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    Item type:Publication,
    Meroterpenoid pyrones, alkaloid and bicyclic brasiliamide from the fungus Neosartorya hiratsukae
    (2020-04-01)
    Paluka, Jakkapat
    ;
    Kanokmedhakul, Kwanjai
    ;
    Soytong, Mayamor
    ;
    Soytong, Kasem
    ;
    Yahuafai, Jantana
    Two new meroterpenoid pyrones, chevalone G (1) and aszonapyrone C (2), a new indole alkaloid, 7-chlorofischerindoline (3) and a new bicyclic brasiliamide, brasiliamide H (4), together with sixteen known compounds, 5–20 were isolated from the fungus Neosartorya hiratsukae. Their structures were established on the basis of spectroscopic evidence. The antibacterial activity and the cytotoxic activity of new compounds were evaluated.
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    Item type:Publication,
    Meroditerpene pyrone, tryptoquivaline and brasiliamide derivatives from the fungus Neosartorya pseudofischeri
    (2019-09-01)
    Paluka, Jakkapat
    ;
    Kanokmedhakul, Kwanjai
    ;
    Soytong, Mayamor
    ;
    Soytong, Kasem
    ;
    Kanokmedhakul, Somdej
    Two new meroditerpene pyrones, chevalone F (1) and 11-hydroxychevalone E (2), a new tryptoquivaline analog, tryptoquivaline V (3) and a new brasiliamide analog, brasiliamide G (4), together with thirteen known compounds, chevalones A-C (5–7), chevalone E (8), 11-hydroxychevalone C (9), pyripyropene A (10), isochaetominine C (11), pyrrolobenzoxazine terpenoids CJ-12662 (12) and CJ-12663 (13), fischerindoline (14), eurochevalierine (15), 1,4-diacetyl-2,5-dibenzylpiperazine-3,7′′-oxide (16) and lecanorin (17) were isolated from the fungus Neosartorya pseudofischeri. Their structures were established on the basis of spectroscopic evidence. Compound 2 showed weak antibacterial activity against Escherichia coli and Salmonella enterica serovar Typhimurium, whereas compounds 7, 12, 13 and 15 showed antibacterial activity against Bacillus cereus and Staphylococcus aureus. In addition, compounds 13 and 14 showed cytotoxicity against KB and MCF-7 cancer cell lines, as well as the Vero cell line.
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    Item type:Publication,
    Bioactive azaphilones from the fungus Penicillium multicolor CM01
    (2016-06-01)
    Hemtasin, Chulida
    ;
    Kanokmedhakul, Somdej
    ;
    Moosophon, Panawan
    ;
    Soytong, Kasem
    ;
    Kanokmedhakul, Kwanjai
    Two new azaphilones, dechloroisochromophilone II (1) and epi-isochromophilone III (2), a new natural product, 5-hydroxy-4-methoxy-5,6-dihydro-2H-pyran-2-one (3), together with eleven known compounds, 4-14 were isolated from the fungus, Penicillium multicolor CM01. Their structures were elucidated by spectroscopic methods. Compounds 2, 8, 10 and 11 exhibited antimalarial activity against Plasmodium falciparum (IC<inf>50</inf> 2.1-7.8 μg/mL), while compounds 9 and 10 showed antimycobacterial activity against Mycobacterium tuberculosis (MIC 6.2 and 50.0 μg/mL, respectively). Compounds 2, 4, and 7-11 showed cytotoxicity against three cancer cell lines, KB, MCF-7 and NCI-H187 (IC<inf>50</inf> 2.2-35.2 μg/mL). In addition, compounds 1, 5-8 and 11 showed a minimum inhibition requirement to acetylcholinesterase (AChE) assay in the range of 0.03-0.25 nM.
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    Item type:Publication,
    Chemical constituents from the fungus Chaetomium cupreum RY202
    (2015-05-01)
    Panthama, Natcha
    ;
    Kanokmedhakul, Somdej
    ;
    Kanokmedhakul, Kwanjai
    ;
    Soytong, Kasem
    Two new angular types of azaphilones, isochromophilonol (1) and ochrephilonol (2), together with ten known compounds (3-12), were isolated from Chaetomium cupreum RY202. Their structures were established on the basis of spectroscopic data and the absolute configurations of 1 and 3 were determined by the modified Mosher's method. Compounds 1, 2 and 4 showed moderated cytotoxicity against KB and NCI-H187 cell lines (IC<inf>50</inf> 9.63-32.42 μg/mL).
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    Item type:Publication,
    Cytotoxic lasiodiplodin derivatives from the fungus Syncephalastrum racemosum
    (2011-12-01)
    Buayairaksa, Mongkol
    ;
    Kanokmedhakul, Somdej
    ;
    Kanokmedhakul, Kwanjai
    ;
    Moosophon, Panawan
    ;
    Hahnvajanawong, Chariya
    Chemical investigation of fungal biomass of the fungus Syncephalastrum racemosum led to the isolation of new natural products (3R),(5S)-5-hydroxy-de-O- methyllasiodiplodin (1), 6-oxode- O-methyllasiodiplodin (2), in addition to five known compounds, de-O-methyllasiodiplodin (3), lasiodiplodin (4), (3R),(5R)-5-hydroxy-de-O-methyllasiodiplodin (5), ergosterol (6), and ergosterol peroxide (7). Their structures were elucidated by spectroscopic techniques. The absolute configuration of 1 was determined by a modified Mosher's method. Compound 1 showed cytotoxicity against cholangiocarcinoma, KKU-M139, KKU-M156, and KKU-M213 cell lines with IC50 values in the range of 14-19 μg/mL, while 3 showed cytotoxicity against KB, BC1, and NCI-H187 cell lines with IC50 values of 12.67, 9.65, and 11.07 μg/mL, respectively.
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    Item type:Publication,
    Cytotoxic 10-(indol-3-yl)-[13]cytochalasans from the fungus Chaetomium elatum ChE01
    (2010-08-01)
    Thohinung, Santi
    ;
    Kanokmedhakul, Somdej
    ;
    Kanokmedhakul, Kwanjai
    ;
    Kukongviriyapan, Veerapol
    ;
    Tusskorn, Ornanong
    Nine 10-(indol-3-yl)-[13]cytochalasans such as a new chaetoglobosin V (1); two new natural products, prochaetoglobosin III (2) and prochaetoglobosin III<inf>ed</inf> (3); six known chaetoglobosins B-D (4-6), F (7), and G (8) and isochaetoglobosin D (9) in addition to two known sterols, 24(R)-5α, 8α-epidioxyergosta-6-22-diene-3β-ol (10) and ergosterol (11), were isolated from the fungus Chaetomium elatum ChE01. The structures of these compounds were elucidated by spectroscopic methods. Compounds 1-9 showed cytotoxicity against the human breast cancer (IC<inf>50</inf> 2.54-21.29 μM) and cholangiocarcinoma cell lines (IC<inf>50</inf> 3.41-86.95 μM). © 2010 The Pharmaceutical Society of Korea and Springer Netherlands.