γ-Butenolide and furanone derivatives from the soil-derived fungus Aspergillus sclerotiorum PSU-RSPG178

被引:31
|
作者
Phainuphong, Patima [1 ,2 ]
Rukachaisirikul, Vatcharin [1 ,2 ]
Tadpetch, Kwanruthai [1 ,2 ]
Sukpondma, Yaowapa [1 ,2 ]
Saithong, Saowanit [1 ,2 ]
Phongpaichit, Souwalak [3 ,4 ]
Preedanon, Sita [5 ]
Sakayaroj, Jariya [5 ]
机构
[1] Prince Songkla Univ, Fac Sci, Dept Chem, Hat Yai 90112, Songkhla, Thailand
[2] Prince Songkla Univ, Fac Sci, Ctr Excellence Innovat Chem, Hat Yai 90112, Songkhla, Thailand
[3] Prince Songkla Univ, Nat Prod Res Ctr Excellence, Hat Yai 90112, Songkhla, Thailand
[4] Prince Songkla Univ, Dept Microbiol, Hat Yai 90112, Songkhla, Thailand
[5] Natl Ctr Genet Engn & Biotechnol BIOTEC, Thailand Sci Pk, Klongluang 12120, Pathumthani, Thailand
关键词
Aspergillus sclerotiorum; gamma-butenolides; Furanone derivatives; Antibacterial; Antifungal; Cytotoxic; ABSOLUTE-CONFIGURATION; ENDOPHYTIC FUNGUS; PENICILLIC ACID; METABOLITES; COMPOUND; LACTONES;
D O I
10.1016/j.phytochem.2017.02.008
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Chromatographic separation of the broth extract of the soil-derived fungus Aspergillus sclerotiorum PSU-RSPG178 resulted in isolation of four gamma-butenolide-furanone dimers, aspersclerotiorones A-D, a furanone derivative, aspersclerotiorone E, and two gamma-butenolide derivatives, aspersclerotiorones F and C. together with six known compounds, penicillic acid, dihydropenicillic acid, 5,6-dihydro-6-hydroxypenicillic acid, 6-methoxy-5,6-dihydropenicillic acid, coculnol and (4R,5R)-4,5-dihydroxy-3-methoxy-5-merhylcyclohex-2-en-1-one. Their structures were determined by spectroscopic evidence. For aspersclerotiorones A and B, the structures were confirmed by single-crystal X-ray diffraction crystallography. Penicillic acid displayed weak antibacterial activity against Staphylococcus aureus and Escherichia colt with equal MIC values of 128 mu g/mL, and it was noncytotoxic towards African green monkey kidney fibroblast cells. (C) 2017 Elsevier Ltd. All rights reserved.
引用
收藏
页码:165 / 173
页数:9
相关论文
共 50 条
  • [1] Lovastatin Analogues from the Soil-Derived Fungus Aspergillus sclerotiorum PSU-RSPG178
    Phainuphong, Patima
    Rukachaisirikul, Vatcharin
    Saithong, Saowanit
    Phongpaichit, Souwalak
    Bowornwiriyapan, Kawitsara
    Muanprasat, Chatchai
    Srimaroeng, Chutima
    Duangjai, Acharaporn
    Sakayaroj, Jariya
    JOURNAL OF NATURAL PRODUCTS, 2016, 79 (06): : 1500 - 1507
  • [2] Asperidines A-C, pyrrolidine and piperidine derivatives from the soil-derived fungus Aspergillus sclerotiorum PSU-RSPG178
    Phainuphong, Patima
    Rukachaisirikul, Vatcharin
    Saithong, Saowanit
    Phongpaichit, Souwalak
    Sakayaroj, Jariya
    Srimaroeng, Chutima
    Ontawong, Atcharaporn
    Duangjai, Acharaporn
    Muangnil, Paradorn
    Muanprasat, Chatchai
    BIOORGANIC & MEDICINAL CHEMISTRY, 2018, 26 (15) : 4502 - 4508
  • [3] Cholesterol-Lowering Effects of Asperidine B, a Pyrrolidine Derivative from the Soil-Derived Fungus Aspergillus sclerotiorum PSU-RSPG178: A Potential Cholesterol Absorption Inhibitor
    Ontawong, Atcharaporn
    Duangjai, Acharaporn
    Sukpondma, Yaowapa
    Tadpetch, Kwanruthai
    Muanprasat, Chatchai
    Rukachaisirikul, Vatcharin
    Inchai, Jakkapong
    Vaddhanaphuti, Chutima S.
    PHARMACEUTICALS, 2022, 15 (08)
  • [4] Curvularin derivatives from the soil-derived fungus Aspergillus polyporicola PSU-RSPG187
    Choochuay, Jutatip
    Xu, Xin
    Rukachaisirikul, Vatcharin
    Guedduaythong, Piyada
    Phongpaichit, Souwalak
    Sakayaroj, Jariya
    Chen, Jing
    Shen, Xu
    PHYTOCHEMISTRY LETTERS, 2017, 22 : 122 - 127
  • [5] Depsidone and phthalide derivatives from the soil-derived fungus Aspergillus unguis PSU-RSPG199
    Klaiklay, Saranyoo
    Rukachaisirikul, Vatcharin
    Aungphao, Weerawat
    Phongpaichit, Souwalak
    Sakayaroj, Jariya
    TETRAHEDRON LETTERS, 2016, 57 (39) : 4348 - 4351
  • [6] Depsides and depsidones from the soil-derived fungus Aspergillus unguis PSU-RSPG204
    Phainuphong, Patima
    Rukachaisirikul, Vatcharin
    Phongpaichit, Souwalak
    Sakayaroj, Jariya
    Kanjanasirirat, Phongthon
    Borwornpinyo, Suparerk
    Akrimajirachoote, Nattaphong
    Yimnual, Chantapol
    Muanprasat, Chatchai
    TETRAHEDRON, 2018, 74 (39) : 5691 - 5699
  • [7] Diphenyl ethers and indanones from the soil-derived fungus Aspergillus unguis PSU-RSPG204
    Phainuphong, Patirna
    Rukachaisirikul, Vatcharin
    Phongpaichit, Souwalak
    Preedanon, Sita
    Sakayaroj, Jariya
    TETRAHEDRON, 2017, 73 (40) : 5920 - 5925
  • [8] Optimization of the Production of Lovastatin from Aspergillus sclerotiorum PSU-RSPG178 under Static Liquid Culture using Response Surface Methodology
    Suwannarat, Sudarat
    Iewkittayakorn, Jutarut
    Sukpondma, Yaowapa
    Rukachaisirikul, Vatcharin
    Phongpaichit, Souwalak
    Chotigeat, Wilaiwan
    SAINS MALAYSIANA, 2019, 48 (01): : 93 - 102
  • [9] New Butenolides and Cyclopentenones from Saline Soil-Derived Fungus Aspergillus Sclerotiorum
    Ma, Li-Ying
    Zhang, Huai-Bin
    Kang, Hui-Hui
    Zhong, Mei-Jia
    Liu, De-Sheng
    Ren, Hong
    Liu, Wei-Zhong
    MOLECULES, 2019, 24 (14):
  • [10] Penicillanthone and penicillidic acids A-C from the soil-derived fungus Penicillium aculeatum PSU-RSPG105
    Daengrot, Charuwan
    Rukachaisirikul, Vatcharin
    Tadpetch, Kwanruthai
    Phongpaichit, Souwalak
    Bowornwiriyapan, Kawitsara
    Sakayaroj, Jariya
    Shen, Xu
    RSC ADVANCES, 2016, 6 (46): : 39700 - 39709