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1.
Trop Life Sci Res ; 34(1): 1-17, 2023 Mar.
Article in English | MEDLINE | ID: mdl-37065791

ABSTRACT

Lactuca sativa L. is an economically important vegetable that contains numerous phytochemicals. This study aimed to determine the phytochemicals in three lettuce cultivars (red oak, red coral, and butterhead) and assess their total phenolics, total flavonoids and antioxidant activities. The dried leaves of each lettuce cultivar were macerated with hexane, ethyl acetate (EtOAc), and 95% ethanol (EtOH). Total phenolics, total flavonoids, and antioxidant activities from the three solvent extracts were measured. The phytochemical screening showed that the leaves from the three lettuce cultivars contained flavonoids, hydrolyzable tannins, coumarins, steroids, and phenolic compounds. While the EtOAc fraction of the red coral lettuce showed the highest total phenolic content (9.747 ± 0.021 mg gallic acid equivalent/g) and the hexane fraction of the butterhead lettuce contained the highest flavonoids (7.065 ± 0.005 mg quercetin equivalent/g). In the DPPH (2,2-diphenyl-1-picryl-hydrazyl-hydrate) assay, the EtOAc fraction of the red coral lettuce had the highest antioxidant capacity with an IC50 of 0.277 ± 0.006 mg/mL, whereas, in the ABTS (2,2'-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid)) assay, the 95% EtOH of the red coral lettuce had the highest antioxidant capacity with an IC50 of 0.300 ± 0.002 mg/mL. All three lettuce cultivars contained high levels of phenolic content and flavonoids, which are the source of antioxidant activities. These lettuce cultivars, especially the red coral lettuce, are a potential source of natural antioxidants. Further research on the application of natural antioxidants is required to investigate the therapeutic or the neutraceutical implication of the lettuce cultivars.

2.
Mar Drugs ; 14(7)2016 Jul 16.
Article in English | MEDLINE | ID: mdl-27438842

ABSTRACT

Two new pentaketides, including a new benzofuran-1-one derivative (1) and a new isochromen-1-one (5), and seven new benzoic acid derivatives, including two new benzopyran derivatives (2a, b), a new benzoxepine derivative (3), two new chromen-4-one derivatives (4b, 7) and two new benzofuran derivatives (6a, b), were isolated, together with the previously reported 2,3-dihydro-6-hydroxy-2,2-dimethyl-4H-1-benzopyran-4-one (4a), from the culture of the marine sponge-associated fungus Neosartorya quadricincta KUFA 0081. The structures of the new compounds were established based on 1D and 2D NMR spectral analysis, and in the case of compounds 1, 2a, 4b, 5, 6a and 7, the absolute configurations of their stereogenic carbons were determined by an X-ray crystallographic analysis. None of the isolated compounds were active in the tests for antibacterial activity against Gram-positive and Gram-negative bacteria, as well as multidrug-resistant isolates from the environment (MIC > 256 µg/mL), antifungal activity against yeast (Candida albicans ATTC 10231), filamentous fungus (Aspergillus fumigatus ATTC 46645) and dermatophyte (Trichophyton rubrum FF5) (MIC > 512 µg/mL) and in vitro growth inhibitory activity against the MCF-7 (breast adenocarcinoma), NCI-H460 (non-small cell lung cancer) and A375-C5 (melanoma) cell lines (GI50 > 150 µM) by the protein binding dye SRB method.


Subject(s)
Benzoic Acid/chemistry , Fungi/chemistry , Neosartorya/chemistry , Polyketides/chemistry , Porifera/chemistry , Animals , Anti-Bacterial Agents/chemistry , Anti-Bacterial Agents/pharmacology , Antifungal Agents/chemistry , Antifungal Agents/pharmacology , Arthrodermataceae/drug effects , Aspergillus fumigatus/drug effects , Bacteria/drug effects , Benzoic Acid/pharmacology , Benzopyrans/chemistry , Benzopyrans/pharmacology , Breast Neoplasms/drug therapy , Candida albicans/drug effects , Carcinoma, Non-Small-Cell Lung/drug therapy , Cell Line, Tumor , Female , Humans , Lung Neoplasms/drug therapy , MCF-7 Cells , Magnetic Resonance Spectroscopy/methods , Melanoma/drug therapy , Microbial Sensitivity Tests/methods , Polyketides/pharmacology
3.
Curr Drug Deliv ; 13(3): 378-88, 2016.
Article in English | MEDLINE | ID: mdl-26935258

