Two new perylene derivatives, 7-epi-8-hydroxyaltertoxin I (1) and 6-epi-stemphytriol (2), along with two known compounds stemphyperylenol (3) and altertoxin I (4) were isolated from Alternaria alternata, a marine endophytic fungus derived from an unidentified algal species of the genus Laurencia. Structures of compounds 1-4 were determined on the basis of detailed spectroscopic analysis, as well as by comparison with literature reports. The antimicrobial activities of compounds 1 and 3 against Staphylococcus aureus, Escherichia coli, and Aspergillus niger were evaluated; neither showed obvious activity.
BugniTS, IrelandCM. (2004) Marine-derived fungi: a chemically and biologically diverse group of microorganisms. Natural Product Reports, 21, 143–163.
2.
ZhangY, LiXM, WangBG. (2007) Nigerasperones A-C, new monomeric and dimeric naphtho-γ-pyrones from a marine alga-derived endophytic fungus Aspergillus niger EN-13. The Journal of Antibiotics, 60, 204–210.
ZhangY, LiXM, ProkschP, WangBG. (2007) Ergosterimide, a new steroid of natural Diels-Alder adduct, and other related steroids from the marine algal-derived endophytic fungus Aspergillus niger EN-13. Steroids, 72, 723–727.
5.
ZhangY, LiXM, WangBG. (2007) A new naphthoquinoneimine derivative from the marine algal-derived endophytic fungus Aspergillus niger EN-13. Chinese Chemical Letters, 18, 951–953.
6.
LiDL, LiXM, LiTG, DangHY, ProkschP, WangBG. (2008) Benzaldehyde derivatives from Eurotium rubrum, an endophytic fungus derived from the mangrove plant Hibiscus tiliaceus. Chemical & Pharmaceutical Bulletin, 56, 1282–1285.
7.
WangS, LiXM, TeuscherF, LiDL, DieselA, EbelR, ProkschP, WangBG. (2006) Chaetopyranin, a benzaldehyde derivative, and other related metabolites from Chaetomium globosum, an endophytic fungus derived from the marine red alga Polysiphonia urceolata. Journal of Natural Producs, 69, 1622–1625.
8.
StackME, PrivalMJ. (1986) Mutagenicity of the Alternaria metabolites altertoxins I, II, and III. Applied and Environmental Microbiology, 52, 718–722.
StackME, MazzolaEP, PageSW, PohlandAE, HighetRJ, TempestaMS, CorleyDG (1986) Mutagenic perylenequinone metabolites of Alternaria alternata: Altertoxins I, II and III. Journal of Natural Products, 49, 866–871.
11.
AroneA, NasiniG. (1986) Secondary mould metabolites. part 16. Stemphyltoxins, new reduced perylenequione metabolites from Stermphylium botryosum var. lactucum. Journal of the Chemical Society, Perkin Transactions1, 525–530.
12.
KrohnK, JohnM, AustHJ, DraegerS, SchulzB. (1999) Biologically active metabolites from fungi 13. Stemphytriol, a new perylene derivative from Monodictys fluctuata. Natural Product Letters, 14, 31–34.
13.
OkunoT, NatsumeI, SawaiK, SawamuraK, FurusakiA, MtsumotoT. (1983) Structure of antifungal and phytotoxic pigments produced by Alternaria sps. Tetrahedron Letters, 24, 5653–5656.
14.
Al-BurtamaniSKS, FatopeMO, MarwahRG, OnifadeAK, Al-SaidiSH. (2005) Chemical composition, antibacterial and antifungal activities of the essential oil of Haplophyllum tuberculatum from Oman. Journal of Ethnopharmacology, 96, 107–112.
