  
Yaoli Guo ◽  
Yiya Geng ◽  
...  
Keyword(s):  
Pharmacological Activity ◽  
Hormone Level ◽  
Biological Activities ◽  
Folk Medicine ◽  
Structural Diversity ◽  
Pharmacological Activities ◽  
Structure Activity ◽  
Wide Range ◽  
Potential Applications

Plants of the genus Vitex (Verbenaceae) are mainly distributed throughout tropical and temperate regions, and many Vitex plants have been traditionally used in folk medicine. Plants of this genus are a rich source of diterpenoids, which not only displayed versatile structural diversity with potential chemotaxonomical significance but also exhibited a wide range of biological activities, mainly including in vitro cytotoxic, antiinflammatory, antimicrobial, hormone level-regulating and antiangiogenic activities. Recently, a series of bioactive diterpenoids, with interesting carbon skeletons, have been reported and gathered considerable interest. This article systematically reviewed diterpenoids isolated from the genus Vitex that appeared in the literature up to December 2018, critically highlighting their structural diversity and pharmacological activities. Up to now, a total of 154 diterpenoids with diverse structures have been isolated and identified from Vitex plants. The authors also summarized the reported structure-activity relationships of those well explored Vitex diterpenoids. Finally, the authors discussed the challenges and potential applications of these diterpenoids in the future.

scholarly journals Biological Activities of Some New Secondary Metabolites Isolated from Endophytic Fungi: A Review Study

2021 ◽  
Vol 22 (2) ◽  
pp. 959
Author(s):  
Ruihong Zheng ◽  
Shoujie Li ◽  
Xuan Zhang ◽  
Changqi Zhao
Keyword(s):  
Secondary Metabolites ◽  
Endophytic Fungi ◽  
Biological Activities ◽  
Journal Articles ◽  
Lead Compounds ◽  
Chemical Structures ◽  
Structure Activity ◽  
Review Study ◽  
Relationship Of ◽  
New Metabolites

Secondary metabolites isolated from plant endophytic fungi have been getting more and more attention. Some secondary metabolites exhibit high biological activities, hence, they have potential to be used for promising lead compounds in drug discovery. In this review, a total of 134 journal articles (from 2017 to 2019) were reviewed and the chemical structures of 449 new metabolites, including polyketides, terpenoids, steroids and so on, were summarized. Besides, various biological activities and structure-activity relationship of some compounds were aslo described.

scholarly journals Cellular Defensive Mechanisms of Tea Polyphenols: Structure-Activity Relationship

2021 ◽  
Vol 22 (17) ◽  
pp. 9109
Author(s):  
Van-Long Truong ◽  
Woo-Sik Jeong
Keyword(s):  
Transition Metals ◽  
Biological Activities ◽  
Tea Polyphenols ◽  
Nitrogen Species ◽  
Chemical Structures ◽  
Structure Activity ◽  
Health Promoting ◽  
Endogenous Antioxidants ◽  
Defensive Mechanisms ◽  
The Relationship

Tea is particularly rich in polyphenols, including catechins and theaflavins, thearubigins, flavonols, and phenolic acids, which are believed to contribute to the health benefits of tea. The health-promoting effects of tea polyphenols are believed to be related to their cellular defensive properties. This review is intended to briefly summarize the relationship between the chemical structures of tea polyphenols and their biological activities. Tea polyphenols appear as direct antioxidants by scavenging reactive oxygen/nitrogen species; chelating transition metals; and inhibiting lipid, protein, and DNA oxidations. They also act directly by suppressing “pro-oxidant” enzymes, inducing endogenous antioxidants, and cooperating with vitamins. Moreover, tea polyphenols regulate cellular signaling transduction pathways, importantly contributing to the prevention of chronic diseases and the promotion of physiological functions. Apparently, the features in the chemical structures of tea polyphenols are closely associated with their antioxidant potentials.

scholarly journals Natural Polypropionates in 1999–2020: An Overview of Chemical and Biological Diversity

Marine Drugs ◽  
2020 ◽  
Vol 18 (11) ◽  
pp. 569
Author(s):  
Zhaoming Liu ◽  
Hongxin Liu ◽  
Weimin Zhang
Keyword(s):  
Biological Diversity ◽  
Biological Activities ◽  
Structural Features ◽  
Chemical Diversity ◽  
Research Papers ◽  
Chemical Structures ◽  
The Past ◽  
Current Review ◽  
Large Subgroup ◽  
The Relationship

Natural polypropionates (PPs) are a large subgroup of polyketides with diverse structural features and bioactivities. Most of the PPs are discovered from marine organisms including mollusks, fungi and actinomycetes, while some of them are also isolated from terrestrial resources. An increasing number of studies about PPs have been carried out in the past two decades and an updated review is needed. In this current review, we summarize the chemical structures and biological activities of 164 natural PPs reported in 67 research papers from 1999 to 2020. The isolation, structural features and bioactivities of these PPs are discussed in detail. The chemical diversity, bioactive diversity, biodiversity and the relationship between chemical classes and the bioactivities are also concluded.

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