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Bioactive metabolites from cultures of the entomopathogenic fungus Pleurocordyceps ophiocordycipiticola TBRC-BCC 9612
(2026-01-19)
Saepua, Siriporn
;
Sadorn, Karoon
;
Kornsakulkarn, Jittra
;
Auncharoen, Patchanee
;
Mongkolsamrit, Suchada
Pleurocordyceps ophiocordycipiticola TBRC-BCC 9612, an entomopathogenic fungus collected from Khao Yai National Park, Thailand, was investigated for its secondary metabolites. Large-scale fermentation, followed by multistep chromatographic separation, resulted in the isolation of seven new compounds, including an ergot-type alkaloid (dihydroergopleurine, 2), three tetramic acid derivatives (pleurocordines A–C, 4–6), two acyclic terpenoids (7 and 8), and a dihydroisobenzofuran derivative (9), along with twelve known compounds. The structures of the new compounds were elucidated based on spectroscopic analyses, including 1D and 2D NMR, HRMS, and ECD data. Selected compounds were evaluated for antimalarial activity against Plasmodium falciparum K1, antibacterial activity against Bacillus cereus, Staphylococcus aureus, and Acinetobacter baumannii, antifungal activity against phytopathogens (Alternaria brassicicola and Colletotrichum acutatum), as well as cytotoxicity toward cancerous (MCF-7, NCI-H187) and non-cancerous (Vero) cells. Among them, ergot alkaloids dihydroergosine (1) and dihydroergopleurine (2) showed antimalarial and cytotoxic activities, while pleurocordine C (6) demonstrated antibacterial and weak cytotoxic effects. 14-Nor-epicoccarine A (3) and pleurocordine A (4) exhibited moderate antifungal activity, and the known akanthomycin showed broad-spectrum bioactivity but lacked selectivity between cancerous and normal cells. These findings expand the chemical diversity known from P. ophiocordycipiticola and highlight several compounds with promising biological profiles for further pharmacological study.
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cis-Decalinoyltetramic Acid Derivatives from the Palm Fungus Leptosporella arengae TBRC-BCC32590
(2025-11-28)
Intaraudom, Chakapong
;
Bunbamrung, Nantiya
;
Dramae, Aibrohim
;
Nithithanasilp, Sutichai
;
Boonyuen, Nattawut
Twelve hitherto undescribed cis-decalinoyltetramic acid derivatives (arengasetins A – L), a unique spiro[2.4]heptendione (spiroarengarone) and two benzoquinones (arengaquinones A and B), together with the highly oxygenated polycyclic molecule, epicolactone, were isolated from the palm fungus Leptosporella arengae TBRC-BCC 32590. Chemical structures were determined by extensive analyses of 2D NMR spectroscopic data and chemical means. The absolute configuration of arengasetin A (1) was confirmed by X-ray crystallographic information, while the absolute configurations of other related compounds were corroborated by comparison of NMR spectroscopic data and chemical reactions. The isolated compounds exhibited activity against Plasmodium falciparum (K1, multidrug-resistant strain, IC<inf>50</inf> 6.42 – > 38.76 μM), Bacillus cereus (MIC 0.78 – > 50.0 μg/mL), Staphylococcus aureus (MIC 1.56 – > 50.0 μg/mL), and Mycobacterium tuberculosis (MIC 6.25 – > 50.0 μg/mL). Cytotoxicity against both cancerous (MCF-7 and NCI-H187) and noncancerous (Vero) was also reported.
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Eremophilane sesquiterpenoids from the endophytic fungus Curvularia lunata BCC76963
(2023-03-21)
Sadorn, Karoon
;
Saepua, Siriporn
;
Boonyuen, Nattawut
;
Auncharoen, Patchanee
;
Rachtawee, Pranee
A chemical investigation on broth and mycelia extracts of the endophytic fungus Curvularia lunata BCC76963 led to the isolation of five new eremophilane sesquiterpenoids, curvuleremophilanes A−D (1–4) and septeremophilane I (5), one new conjugated unsaturated fatty acid, (6S,2E,4E)-8-hydroxy-4,6-dimethylocta-2,4-dienoic acid (6), and one new phenylacetic acid derivative, 4′-chlorocurvulin (8), along with ten known compounds. The chemical structures were elucidated based on the analyses of HRESIMS and NMR spectroscopic data. The absolute configurations of eremophilanes were assigned by the evidence from NOESY correlations, chemical conversion, optical rotation values, and ECD spectroscopic data in conjunction with biogenetic considerations. In addition, the absolute stereochemistry of compound 5 was confirmed by X-ray crystallography. Curvuleremophilane A (1), dendryphiellin I (10), chaetopenoid B (11), and bipolaroxin (12) displayed antimalarial activity against Plasmodium falciparum K1 with IC<inf>50</inf> values in a range of 3.64–7.77 μM and antibacterial activity against Bacillus cereus and Staphylococcus aureus with MIC values in a range of 3.13–12.50 and 1.56–25.00 μg/mL, respectively. These compounds, except for compound 11, also showed cytotoxicity against NCI-H187 and Vero cells with respective IC<inf>50</inf> values in a range of 2.76–3.97 and 2.34–4.67 μM.
