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    Item type:Publication,
    Allahabadolactones A and B from the endophytic fungus, Aspergillus allahabadii BCC45335
    (2016-01-28)
    Sadorn, Karoon
    ;
    Saepua, Siriporn
    ;
    Boonyuen, Nattawut
    ;
    Laksanacharoen, Pattiyaa
    ;
    Rachtawee, Pranee
    Two new compounds, allahabadolactones A (1) and B (2), along with 10 known compounds including 16-amino-isopimar-7-en-19-oic acid (3), 16-α-d-glucopyranosyloxyisopimar-7-en-19-oic acid (4), 16-α-d-mannopyranosyloxyisopimar-7-en-19-oic acid (5), ergosterol, (22E)-5α,8α-epidioxyergosta-6,22-dien-3β-ol, cerevisterol, (R)-(-)-methoxycarbonylmellein, (-)-piliformic acid, 7-dechlorogriseofulvin, and cytochalasin D, were isolated from the endophytic fungus, Aspergillus allahabadii BCC45335. Their chemical structures were determined based on NMR spectroscopic and mass spectrometric analyses. The absolute stereochemistry of compound 1 was established by an X-ray crystallographic analysis and the reactions with Mosher's reagents. A plausible biosynthesis of allahabadolactones A (1) and B (2) was also proposed. Antibacterial activity against Bacillus cereus and cytotoxicity against MCF-7, KB, NCI-H187, and Vero cells of the isolated compounds were also evaluated.
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    Item type:Publication,
    Antimicrobial activity and cytotoxicity of polyketides isolated from the mushroom: Xerula sp. BCC56836
    (2016-01-01)
    Sadorn, Karoon
    ;
    Saepua, Siriporn
    ;
    Boonyuen, Nattawut
    ;
    Laksanacharoen, Pattiyaa
    ;
    Rachtawee, Pranee
    Twelve new compounds, including (-)-oudemansin A acid (1), (-)-oudemansin A ethyl ester (3) and (-)-oudemansin X ethyl ester (5), (+)-oudemansin A lactone (6) and (+)-oudemansin X lactone (7), (+)-dihydrooudemansinol (8), (-)-11-epidihydrooudemansinol (9), (+)-xeruhydrofuranol (10), (+)-9-epixeruhydrofuranol (11), xerucitrinic acids A (14) and B (15), and (2R,3R,8aR)-2-(E-hept-5-en-1-yl)-3-methyltetrahydro-2H-pyrrolo[2,1-b][1,3]oxazin-4(3H)-one (16) and one naturally new compound, strobilurin A acid (12), together with nine known compounds such as (-)-oudemansins A (2) and X (4), (3Z,5E)-3-methyl-6-phenylhexa-3,5-dien-1-ol (13), 2-(E-hept-5-en-1-yl)-3-methyl-6,7,8,8a-tetrahydro-4H-pyrrolo[2,1-b][1,3]oxazin-4-one (17), scalusamides A-C (18-20), phenol A acid (21), and dihydrocitrinone (22), were isolated from the mushroom Xerula sp. BCC56836. Their chemical structures were established based on the information from NMR spectroscopic and mass spectrometric analyses, specific rotation values, and chemical means. A plausible biosynthesis of xerucitrinic acids A (14) and B (15), the first citrinin dimers with spiro skeletons, was also proposed. In addition, the isolated compounds were evaluated for antimicrobial activity, including antimalarial, antifungal, and antibacterial activities, and their cytotoxicity against both cancerous (MCF-7, KB, NCI-H187) and non-cancerous (Vero) cells. Compounds 2, 4, and 5 possessed antimalarial activity against Plasmodium falciparum, K1 strain (IC<inf>50</inf> 1.19-13.70 μM) and compounds 3-5, 12-14, and 17 exhibited anti-Bacillus cereus activity (MIC 12.5-25.0 μg mL<sup>-1</sup>). Most isolated compounds showed low cytotoxicity against both cancerous and non-cancerous cells.