scholarly journals Isomalabaricane Triterpenes from the Marine Sponge Rhabdastrella sp.

Marine Drugs ◽  
2021 ◽  
Vol 19 (4) ◽  
pp. 206
Author(s):  
Kuei-Hung Lai ◽  
Zheng-Hao Huang ◽  
Mohamed El-Shazly ◽  
Bo-Rong Peng ◽  
Wen-Chi Wei ◽  
...  
Keyword(s):  
Marine Sponge ◽  
Structural Features ◽  
Chemical Diversity ◽  
Leukemic Cells ◽  
Lead Discovery ◽  
Proliferative Assay

The marine sponge of the genus Geodia, Jaspis, Rhabdastrella, and Stelletta are characterized chemically by a variety of isomalabaricane triterpenes. This class of compounds drew spotlights in marine lead discovery due to their profound anti-proliferative properties. Further research on exploring its chemical diversity led to the identifications of two new isomalabaricane-type triterpenes rhabdastin H (1) and rhabdastin I (2). Their structures were unraveled using a series of spectroscopic approaches. These isolates were found to exhibit unique structural features with the only reported tetrahydrofuran functionality among all marine-derived isomalabaricanes. Both compounds 1 and 2 showed activities against K562 (IC50 11.7 and 9.8 μM) and Molt4 (IC50 16.5 and 11.0 μM) leukemic cells in MTT cell proliferative assay.

scholarly journals Biological and Chemical Diversity of Marine Sponge-Derived Microorganisms over the Last Two Decades from 1998 to 2017

Molecules ◽  
2020 ◽  
Vol 25 (4) ◽  
pp. 853 ◽  
Author(s):  
Mei-Mei Cheng ◽  
Xu-Li Tang ◽  
Yan-Ting Sun ◽  
Dong-Yang Song ◽  
Yu-Jing Cheng ◽  
...  
Keyword(s):  
Natural Products ◽  
Secondary Metabolites ◽  
Natural Product ◽  
Marine Sponge ◽  
Marine Sponges ◽  
Chemical Diversity ◽  
Comprehensive Overview ◽  
Bioactive Secondary Metabolites ◽  
The Relationship ◽  
Product Chemistry

Marine sponges are well known as rich sources of biologically natural products. Growing evidence indicates that sponges harbor a wealth of microorganisms in their bodies, which are likely to be the true producers of bioactive secondary metabolites. In order to promote the study of natural product chemistry and explore the relationship between microorganisms and their sponge hosts, in this review, we give a comprehensive overview of the structures, sources, and activities of the 774 new marine natural products from sponge-derived microorganisms described over the last two decades from 1998 to 2017.

scholarly journals Avant-garde assembly-line biosynthesis expands diversity of cyclic lipodepsipeptide products

2019 ◽  
Author(s):  
Jia Jia Zhang ◽  
Xiaoyu Tang ◽  
Tao Huan ◽  
Avena C. Ross ◽  
Bradley S. Moore
Keyword(s):  
Assembly Line ◽  
Polyketide Synthase ◽  
Structural Features ◽  
Chemical Diversity ◽  
Chain Extension ◽  
Assembly Lines ◽  
Avant Garde ◽  
Peptide Synthetase ◽  
Domain Interactions ◽  
Catalytic Cycles

Modular nonribosomal peptide synthetase (NRPS) and polyketide synthase (PKS) enzymatic assembly lines are large and dynamic protein machines that generally undergo a linear progression of catalytic cycles via a series of enzymatic domains organized into independent modules. Here we report the heterologous reconstitution and comprehensive characterization of two hybrid NRPS-PKS assembly lines that defy many standard rules of assembly-line biosynthesis to generate a large combinatorial library of cyclic lipodepsipeptide protease inhibitors called thalassospiramides. We generate a series of precise domain-inactivating mutations in thalassospiramide assembly lines and present compelling evidence for an unprecedented biosynthetic model that invokes inter-module substrate activation and tailoring, module skipping, and pass-back chain extension, whereby the ability to pass the growing chain back to a preceding module is flexible and substrate-driven. Expanding bidirectional inter-module domain interactions could represent a viable mechanism for generating chemical diversity without increasing the size of biosynthetic assembly lines and raises new questions regarding our understanding of the structural features of multi-modular megaenzymes.

scholarly journals Mass Spectrometry-Based Integration and Expansion of the Chemical Diversity Harbored Within a Marine Sponge

2019 ◽  
Vol 30 (8) ◽  
pp. 1373-1384 ◽  
Author(s):  
Thomas P. Cantrell ◽  
Christopher J. Freeman ◽  
Valerie J. Paul ◽  
Vinayak Agarwal ◽  
Neha Garg
Keyword(s):  
Mass Spectrometry ◽  
Marine Sponge ◽  
Chemical Diversity

Metabolomics approach to chemical diversity of the Mediterranean marine sponge Agelas oroides

2017 ◽  
Vol 31 (14) ◽  
pp. 1625-1632 ◽  
Author(s):  
Pierre Sauleau ◽  
Céline Moriou ◽  
Ali Al Mourabit
Keyword(s):  
Marine Sponge ◽  
Chemical Diversity ◽  
The Mediterranean

scholarly journals Molecular Network and Culture Media Variation Reveal a Complex Metabolic Profile in Pantoea cf. eucrina D2 Associated with an Acidified Marine Sponge

