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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
2015
发表期刊RSC ADVANCES
卷号5期号:50页码:39870-39877
文章类型Article
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.
DOI10.1039/c5ra02203g
收录类别SCI
语种英语
WOS记录号WOS:000354211100028
引用统计
文献类型期刊论文
条目标识符http://ir.qdio.ac.cn/handle/337002/33034
专题实验海洋生物学重点实验室
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
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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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