Bioassay guided purification of cytotoxic natural products from a red alga Dichotomaria obtusata

Jassbi, Amir Reza; Mirzaei, Younes; Chandran, Jima N.; Schneider, Bernd

doi:10.1016/j.bjp.2016.06.008

Cited by 7 publications

(3 citation statements)

References 9 publications

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“…The test exhibited that six isolates produced the extract that showed activity against one pathogen, and two isolates produced extract that was active against two pathogens (Table 3.). Methanol and ethyl acetate were used for extraction to provide the polar and less-polar compounds, respectively (Jassbi et al 2016).…”

Section: Antibacterial Activity Of the Crude Extractmentioning

confidence: 99%

Antibacterial potential of nudibranch-associated bacteria from Saparua and Nusa Laut Islands, Indonesia

et al. 2019

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Kristiana R, Sibero MT, Farisa MY, Ayuningrum D, Dirgantara D, Hanafi M, Radjasa OK, Sabdono A, Trianto A. 2019. Antibacterial potential of nudibranch-associated bacteria from Saparua and Nusa Laut Islands, Indonesia. Biodiversitas 20: 1811-1819. Infections caused by multidrug-resistant bacteria are the international health issue that triggers the urgency of finding new antibacterial agents. The aim of this study was to obtain the nudibranchs-associated bacteria that have bioactivity against multidrug-resistant bacteria. A total of 13 species of nudibranch were identified based on morphological characterization. Overlay methods were used for the screening of the isolates bioactivity against six pathogenic multidrug-resistant bacteria. The Minimum Inhibition Concentration (MIC) of the crude extract was evaluated against Methicillin-resistant Staphylococcus aureus (MRSA), Escherichia coli, Bacillus subtilis, Klebsiella pneumonia, Micrococcus luteus, and Extended Spectrum Beta Lactamases E. coli (ESBL) using MTT method. A total of 145 isolates were obtained which eleven of the isolates showed antibacterial activity against the pathogenic bacteria. The MIC te sts showed that the best activity was isolate SM-S-9-15 and SM-N-3-7. The methanolic extract of isolate SM-S-9-15 active to all of the pathogenic bacteria, while the ethyl acetate extract of the isolate SM-N-3-7 active to the E. coli, B. subtilis, K. pneumonia at the concentration of 500 g/mL. According to 16S ribosomal RNA gene sequence-based identification, all active isolates belong to Virgibacillus marismortui, V. dokdonensis, Bacillus kochii, Vibrio algynoliticus, and Pseudoalteromonas piscicida.

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Section: Antibacterial Activity Of the Crude Extractmentioning

confidence: 99%

Antibacterial potential of nudibranch-associated bacteria from Saparua and Nusa Laut Islands, Indonesia

et al. 2019

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“…Additionally, 37 compounds, including mostly fatty acids with some diols, alkenes, alcohols, amides and aldehydes, were extracted from the alga Halymenia durvillei Bory de Saint-Vincent, identifying by GC-MS analysis (Tassakka et antibacterial and antioxidant steroids and fatty acids from a red alga, Hypnea agelliformis Greville ex J.Agardh, and two brown algae, Cystoseira myrica (S.G.Gmelin) C.Agardh, and Sargassum boveanum J.Agardh. In continuing our research on the Iranian marine algae, the bioassay guided puri cation of a red algae Dichotomaria obtusata (J.Ellis & Solander) Lamarck, yielded two terpenoid derivatives trans-phytyl palmitate and γ-tochopherol that showed signi cant cytotoxicity against three human cancer cell lines (Jassbi et al 2016). Recently, Moheimanian et al (2021) investigated total phenolic content, antibacterial, cytotoxic and antioxidant activities of ve brown algae from the Persian Gulf including Colpomenia sinuosa (Mertens ex Roth) Derbès & Solier, Iyengaria stellate (Børgesen) Børgesen, Padina gymnospora, (Kützing) Sonder, Sargassum acinaciforme Montagne, and Sirophysalis trinodis (Forsskal) Kützing.…”

Section: Introductionmentioning

confidence: 99%

Bioassay-guided purification of α-glucosidase inhibitor fatty acids from Padina tetrastromatica

