title: Antifungal New Oxepine-Containing Alkaloids and Xanthones from the Deep-Sea-Derived Fungus Aspergillus versicolor SCSIO 05879.
abstract: Phytopathogenic fungi remain a continuous and huge threat in the agricultural fields. The agrochemical industry has made great development of the use of microbial natural products, which has been regarded as an effective strategy against phytopathogenic fungi. Antifungal bioassay-directed fractionation was used to isolate two new oxepine-containing alkaloids (1 and 2), two new 4-aryl-quinolin-2-one alkaloids (3 and 4), and four new prenylated xanthones (5-8) from the deep-sea-derived fungus Aspergillus versicolor SCSIO 05879. Extensive NMR spectroscopic analysis, quantum mechanical calculations, and X-ray single-crystal diffraction were used to elucidate their structures, including their absolute configurations. Versicoloids A and B, versicone A, and cottoquinazoline A showed antifungal activities against three phytopathogenic fungi. The antifungal activities of these bioactive compounds strongly depend on the fungal species. Especially versicoloids A and B showed strong fungicidal effect (MIC of 1.6 μg/mL) against Colletotrichum acutatum, compared with that of the positive control cycloheximide (MIC of 6.4 μg/mL). The results of antifungal experiments indicated that versicoloids A and B may be regarded as candidate agents of antifungal agrochemicals.
authors.affiliation: CAS Key Laboratory of Tropical Marine Bio-resources and Ecology/Guangdong Key Laboratory of Marine Materia Medica/RNAM Center for Marine Microbiology, South China Sea Institute of Oceanology, Chinese Academy of Sciences , Guangzhou 510301, People's Republic of China.
authors.forename: Junfeng
authors.initials: J
authors.lastname: Wang
authors.affiliation: CAS Key Laboratory of Tropical Marine Bio-resources and Ecology/Guangdong Key Laboratory of Marine Materia Medica/RNAM Center for Marine Microbiology, South China Sea Institute of Oceanology, Chinese Academy of Sciences , Guangzhou 510301, People's Republic of China.|College of Pharmacy, Hunan University of Chinese Medicine , Changsha 410208, People's Republic of China.
authors.forename: Weijun
authors.initials: W
authors.lastname: He
authors.affiliation: College of Agriculture, Hainan University , Haikou 571101, People's Republic of China.
authors.forename: Xiaolong
authors.initials: X
authors.lastname: Huang
authors.affiliation: CAS Key Laboratory of Tropical Marine Bio-resources and Ecology/Guangdong Key Laboratory of Marine Materia Medica/RNAM Center for Marine Microbiology, South China Sea Institute of Oceanology, Chinese Academy of Sciences , Guangzhou 510301, People's Republic of China.
authors.forename: Xinpeng
authors.initials: X
authors.lastname: Tian
authors.affiliation: CAS Key Laboratory of Tropical Marine Bio-resources and Ecology/Guangdong Key Laboratory of Marine Materia Medica/RNAM Center for Marine Microbiology, South China Sea Institute of Oceanology, Chinese Academy of Sciences , Guangzhou 510301, People's Republic of China.
authors.forename: Shengrong
authors.initials: S
authors.lastname: Liao
authors.affiliation: CAS Key Laboratory of Tropical Marine Bio-resources and Ecology/Guangdong Key Laboratory of Marine Materia Medica/RNAM Center for Marine Microbiology, South China Sea Institute of Oceanology, Chinese Academy of Sciences , Guangzhou 510301, People's Republic of China.
authors.forename: Bin
authors.initials: B
authors.lastname: Yang
authors.affiliation: CAS Key Laboratory of Tropical Marine Bio-resources and Ecology/Guangdong Key Laboratory of Marine Materia Medica/RNAM Center for Marine Microbiology, South China Sea Institute of Oceanology, Chinese Academy of Sciences , Guangzhou 510301, People's Republic of China.
authors.forename: Fazuo
authors.initials: F
authors.lastname: Wang
authors.affiliation: College of Pharmacy, Hunan University of Chinese Medicine , Changsha 410208, People's Republic of China.
authors.forename: Xiaojiang
authors.initials: X
authors.lastname: Zhou
authors.affiliation: CAS Key Laboratory of Tropical Marine Bio-resources and Ecology/Guangdong Key Laboratory of Marine Materia Medica/RNAM Center for Marine Microbiology, South China Sea Institute of Oceanology, Chinese Academy of Sciences , Guangzhou 510301, People's Republic of China.
authors.forename: Yonghong
authors.initials: Y
authors.lastname: Liu
mesh_terms: D000470:Alkaloids / Q000737:chemistry / Q000494:pharmacology*; D001230:Aspergillus / Q000737:chemistry* / Q000302:isolation & purification; D020231:Colletotrichum / Q000187:drug effects; D005659:Fungicides, Industrial / Q000737:chemistry / Q000494:pharmacology*; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D010082:Oxepins / Q000032:analysis / Q000737:chemistry; D012623:Seawater / Q000382:microbiology*; D044004:Xanthones / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D000470:Alkaloids; D005659:Fungicides, Industrial; D010082:Oxepins; D044004:Xanthones
keywords: Aspergillus versicolor; ECD calculations; antifungal activities; deep-sea-derived; oxepine; phytopathogenic fungi