Aigialomycins A-E, new resorcylic macrolides from the marine mangrove fungus Aigialus parvus.
Aigialomycins A-E (2-6), new 14-membered resorcylic macrolides, were isolated together with a known hypothemycin (1) from the mangrove fungus, Aigialus parvus BCC 5311. Structures of these compounds, including absolute configuration, were elucidated by spectroscopic methods, chemical conversions, and X-ray crystallographic analysis. Hypothemycin and aigialomycin D (5) exhibited in vitro antimalarial activity with IC(50) values of 2.2 and 6.6 microg/mL, respectively, while other analogues were inactive. Cytotoxicities of these compounds were also evaluated.
Isaka
Masahiko
M
National Center for Genetic Engineering and Biotechnology, National Sciences and Technology Development Agency, Rama 6 Road, Bangkok 10400, Thailand. isaka@biotec.or.th
Suyarnsestakorn
Chotika
C
Tanticharoen
Morakot
M
Kongsaeree
Palangpon
P
Thebtaranonth
Yodhathai
Y
D000818:Animals; D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D000962:Antimalarials / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D000981:Antiprotozoal Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D001203:Ascomycota / Q000737:chemistry*; D020171:Botrytis / Q000187:drug effects; D001943:Breast Neoplasms; D002522:Chlorocebus aethiops; D002851:Chromatography, High Pressure Liquid; D003110:Colonic Neoplasms; D018360:Crystallography, X-Ray; D004354:Drug Screening Assays, Antitumor; D005260:Female; D006801:Humans; D020128:Inhibitory Concentration 50; D007624:KB Cells / Q000187:drug effects; D007668:Kidney / Q000166:cytology; D007938:Leukemia; D007941:Leukemia P388; D018942:Macrolides; D008968:Molecular Conformation; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010963:Plasmodium falciparum / Q000187:drug effects; D013768:Tetrahymena / Q000187:drug effects; D013785:Thailand; D014588:Ustilago / Q000187:drug effects; D014709:Vero Cells / Q000187:drug effects; D015025:Zearalenone / Q000031:analogs & derivatives
D000900:Anti-Bacterial Agents; D000962:Antimalarials; D000970:Antineoplastic Agents; D000981:Antiprotozoal Agents; D018942:Macrolides; C452445:aigialomycin D; C120440:hypothemycin; D015025:Zearalenone