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Antimalarial and antimicrobial substances from the endophytic fungus Chaetomium globosum BCC71876
(2026-01-01)
Bunbamrung, Nantiya
;
Intaraudom, Chakapong
;
Dramae, Aibrohim
;
Boonyuen, Nattawut
;
Choowong, Wilunda
Three previously undescribed compounds including 2′,3′-dihydroxy-4,5′,4″-trimethoxy-p-terphenyl (1), 5-methoxyhydroperoxycochliodinol (2), and 5-(3′,3′-dimethylallyl)indole-3-oxoacetic acid (17), along with fifteen known compounds (3–16 and 18), were isolated from the endophytic fungus, Chaetomium globosum BCC71876. The chemical structures were determined by NMR spectral information as well as the comparison with those closely related compounds reported in the literature. The compounds isolated were evaluated for biological properties including antimalarial, anti-TB, anti-plant pathogenic fungal, antibacterial, and cytotoxicity. The isolated compounds exhibited a wide range of biological activities against the tested cell lines and showed very low cytotoxicity against both cancerous (MCF-7 and NCI-H187) and non-cancerous (Vero) cells, except for compounds 5, 10, 11, 17, and 18 (IC<inf>50</inf> 0.47 − 114.8 µM). Cochliodinol (5) had the strongest antimalarial activity (IC<inf>50</inf> 4.39 µM), whereas chaetomugilin J (11) showed the strongest anti-TB activity (MIC 3.13 µg/mL).
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Antimalarial and antimicrobial substances isolated from the endophytic actinomycete, Streptomyces aculeolatus MS1-6
(2023-03-01)
Kuncharoen, Nattakorn
;
Bunbamrung, Nantiya
;
Intaraudom, Chakapong
;
Choowong, Wilunda
;
Thawai, Chitti
Seven undescribed compounds, including four naphthoquinone terpenoids (aculeolatins A – D), one rare 2-nitropyrrole terpenoid (nitropyrrolin F), and two hydroxamate siderophores (aculeolamides A and B) and one further undescribed compound (2,5,7-trihydroxy-3,6-dimethylnaphthalene-1,4-dione), together with eleven known compounds (arromycin, phenaziterpene A, nitropyrrolin A, heronapyrroles A and B, salaceyin A, 5,7-dihydroxy-2-isopropylchromone, 1-hydroxyphenazine, 1-methoxyphenazine, 1-acetyl-β-carboline, and N-(2-phenylethyl) acetamide), were isolated from the cultures of the endophytic Streptomyces aculeolatus MS1-6. The structures of the isolated compounds were determined using NMR spectroscopy and corroborated using chemical modification. These compounds exhibited a broad spectrum of biological activities, including antimalarial (IC<inf>50</inf> 6.03–9.84 μg/mL), antitubercular (MIC 3.13–6.25 μg/mL), anti-plant pathogenic fungal (MIC 25.0–50.0 μg/mL), and antibacterial (MIC 3.03–50 μg/mL) activities; however, they displayed unremarkable cytotoxicity against cancerous (MCF-7 and NCI–H187) and non-cancerous (Vero) cell lines.
1
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Bioactive Dimeric Tetrahydroxanthones with 2,2′- And 4,4′-Axial Linkages from the Entomopathogenic FungusAschersonia confluens
(2021-04-23)
Sadorn, Karoon
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Saepua, Siriporn
;
Boonyuen, Nattawut
;
Choowong, Wilunda
;
Rachtawee, Pranee
Thirteen tetrahydroxanthone dimers,atrop-ascherxanthone A (1), ascherxanthones C-G (2-6), and confluxanthones A-G (7-13), were isolated from the entomopathogenic fungusAschersonia confluensBCC53152. The chemical structures were determined based on analysis of NMR spectroscopic and mass spectrometric data. The absolute configurations of compounds1and7were confirmed by single-crystal X-ray diffraction experiments, while the configurations of other compounds were assigned based upon evidence from NOESY and NOEDIFF experiments, modified Mosher’s method, and ECD spectroscopic data together with biogenetic considerations. Compounds1,3-5,7-11, and13showed antimalarial activity againstPlasmodium falciparum(K1, multidrug-resistant strain) (IC<inf>50</inf>0.6-6.1 μM), antitubercular activity againstMycobacterium tuberculosisH37Ra (MIC 6.3-25.0 μg/mL), and cytotoxicity against NCI-H187 (IC<inf>50</inf>0.5-3.5 μM) and Vero (IC<inf>50</inf>0.9-6.1 μM) cells. All tested compounds except for compound9exhibited cytotoxicity against KB cells (IC<inf>50</inf>1.3-9.7 μM).