2020 ◽  
Vol 21 (17) ◽  
pp. 6307
Author(s):  
Giovanni Andrea Vitale ◽  
Martina Sciarretta ◽  
Chiara Cassiano ◽  
Carmine Buonocore ◽  
Carmen Festa ◽  
...  
Keyword(s):  
Nmr Spectroscopy ◽  
Marine Sponge ◽  
Culture Media ◽  
Inorganic Nitrogen ◽  
Culture Conditions ◽  
Chemical Diversity ◽  
Molecular Network ◽  
Moderate Activity ◽  
Human Pathogens ◽  
Lipoamino Acids

The Gram-negative Pantoea eucrina D2 was isolated from the marine sponge Chondrosia reniformis. Sponges were collected in a shallow volcanic vents system in Ischia island (South Italy), influenced by CO2 emissions and lowered pH. The chemical diversity of the secondary metabolites produced by this strain, under different culture conditions, was explored by a combined approach including molecular networking, pure compound isolation and NMR spectroscopy. The metabolome of Pantoea cf. eucrina D2 yielded a very complex molecular network, allowing the annotation of several metabolites, among them two biosurfactant clusters: lipoamino acids and surfactins. The production of each class of metabolites was highly dependent on the culture conditions, in particular, the production of unusual surfactins derivatives was reported for the first time from this genus; interestingly the production of these metabolites only arises by utilizing inorganic nitrogen as a sole nitrogen source. Major components of the extract obtained under standard medium culture conditions were isolated and identified as N-lipoamino acids by a combination of 1D and 2D NMR spectroscopy and HRESI-MS analysis. Assessment of the antimicrobial activity of the pure compounds towards some human pathogens, indicated a moderate activity of leucine containing N-lipoamino acids towards Staphylococcus aureus, Staphylococcus epidermidis and a clinical isolate of the emerging food pathogen Listeria monocytogenes.

scholarly journals Scalarane-Type Sesterterpenoids from the Marine Sponge Lendenfeldia sp. Alleviate Inflammation in Human Neutrophils

Marine Drugs ◽  
2021 ◽  
Vol 19 (10) ◽  
pp. 561
Author(s):  
Bo-Rong Peng ◽  
Kuei-Hung Lai ◽  
Gene-Hsiang Lee ◽  
Steve Sheng-Fa Yu ◽  
Chang-Yih Duh ◽  
...  
Keyword(s):  
Marine Sponge ◽  
Superoxide Anion ◽  
Inflammatory Responses ◽  
Chemical Diversity ◽  
Human Neutrophils ◽  
Metabolomic Profile ◽  
Inhibitory Effects ◽  
Neutrophilic Inflammation ◽  
The Rich ◽  
First Time

Sponge-derived scalaranes are remarkable sesterterpenoids previously found to exhibit profound inhibitory effects against neutrophilic inflammation. In our current work, we constructed the metabolomic profile of marine sponge Lendenfeldia sp. for the first time using a tandem mass spectrometry (MS/MS) molecular networking approach. The results highlighted the rich chemical diversity of these scalaranes, motivating us to conduct further research to discover novel scalaranes targeting neutrophilic inflammation. MS- and NMR-assisted isolation and elucidation led to the discovery of seven new homoscalaranes, lendenfeldaranes K–Q (1–7), characterized by methylation at C-24, together with five known derivatives, lendenfeldarane B (8), 25-nor-24-methyl-12,24-dioxoscalar-16-en-22-oic acid (9), 24-methyl-12,24,25-trioxoscalar-16-en-22-oic acid (10), felixin B (11), and 23-hydroxy-20-methyldeoxoscalarin (12). Scalaranes 1–4 and 6–12 were assayed against superoxide anion generation and elastase release, which represented the neutrophilic inflammatory responses of respiratory burst and degranulation, respectively. The results indicated that 1–3 and 6–12 exhibited potential anti-inflammatory activities (IC50 for superoxide anion scavenging: 0.87~6.57 μM; IC50 for elastase release: 1.12~6.97 μM).

Amylases and related glycoside hydrolases with transglycosylation activity used for the production of isomaltooligosaccharides

Amylase ◽  
2018 ◽  
Vol 2 (1) ◽  
pp. 17-29 ◽  
Author(s):  
Mary Casa-Villegas ◽  
Julia Marín-Navarro ◽  
Julio Polaina
Keyword(s):  
Structural Data ◽  
Structural Features ◽  
Chemical Diversity ◽  
Glycoside Hydrolases ◽  
Site Directed Mutagenesis ◽  
Sequence Alignments ◽  
Product Specificity ◽  
Transglycosylation Activity ◽  
Health Promoting ◽  
Enzyme Families

Abstract Isomaltooligosaccharides (IMOS) are sugars with health promoting properties that make them relevant for the pharmaceutical and food industries. IMOS have ample chemical diversity achieved by different α-glucosidic linkages and polymerization degrees, forming linear, branched and cyclic structures. Enzymatic synthesis of these compounds can be carried out by glycoside hydrolases (GHs) with transglycosylating activity. Different substrates are used for the synthesis: combinations of disaccharides and monosaccharides, or polymeric carbohydrates such as starch or dextran, which are converted to IMOS by a combination of hydrolysis and transglucosylation. In this review, the structural features of different enzyme families (GH31, GH13, GH70, GH57 and GH66) involved in IMOS synthesis are analysed. Focus is placed on structural traits that affect substrate and product specificity, and on the relative efficiency of transglucosylation and hydrolysis. Information resulting from site-directed mutagenesis and sequence alignments complements structural data to understand the role of specific residues in the performance of the enzymes. Altogether, these studies provide a frame of knowledge which may be used to design new enzymes with improved properties

Sign in / Sign up

Export Citation Format

Share Document