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Structure, absolute configuration, and conformational study of resorcylic acid derivatives and related congeners from the fungus penicillium brocae
Zhang, Peng1,2; Meng, Ling-Hong1,2; Mandi, Attila3; Li, Xiao-Ming1; Kurtan, Tibor3; Wang, Bin-Gui1
刊名Rsc advances
2015
卷号5期号:50页码:39870-39877
ISSN号2046-2069
DOI10.1039/c5ra02203g
通讯作者Wang, bin-gui(wangbg@ms.qdio.ac.cn)
英文摘要In addition to three known resorcylic acid derivatives of the (14r) series (1-3), six new compounds including one new resorcylic acid derivative (13-hydroxydihydroresorcylide, 4) and five new loop-opened resorcylic acid-related congeners including brocapyrone a (5) and brocaketones a-d (6-9), were isolated and identified from the culture extract of a marine mangrove-derived endophytic fungus penicillium brocae ma-192. conformational analysis and tddft-ecd calculations of 1, 3, and 4 were carried out to confirm the (14r) absolute configuration and identify the solution conformers and factors that govern the correlation between stereochemistry and signs of the characteristic ecd bands. the single crystal x-ray of 3 and 5 allowed applying the solid-state tddft-ecd approach for 3 to compare the structures of solution and solid-state conformers and correlate the n-pi* ecd transition of 5 with the helicity and absolute configuration of the dihydroisocoumarin moiety. all compounds were evaluated for antioxidant activity against dpph and abts radicals.
WOS关键词SEDIMENT-DERIVED FUNGUS ; ANTIOXIDANT ACTIVITY ; DNA-DAMAGE ; BIOSYNTHESIS ; METABOLITES ; ENDOPHYTE ; LACTONES ; ASSAY
WOS研究方向Chemistry
WOS类目Chemistry, Multidisciplinary
语种英语
出版者ROYAL SOC CHEMISTRY
WOS记录号WOS:000354211100028
内容类型期刊论文
URI标识http://www.corc.org.cn/handle/1471x/2376512
专题中国科学院大学
通讯作者Wang, Bin-Gui
作者单位1.Chinese Acad Sci, Inst Oceanol, Key Lab Expt Marine Biol, Qingdao 266071, Peoples R China
2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
3.Univ Debrecen, Dept Organ Chem, H-4010 Debrecen, Hungary
推荐引用方式
GB/T 7714
Zhang, Peng,Meng, Ling-Hong,Mandi, Attila,et al. Structure, absolute configuration, and conformational study of resorcylic acid derivatives and related congeners from the fungus penicillium brocae[J]. Rsc advances,2015,5(50):39870-39877.
APA Zhang, Peng,Meng, Ling-Hong,Mandi, Attila,Li, Xiao-Ming,Kurtan, Tibor,&Wang, Bin-Gui.(2015).Structure, absolute configuration, and conformational study of resorcylic acid derivatives and related congeners from the fungus penicillium brocae.Rsc advances,5(50),39870-39877.
MLA Zhang, Peng,et al."Structure, absolute configuration, and conformational study of resorcylic acid derivatives and related congeners from the fungus penicillium brocae".Rsc advances 5.50(2015):39870-39877.
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