New Furan and Cyclopentenone Derivatives from the Sponge-Associated Fungus Hypocrea Koningii PF04.
Two new furan derivatives, hypofurans A and B (1 and 2), and three new cyclopentenone derivatives, hypocrenones A-C (3-5), along with seven known compounds (6-12), were isolated from a marine fungus Hypocrea koningii PF04 associated with the sponge Phakellia fusca. Among them, compounds 10 and 11 were obtained for the first time as natural products. The planar structures of compounds 1-5 were elucidated by analysis of their spectroscopic data. Meanwhile, the absolute configuration of 1 was determined as 2R,3R by the comparison of the experimental and calculated electronic circular dichroism (ECD) spectra. All the isolates were evaluated for their antibacterial and antioxidant activity. Compounds 1, 10, and 12 all showed modest antibacterial activity against Staphylococcus aureus ATCC25923 (MIC, 32 μg/mL). In addition, compounds 1, 10 and 11 exhibited moderate DPPH radical scavenging capacity with IC50 values of 27.4, 16.8, and 61.7 µg/mL, respectively.
College of Pharmacy, Jinan University, Guangzhou 510632, China. huahua20062008@126.com.|Marine Drugs Research Center, State Key Laboratory of Oncogenes and Related Genes, Department of Pharmacy, Ren Ji Hospital, School of Medicine, Shanghai Jiao Tong University, Shanghai 200127, China. huahua20062008@126.com.
Li-Jian
LJ
Ding
Marine Drugs Research Center, State Key Laboratory of Oncogenes and Related Genes, Department of Pharmacy, Ren Ji Hospital, School of Medicine, Shanghai Jiao Tong University, Shanghai 200127, China. zuodiyake@outlook.com.
Bin-Bin
BB
Gu
Marine Drugs Research Center, State Key Laboratory of Oncogenes and Related Genes, Department of Pharmacy, Ren Ji Hospital, School of Medicine, Shanghai Jiao Tong University, Shanghai 200127, China. weihuajiao@hotmail.com.
Wei-Hua
WH
Jiao
Marine Drugs Research Center, State Key Laboratory of Oncogenes and Related Genes, Department of Pharmacy, Ren Ji Hospital, School of Medicine, Shanghai Jiao Tong University, Shanghai 200127, China. yuanweiwork2013@163.com.
Wei
W
Yuan
State Key Laboratory of Microbial Metabolism, Marine Biotechnology Laboratory, School of Life Sciences and Biotechnology, Shanghai Jiao Tong University, Shanghai 200240, China. liyingxinhappy@126.com.
Ying-Xin
YX
Li
Marine Drugs Research Center, State Key Laboratory of Oncogenes and Related Genes, Department of Pharmacy, Ren Ji Hospital, School of Medicine, Shanghai Jiao Tong University, Shanghai 200127, China. tweizhuo@126.com.
Wei-Zhuo
WZ
Tang
Marine Drugs Research Center, State Key Laboratory of Oncogenes and Related Genes, Department of Pharmacy, Ren Ji Hospital, School of Medicine, Shanghai Jiao Tong University, Shanghai 200127, China. yuhaobing1986@126.com.
Hao-Bing
HB
Yu
College of Pharmacy, Jinan University, Guangzhou 510632, China. tliaoxj@jnu.edu.cn.
Xiao-Jian
XJ
Liao
Marine Drugs Research Center, State Key Laboratory of Oncogenes and Related Genes, Department of Pharmacy, Ren Ji Hospital, School of Medicine, Shanghai Jiao Tong University, Shanghai 200127, China. bingnanh@hotmail.com.
Bing-Nan
BN
Han
State Key Laboratory of Microbial Metabolism, Marine Biotechnology Laboratory, School of Life Sciences and Biotechnology, Shanghai Jiao Tong University, Shanghai 200240, China. liyingxinhappy@126.com.
Zhi-Yong
ZY
Li
College of Pharmacy, Jinan University, Guangzhou 510632, China.
Shi-Hai
SH
Xu
Marine Drugs Research Center, State Key Laboratory of Oncogenes and Related Genes, Department of Pharmacy, Ren Ji Hospital, School of Medicine, Shanghai Jiao Tong University, Shanghai 200127, China. franklin67@126.com.
Hou-Wen
HW
Lin
D000818:Animals; D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000494:pharmacology; D001419:Bacteria / Q000187:drug effects; D003517:Cyclopentanes / Q000737:chemistry / Q000378:metabolism*; D005663:Furans / Q000737:chemistry / Q000378:metabolism*; D035901:Hypocrea / Q000378:metabolism*; D015394:Molecular Structure; D011161:Porifera / Q000382:microbiology*
D000900:Anti-Bacterial Agents; D003517:Cyclopentanes; D005663:Furans; C013905:cyclopentenone
Hypocrea koningii; antibacterial; antioxidant; cyclopentenone derivatives; furan derivatives; sponge-associated fungus