ABSTRACT

BACKGROUND: Fungi are microorganisms which can produce interesting secondary metabolites with structural diversity. Although terrestrial fungi have been extensively investigated for their bioactive secondary metabolites such as antibiotics, marine-derived fungi have only recently attracted attention of Natural Products chemists. METHODS: Our group has been working on the secondary metabolites produced by the cultures of the fungi of the genera Neosartorya and Aspergillus, collected from soil and marine environments from the tropical region for the purpose of finding new leads for anticancer and antibacterial drugs. RESULTS: This review covers only the secondary metabolites of four soil and six marine-derived species of Neosarorya as well as a new species of marine-derived Aspergillus, investigated by our group. In total, we have isolated fifty three secondary metabolites which can be categorized as polyketides (two), isocoumarins (six), terpenoids (two), meroterpenes (fourteen), alkaloids (twenty eight) and cyclic peptide (one). The anticancer and antibacterial activities of these fungal metabolites are also discussed. CONCLUSION: Among fifty three secondary metabolites isolated, only the alkaloid eurochevalierine and the cadinene sesquiterpene, isolated from the soil fungus N. pseudofisheri, showed relevant in vitro cytostatic activity against glioblastoma (U373) and non-small cell lung cancer (A549) cell lines while the meroditerpene aszonapyrone A exhibited strong antibacterial activity against multidrug-resistant Gram-positive bacteria and also strong antibiofilm activity in these isolates.


Subject(s)
Aspergillus/metabolism , Biological Products/metabolism , Neosartorya/metabolism , Anti-Bacterial Agents/metabolism , Anti-Bacterial Agents/pharmacology , Antineoplastic Agents/metabolism , Antineoplastic Agents/pharmacology , Biological Products/pharmacology , Humans , Seawater/microbiology , Soil Microbiology , Thailand , Water Microbiology
4.
Mar Drugs ; 13(3): 1432-50, 2015 Mar 17.
Article in English | MEDLINE | ID: mdl-25789601

ABSTRACT

A new isocoumarin derivative, similanpyrone C (1), a new cyclohexapeptide, similanamide (2), and a new pyripyropene derivative, named pyripyropene T (3) were isolated from the ethyl acetate extract of the culture of the marine sponge-associated fungus Aspergillus similanensis KUFA 0013. The structures of the compounds were established based on 1D and 2D NMR spectral analysis, and in the case of compound 2 the stereochemistry of its amino acid constituents was determined by chiral HPLC analysis of the hydrolysate by co-injection with the d and l amino acids standards. Compounds 2 and 3 were evaluated for their in vitro growth inhibitory activity against MCF-7 (breast adenocarcinoma), NCI-H460 (non-small cell lung cancer) and A373 (melanoma) cell lines, as well as antibacterial activity against reference strains and the environmental multidrug-resistant isolates (MRS and VRE). Only compound 2 exhibited weak activity against the three cancer cell lines, and neither of them showed antibacterial activity.


Subject(s)
Aspergillus/metabolism , Isocoumarins/pharmacology , Peptides, Cyclic/pharmacology , Porifera/microbiology , Animals , Aspergillus/isolation & purification , Bacteria/drug effects , Cell Line, Tumor , Chromatography, High Pressure Liquid , Humans , Isocoumarins/chemistry , Isocoumarins/isolation & purification , MCF-7 Cells , Magnetic Resonance Spectroscopy , Neoplasms/drug therapy , Neoplasms/pathology , Peptides, Cyclic/chemistry , Peptides, Cyclic/isolation & purification
5.
Mar Drugs ; 12(10): 5160-73, 2014 Oct 14.
Article in English | MEDLINE | ID: mdl-25317534

ABSTRACT

Two new isocoumarin derivatives, including a new 5-hydroxy-8-methyl-2H, 6H-pyrano[3,4-g]chromen-2,6-dione (1) and 6,8-dihydroxy-3,7-dimethylisocoumarin (2b), a new chevalone derivative, named chevalone E (3), and a new natural product pyripyropene S (6) were isolated together with 6, 8-dihydroxy-3-methylisocoumarin (2a), reticulol (2c), p-hydroxybenzaldehyde, chevalone B, chevalone C, S14-95 (4), and pyripyropene E (5) from the ethyl acetate extract of the undescribed marine sponge-associated fungus Aspergillus similanensis KUFA 0013. The structures of the new compounds were established based on 1D and 2D NMR spectral analysis, and in the case of compound 3, X-ray analysis was used to confirm its structure and the absolute configuration of its stereogenic carbons. Compounds 1, 2a-c and 3-6 were evaluated for their antimicrobial activity against Gram-positive and Gram-negative bacteria, Candida albicans ATCC 10231, and multidrug-resistant isolates from the environment. Chevalone E (3) was found to show synergism with the antibiotic oxacillin against methicillin-resistant Staphylococcus aureus (MRSA).


Subject(s)
Aspergillus/chemistry , Fungi/chemistry , Isocoumarins/chemistry , Porifera/microbiology , Terpenes/chemistry , Animals , Anti-Bacterial Agents/chemistry , Anti-Bacterial Agents/pharmacology , Bacteria/drug effects , Biological Products/chemistry , Biological Products/pharmacology , Candida albicans/drug effects , Candida albicans/metabolism , Carbon/metabolism , Isocoumarins/pharmacology , Methicillin-Resistant Staphylococcus aureus/drug effects , Terpenes/pharmacology
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