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Abyssomicin derivatives from the rhizosphere soil actinomycete Microbispora rhizosphaerae sp. nov. TBRC6028
(2021-05-01)
Bunbamrung, Nantiya
;
Kittisrisopit, Suchada
;
Intaraudom, Chakapong
;
Dramae, Aibrohim
;
Thawai, Chitti
Three undescribed abyssomicin derivatives, including microbimisin, abyssomicins Z1, and Z2, were isolated from the soil actinomycete Microbispora rhizosphaerae sp. nov. TBRC6028. Chemical structures were determined by NMR spectroscopic data (<sup>1</sup>H, <sup>13</sup>C, COSY, HSQC, HMBC, and NOESY spectra) and the absolute configurations were verified by single-crystal X-ray diffraction analyses together with the ECD spectral data. Microbimisin and abyssomicin Z1 exhibited weak antibacterial activity against Bacillus cereus with MIC values of 25.0 and 50.0 μg/mL without cytotoxicity against MCF-7 and Vero cells at the concentration of 50 μg/mL.
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Antibacterial, antitubercular, antimalarial and cytotoxic substances from the endophytic Streptomyces sp. TBRC7642
(2020-04-01)
Bunbamrung, Nantiya
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Intaraudom, Chakapong
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Dramae, Aibrohim
;
Thawai, Chitti
;
Tadtong, Sarin
Eight previously undescribed naturally-occurring compounds, including abyssomycins Y - Z, methyl aeruginoate, desferri-ferrithocin-4-hydroxyphenethylester, streptomethiocins A - B, furaquinocin I, and streptolactone, along with eleven known compounds were isolated from the endophytic Streptomyces sp. TBRC7642. The chemical structures were determined based on spectroscopic means including 1D, 2D NMR spectroscopy and mass spectrometry. The absolute configurations were assigned by relying on CD spectra and their optical rotations. In addition, the isolated compounds were evaluated for biological activity, such as antimalarial, antitubercular, antibacterial (both Gram-positive and Gram-negative bacteria), as well as for cytotoxicity against MCF-7, NCI–H187, and Vero cells.
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Antimicrobial and anti-oxidant activities of quinoline alkaloids from Pseudomonas aeruginosa BCC76810
(2016-09-01)
Supong, Khomsan
;
Thawai, Chitti
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Supothina, Sumalee
;
Auncharoen, Patchanee
;
Pittayakhajonwut, Pattama
Twelve 4-hydroxyquinoline derivatives (1–12) and three phenazine alkaloids (13–15) have been isolated from Pseudomonas aeruginosa BCC76810. All these compounds, except compounds 6, 7, 9, and 11, are known. The new quinolines are 2-((Z)-undec-4′-enyl)-4-hydroxyquinoline (6), 2-(3′-(2′-hexylcyclopropyl)propyl)-4-hydroxyquinoline (7), 2-n-octyl-4-hydroxyquinoline N-oxide (9), and 2-((Z)-undec-4′-enyl)-4-hydroxyquinoline N-oxide (11). Their structures were elucidated based on the spectroscopic information, such as 1D, 2D NMR, UV, and HRESIMS data. 4-Hydroxyquinolines (1–6) and 4-hydroxyquinoline-N-oxides (8–11) exhibited antimalarial activity against Plasmodium falciparum, K1 strain (IC<inf>50</inf> 0.25–2.07 μg/mL) with moderate to weak cytotoxicity against cancerous (KB, MCF-7, NCI-H187) and non-cancerous (Vero) cells. In addition, 4-hydroxyquinoline N-oxides also displayed anti-Bacillus cereus and antioxidant activities.

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