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Identification of anti-inflammatory polyketides from the coral-derived fungus Penicillium sclerotiorin: In vitro approaches and molecular-modeling
Liu, Zhaoming1; Qiu, Pei; Liu, Hongju2; Li, Jing2; Shao, Changlun3; Yan, Tao4; Cao, Wenhao4; She, Zhigang
2019
Source PublicationBIOORGANIC CHEMISTRY
ISSN0045-2068
Volume88Pages:UNSP 102973
AbstractFour new polyketides, including an unusual naphthoquinone derivative (1), two azaphilone analogous (2, 7) and an a-pyrone (12), were isolated from the gorgonian-derived fungus Penicillium sclerotiorum CHNSCLM-0013 together with nine known compounds. Their structures were identified based on the 1D, 2D NMR, HRESIMS, single crystal X-ray diffraction and the absolute configurations were determined by comparing the 1H NMR chemical shift and optical rotations with those reported in literature. In the bioassay, compounds 2, 6, 7, 10 and 12 exhibited significant inhibitory activities against the nitric oxide (NO) production in the LPS-induced macrophage RAW 264.7 with the IC50 values in the range of 2.5-18.0 mu M. Compounds 2, 6 and 7 exhibited the possible mechanism of downregulating the expression of iNOS and COX-2 in mRNA level. The primary structure-activity relationship was also discussed based on the molecular-modeling. This study will make a contribution to the chemical diversities of polyketides especially the azaphilone derivatives and the discovery of potential anti-inflammatory agent from marine fungi.
DepartmentLMB
KeywordPolyketides Azaphilones Gorgonian-derived fungus Anti-inflammatory
DOI10.1016/j.bioorg.2019.102973
Citation statistics
Cited Times:3[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.scsio.ac.cn/handle/344004/17817
Collection中科院海洋生物资源可持续利用重点实验室
Affiliation1.Sun Yat Sen Univ, Sch Chem, Guangzhou 510275, Guangdong, Peoples R China
2.Guangdong Inst Microbiol, Guangdong Open Lab Appl Microbiol, Guangdong Prov Key Lab Microbial Culture Collect, State Key Lab Appl Microbiol Southern China, 100 Cent Xianlie Rd, Guangzhou 510070, Guangdong, Peoples R China
3.Guangdong Med Univ, Sch Pharm, Dongguan 523808, Peoples R China
4.Ocean Univ China, Sch Med & Pharm, Key Lab Marine Drugs, Minist Educ China, Qingdao 266003, Shandong, Peoples R China
5.Chinese Acad Sci, Key Lab Trop Marine Bioresources & Ecol, RNAM Ctr Marine Microbiol, Guangdong Key Lab Marine Mat Med,South China Sea, 164 West Xingang Rd, Guangzhou 510301, Guangdong, Peoples R China
Recommended Citation
GB/T 7714
Liu, Zhaoming,Qiu, Pei,Liu, Hongju,et al. Identification of anti-inflammatory polyketides from the coral-derived fungus Penicillium sclerotiorin: In vitro approaches and molecular-modeling[J]. BIOORGANIC CHEMISTRY,2019,88:UNSP 102973.
APA Liu, Zhaoming.,Qiu, Pei.,Liu, Hongju.,Li, Jing.,Shao, Changlun.,...&She, Zhigang.(2019).Identification of anti-inflammatory polyketides from the coral-derived fungus Penicillium sclerotiorin: In vitro approaches and molecular-modeling.BIOORGANIC CHEMISTRY,88,UNSP 102973.
MLA Liu, Zhaoming,et al."Identification of anti-inflammatory polyketides from the coral-derived fungus Penicillium sclerotiorin: In vitro approaches and molecular-modeling".BIOORGANIC CHEMISTRY 88(2019):UNSP 102973.
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