Moheimanian

Mirkhani

Edraki

et al. 2023

Preprint

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Anti-diabetic potential of a brown alga, Padina tetrastromatica, from the coastline of the Persian Gulf, using bioassay-guided purification approach yielded the most active α-glucosidase inhibitor agents as fatty acids. Initially, the yeast’s α-glucosidase inhibition of the MeOH and 80% MeOH extracts were evaluated via a colorimetric assay. The liquid-liquid fractionation of 80% MeOH extract, as the most potent α-glucosidase inhibitor, resulted in four fractions, n-hexane, ethyl acetate, n-butanol and water. Hexane and ethyl acetate fractions were selected for further studies, with the IC50 values of 38.0 ± 0.3 µg/mL and 53.7 ± 2.6 µg/mL, respectively. Followed by investigating α-glucosidase inhibition of the sub-fractions from the hexane fraction, using flash column chromatography, F18-21 selected as the most potent enzyme inhibitor. After further purifications of F18-21 by semi preparative HPLC, the mentioned fraction and two purified compounds, 8-octadecenoic acid (8) and all-cis-5,8,11,14-eicosatetraenoic acid (10) were subjected to GC-MS analysis for the identification. In addition, 1D and 2D NMR evaluations were performed for characterisation of 8-octadecenoic acid. Furthermore, three fatty acids, all-cis-8,11,14,17-eicosatetraenoic acid (6), cis-9,12-octadecadienoic acid (7), and all-cis-5,8,11,14,17-eicosapentaenoic acid (11), were isolated from the ethyl acetate fraction and identified, by HPLC and GC-MS techniques, respectively. Finally, α-glucosidase inhibition percent of the purified fatty acids were evaluated in two concentrations in the microplates, which showed their great potential for further investigations as anti-diabetic agents, in comparison with acarbose, as the positive control. Furthermore, molecular docking analysis and MD simulation were applied to investigate the structure activity of the purified compounds.

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“…Top-down approaches towards the discovery of NPs have traditionally been the primary means of NP discovery, and, to date, this is still a successful strategy. However, genome-guided strategies are being incorporated as alternative or parallel approaches to NP discovery, as they allow for the investigation of the biosynthetic potential and metabolic capacity of microorganisms rather than just what can be detected in assays [ 7 , 8 , 9 , 10 ]. In addition, by combining integrative omics and bioinformatic analysis, insight into the activation of BGCs that are silent under standard laboratory culturing conditions could be provided.…”

Section: Introductionmentioning

confidence: 99%

Bioassay-Guided Fractionation Leads to the Detection of Cholic Acid Generated by the Rare Thalassomonas sp.

et al. 2022

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Bacterial symbionts of marine invertebrates are rich sources of novel, pharmaceutically relevant natural products that could become leads in combatting multidrug-resistant pathogens and treating disease. In this study, the bioactive potential of the marine invertebrate symbiont Thalassomonas actiniarum was investigated. Bioactivity screening of the strain revealed Gram-positive specific antibacterial activity as well as cytotoxic activity against a human melanoma cell line (A2058). The dereplication of the active fraction using HPLC-MS led to the isolation and structural elucidation of cholic acid and 3-oxo cholic acid. T. actiniarum is one of three type species belonging to the genus Thalassomonas. The ability to generate cholic acid was assessed for all three species using thin-layer chromatography and was confirmed by LC-MS. The re-sequencing of all three Thalassomonas type species using long-read Oxford Nanopore Technology (ONT) and Illumina data produced complete genomes, enabling the bioinformatic assessment of the ability of the strains to produce cholic acid. Although a complete biosynthetic pathway for cholic acid synthesis in this genus could not be determined based on sequence-based homology searches, the identification of putative penicillin or homoserine lactone acylases in all three species suggests a mechanism for the hydrolysis of conjugated bile acids present in the growth medium, resulting in the generation of cholic acid and 3-oxo cholic acid. With little known currently about the bioactivities of this genus, this study serves as the foundation for future investigations into their bioactive potential as well as the potential ecological role of bile acid transformation, sterol modification and quorum quenching by Thalassomonas sp. in the marine environment.

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Bioassay guided purification of cytotoxic natural products from a red alga Dichotomaria obtusata

Cited by 7 publications

References 9 publications

Antibacterial potential of nudibranch-associated bacteria from Saparua and Nusa Laut Islands, Indonesia

Antibacterial potential of nudibranch-associated bacteria from Saparua and Nusa Laut Islands, Indonesia

Bioassay-guided purification of α-glucosidase inhibitor fatty acids from Padina tetrastromatica

Bioassay-Guided Fractionation Leads to the Detection of Cholic Acid Generated by the Rare Thalassomonas sp.

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