New Metabolites and Bioactive Chlorinated Benzophenone Derivatives Produced by a Marine-Derived Fungus Pestalotiopsis heterocornis.
Four new compounds, including two isocoumarins, pestaloisocoumarins A and B (1,2), one sesquiterpenoid degradation, isopolisin B (4), and one furan derivative, pestalotiol A (5), together with one known isocoumarin, gamahorin (3), and three chlorinated benzophenone derivatives, pestalachloride B (6), pestalachloride E (7) and a mixture of pestalalactone atropisomers (8a/8b), were isolated from a culture of the fungusPestalotiopsis heterocornisassociated with spongePhakellia fusca. These new chemical structures were established using NMR and MS spectroscopic data, as well as single-crystal X-ray crystallographic analysis and CD Cotton effects. All of the isolated compounds were evaluated for their antimicrobial and cytotoxic activities. Isocoumarins1-3, showed antibacterial activities against Gram-positive bacteriaStaphylococcus aureusandBacillus subtiliswith MIC values ranging from 25 to 100 μg/mL and weak antifungal activities. Chlorinated benzophenone derivatives6-8exhibited antibacterial activities againstS. aureusandB. subtiliswith MIC values ranging from 3.0 to 50 μg/mL and cytotoxicities against four human cancer cell lines with IC50values of 6.8-87.8 μM.
Institute of Microbial Pharmaceuticals, College of Life and Health Sciences, Northeastern University, Shenyang 110819, China. leihui-2008@163.com.
Hui
H
Lei
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, China. xiupinglin@hotmail.com.
Xiuping
X
Lin
Institute of Microbial Pharmaceuticals, College of Life and Health Sciences, Northeastern University, Shenyang 110819, China. hanli@mail.neu.edu.cn.
Li
L
Han
Institute of Microbial Pharmaceuticals, College of Life and Health Sciences, Northeastern University, Shenyang 110819, China. sherrie525358@126.com.
Jian
J
Ma
Institute of Microbial Pharmaceuticals, College of Life and Health Sciences, Northeastern University, Shenyang 110819, China. maqingjuan0319@163.com.
Qingjuan
Q
Ma
Shanghai Institute of Pharmaceutical Industry, Shanghai 201203, China. 13482599366@163.com.
Jialiang
J
Zhong
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, China. yong-hongliu@scsio.ac.cn.
Yonghong
Y
Liu
Key Laboratory of Structure-Based Drug Design and Discovery, Shenyang Pharmaceutical University, Shenyang 110016, China. suntiemin@126.com.
Tiemin
T
Sun
Key Laboratory of Structure-Based Drug Design and Discovery, Shenyang Pharmaceutical University, Shenyang 110016, China. 15999290001@163.com.
Jinhui
J
Wang
Institute of Microbial Pharmaceuticals, College of Life and Health Sciences, Northeastern University, Shenyang 110819, China. huangxs@mail.neu.edu.cn.
Xueshi
X
Huang
D000818:Animals; D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000494:pharmacology; D000935:Antifungal Agents / Q000494:pharmacology; D059001:Aquatic Organisms / Q000737:chemistry*; D001412:Bacillus subtilis / Q000187:drug effects; D001577:Benzophenones / Q000737:chemistry* / Q000494:pharmacology; D001584:Benzoxepins / Q000737:chemistry / Q000494:pharmacology; D045744:Cell Line, Tumor; D018360:Crystallography, X-Ray; D005658:Fungi / Q000737:chemistry* / Q000187:drug effects; D005663:Furans / Q000737:chemistry / Q000494:pharmacology; D006801:Humans; D007783:Lactones / Q000737:chemistry / Q000494:pharmacology; D008826:Microbial Sensitivity Tests; D011161:Porifera / Q000737:chemistry; D012118:Resorcinols / Q000737:chemistry / Q000494:pharmacology; D013211:Staphylococcus aureus / Q000187:drug effects
D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D001577:Benzophenones; D001584:Benzoxepins; D005663:Furans; D007783:Lactones; D012118:Resorcinols; C532659:pestalachloride B; C556262:pestalalactone; C039281:furan
Pestalotiopsis heterocornis; antibacterial activity; antifungal activity; cytotoxicity; isocoumarin