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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
Source PublicationRSC ADVANCES
Volume5Issue:50Pages:39870-39877
SubtypeArticle
AbstractIn 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
Indexed BySCI
Language英语
WOS IDWOS:000354211100028
Citation statistics
Document Type期刊论文
Identifierhttp://ir.qdio.ac.cn/handle/337002/33034
Collection实验海洋生物学重点实验室
Affiliation1.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
First Author AffilicationKey Laboratory of Experimental Marine Biology, Institute of Oceanology, Chinese Academy of Sciences
Recommended Citation
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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