γ-Butyrolactone, Cytochalasin, Cyclic Carbonate, Eutypinic Acid, and Phenalenone Derivatives from the Soil Fungus Aspergillus sp PSU-RSPG185

被引:36
作者
Rukachaisirikul, Vatcharin [1 ,2 ]
Rungsaiwattana, Nachamon [1 ,2 ]
Klaiklay, Saranyoo [3 ]
Phongpaichit, Souwalak [4 ,5 ]
Borwornwiriyapan, Kawitsara [4 ,5 ]
Sakayaroji, Jariya [6 ]
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, Fac Sci & Ind Technol, Surat Thani 84100, Thailand
[4] Prince Songkla Univ, Nat Prod Res Ctr Excellence, Fac Sci, Hat Yai 90112, Songkhla, Thailand
[5] Prince Songkla Univ, Dept Microbiol, Fac Sci, Hat Yai 90112, Songkhla, Thailand
[6] Natl Ctr Genet Engn & Biotechnol BIOTEC, Klongluang 12120, Pathum Thani, Thailand
来源
JOURNAL OF NATURAL PRODUCTS | 2014年 / 77卷 / 11期
关键词
MARINE-DERIVED FUNGUS; LASIODIPLODIA-THEOBROMAE; I DERIVATIVES; TERREUS; MORPHOGENESIS; POLYKETIDES;
D O I
10.1021/np500324b
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Purification of an extract from the broth of the soil fungus Aspergillus sp. PSU-RSPG185 resulted in the isolation of two new cyclic carbonate derivatives, aspergillusols A (1) and B (2), and one new eutypinic acid derivative, aspergillusic acid (3), along with six known secondary metabolites. Compounds 1 and 2 contain an unusual cyclic-carbonate functionality. In addition, the mycelial extract afforded two new phenalenones, aspergillussanones A (4) and B (5), one new cytochalasin, aspergilluchalasin (6), and one new gamma-butyrolactone, aspergillulactone (7). Their structures were established by interpretation of spectroscopic evidence. Compound 4 exhibited weak activity toward KB and Vero cells with IC50 values of 48.4 and 34.2 mu M, respectively.
引用
收藏
页码:2375 / 2382
页数:8
相关论文
共 28 条
  • [1] HYDROXY-(METHYLBUTENYNYL)-BENZOIC ACID AND DERIVATIVES FROM CURVULARIA-FALLAX
    ABRAHAM, WR
    ARFMANN, HA
    [J]. PHYTOCHEMISTRY, 1990, 29 (08) : 2641 - 2644
  • [2] A chromene and prenylated benzoic acid from Piper aduncum
    Baldoqui, DC
    Kato, MJ
    Cavalheiro, AJ
    Bolzani, VD
    Young, MCM
    Furlan, M
    [J]. PHYTOCHEMISTRY, 1999, 51 (07) : 899 - 902
  • [3] Barnett H.L., 1998, ILLUSTRATED GENERA I, V4th ed.
  • [4] Antimicrobial butyrolactone I derivatives from the ecuadorian soil fungus Aspergillus terreus thorn. Var terreus
    Cazar, ME
    Schmeda-Hirschmann, G
    Astudillo, L
    [J]. WORLD JOURNAL OF MICROBIOLOGY & BIOTECHNOLOGY, 2005, 21 (6-7) : 1067 - 1075
  • [5] Improved green fluorescent protein reporter gene-based microplate screening for antituberculosis compounds by utilizing an acetamidase promoter
    Changsen, C
    Franzblau, SG
    Palittapongarnpim, P
    [J]. ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 2003, 47 (12) : 3682 - 3687
  • [6] Phomoxins B and C:: Polyketides from an endophytic fungus of the genus Eupenicillium
    Davis, RA
    Andjic, V
    Kotiw, M
    Shivas, RG
    [J]. PHYTOCHEMISTRY, 2005, 66 (23) : 2771 - 2775
  • [7] QUANTITATIVE ASSESSMENT OF ANTI-MALARIAL ACTIVITY INVITRO BY A SEMIAUTOMATED MICRODILUTION TECHNIQUE
    DESJARDINS, RE
    CANFIELD, CJ
    HAYNES, JD
    CHULAY, JD
    [J]. ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1979, 16 (06) : 710 - 718
  • [8] Onoceranoid-Type Triterpenoids from Lansium domesticum
    Dong, Shi-Hui
    Zhang, Chuan-Rui
    Dong, Lei
    Wu, Yan
    Yue, Jian-Min
    [J]. JOURNAL OF NATURAL PRODUCTS, 2011, 74 (05): : 1042 - 1048
  • [9] Asperterrestide A, a Cytotoxic Cyclic Tetrapeptide from the Marine-Derived Fungus Aspergillus terreus SCSGAF0162
    He, Fei
    Bao, Jie
    Zhang, Xiao-Yong
    Tu, Zheng-Chao
    Shi, Yi-Ming
    Qi, Shu-Hua
    [J]. JOURNAL OF NATURAL PRODUCTS, 2013, 76 (06): : 1182 - 1186
  • [10] Hunt L, 1999, BIOTECHNOL BIOENG, V65, P201, DOI 10.1002/(SICI)1097-0290(19991020)65:2<201::AID-BIT10>3.0.CO