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Chromanones and aryl glucoside analogs from the entomopathogenic fungus Aschersonia confluens BCC53152
(2020-07-01)
Sadorn, Karoon
;
Saepua, Siriporn
;
Punyain, Wikorn
;
Saortep, Wacharee
;
Choowong, Wilunda
Six new compounds [ascherlactones A (1) and B (2), ascherchromanone A (3), phenethyl 4′-O-methylglucoside (8), 4′-O-methylpleoside (10), and 4′-O-methyltorachrysone 8-O-glucoside (11)] and one naturally new compound [4′-O-methyl-β-D-benzylglucoside (9)] together with fourteen known compounds, including paecilodepsipeptides A (5), B (7), and D (4), conoideocrellide A (6), eugenin (12), 5-hydroxy-2,3-dimethyl-7-methoxychromone (13), (S)-1-phenyl-1,2-ethanediol (14), (2S)-L-3-phenyllactic acid (15), papuline [or (2S)-L-3-phenyllactic acid methyl ester, 16], 2′-epi terpendole A (17), terpendoles C (18) and D (19), cholic acid, and zeorin were isolated from the entomopathogenic fungus Aschersonia confluens BCC53152. Their chemical structures were elucidated on the basis of NMR spectroscopic and mass spectrometric analyses. The absolute configurations were determined by using the evidence from NOESY correlations, chemical means, optical rotation values together with comparison of ECD spectroscopic data with the calculated ECD spectra. The plausible biosynthetic pathway of compounds 1–3 was also proposed. Moreover, antimicrobial activity such as antimalarial, antitubercular, antifungal, and antibacterial activities and cytotoxicity against cancerous (MCF-7, KB, and NCI-H187) and non-cancerous (Vero) cells of the isolated compounds were evaluated.
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Antimicrobial compounds from endophytic Streptomyces sp. BCC72023 isolated from rice (Oryza sativa L.)
(2016-05-01)
Supong, Khomsan
;
Thawai, Chitti
;
Choowong, Wilunda
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Kittiwongwattana, Chokchai
;
Thanaboripat, Dusanee
An endophytic actinomycete strain BCC72023 was isolated from rice (Oryza sativa L.) and identified as the genus Streptomyces, based on phenotypic, chemotaxonomic and 16S rRNA gene sequence analyses. The strain showed 99.80% similarity compared with Streptomyces samsunensis M1463<sup>T</sup>. Chemical investigation led to the isolation of three macrolides, efomycins M (1), G (2) and oxohygrolidin (3), along with two polyethers, abierixin (4) and 29-O-methylabierixin (5). To our knowledge, this is the first report of efomycin M being isolated from a natural source. The compounds were identified using spectroscopic techniques and comparison with previously published data. All compounds exhibited antimalarial activity against the Plasmodium falciparum, K-1 strain, a multidrug-resistant strain, with IC<inf>50</inf> values in a range of 1.40-5.23 μg/ml. In addition, these compounds were evaluated for biological activity against Mycobacterium tuberculosis, Bacillus cereus, Colletotrichum gloeosporioides and Colletotrichum capsici, as well as cytotoxicity against both cancerous (MCF-7, KB, NCI-H187) and non-cancerous (Vero) cells.
1
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Antimalarial and antitubercular C-glycosylated benz[α]anthraquinones from the marine-derived Streptomyces sp. BCC45596
(2012-09-01)
Supong, Khomsan
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Thawai, Chitti
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Suwanborirux, Khanit
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Choowong, Wilunda
;
Supothina, Sumalee
Three naturally new C-glycosylated benz[α]anthraquinone derivatives, urdamycinone E (1), urdamycinone G (2), dehydroxyaquayamycin (3) have been isolated from the marine Streptomycetes sp. BCC45596. Urdamycin E (4), the possible biosynthetic precursor of 1-3, has also been identified after a re-cultivation of the strain. These compounds (1-4) exhibited potent anti-Plasmodium palcifarum K1 strain with IC <inf>50</inf> values in a range of 0.0534-2.93 μg/mL and anti-Mycobacterium tuberculosis with minimum inhibition concentrations (MICs) in a range of 3.13-12.50 μg/mL. Cytotoxicity against KB, MCF-7, NCI-H187, and Vero cells was also evaluated. © 2012 Phytochemical Society of Europe.

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