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Three new indolyl diketopiperazine metabolites from the antarctic soil-derived fungus Penicillium sp SCSIO 05705
Wang, Junfeng1; He, Weijun1; Qin, Xiaochu1; Wei, Xiaoyi1; Tian, Xinpeng1; Liao, Li1; Liao, Shengrong1; Yang, Bin1; Tu, Zhengchao1; Chen, Bo1; Wang, Fazuo1; Zhou, Xiaojiang1; Liu, Yonghong1; gale9888@163.com; yonghongliu@scsio.ac.cn
2015
Source PublicationRSC ADVANCES
Volume5Issue:84Pages:68736-68742
AbstractThree new indolyl diketopiperazine derivatives, penillines A and B (1 and 3), isopenilline A (2), together with seven known alkaloid compounds (E)-3-(1H-imidazole-4-yimethylene)-6-(1H-indl-3-ylmethyl)-2,5-piperazinediol (4), penilloid A (5), meleagrin (6), neoxaline (7), questiomycin A (8), N-(2-hydroxyphenyl)-acetamide (9), 2-benzoxazolinone (10), were isolated from the Antarctic soil-derived fungus Penicillium sp. SCSIO 05705. The new structures of 1-3 were elucidated on the basis of 1D and 2D NMR, mass spectra, CD spectra, and quantum chemical calculations. All the isolated compounds were tested for their antiviral (H1N1 and H3N2), antituberculosis, antibacterial, and cytotoxic activities. Among them, compounds 6-8 had significant in vitro cytotoxicities against the K562, MCF-7, A549, U937, Hela, DU145, HL60, and HT29 cell lines, with IC50 values ranging from 2.73 to 17.7 mu M. In addition, compound 8 showed potent antituberculosis activity with an MIC value of 3.91 mu M, and the inhibition effect was close to the positive control INH (isoniazid, MIC 2.04 mu M). A possible biogenesis pathway for compounds 1-7 was proposed.
DepartmentLMB
Subject AreaChemistry
URL查看原文
Document Type期刊论文
Identifierhttp://ir.scsio.ac.cn/handle/344004/14889
Collection中科院海洋生物资源可持续利用重点实验室
Corresponding Authorgale9888@163.com; yonghongliu@scsio.ac.cn
Affiliation1.[Wang, Junfeng
2.He, Weijun
3.Tian, Xinpeng
4.Liao, Shengrong
5.Yang, Bin
6.Wang, Fazuo
7.Liu, Yonghong] Chinese Acad Sci, CAS Key Lab Trop Marine Bioresources & Ecol, Guangdong Key Lab Marine Mat Med, RNAM Ctr Marine Microbiol,South China Sea Inst Oc, Guangzhou 510301, Guangdong, Peoples R China
8.[He, Weijun
9.Zhou, Xiaojiang] Hunan Univ Chinese Med, Coll Pharm, Changsha 410208, Hunan, Peoples R China
10.[Qin, Xiaochu
11.Tu, Zhengchao] Chinese Acad Sci, Guangzhou Inst Biomed & Hlth, Guangzhou 510530, Guangdong, Peoples R China
12.[Wei, Xiaoyi] Chinese Acad Sci, Key Lab Plant Resources Conservat & Sustainable U, South China Bot Garden, Guangzhou 510650, Guangdong, Peoples R China
13.[Liao, Li
14.Chen, Bo] Polar Res Inst China, SOA Key Lab Polar Sci, Shanghai 200136, Peoples R China
Recommended Citation
GB/T 7714
Wang, Junfeng,He, Weijun,Qin, Xiaochu,et al. Three new indolyl diketopiperazine metabolites from the antarctic soil-derived fungus Penicillium sp SCSIO 05705[J]. RSC ADVANCES,2015,5(84):68736-68742.
APA Wang, Junfeng.,He, Weijun.,Qin, Xiaochu.,Wei, Xiaoyi.,Tian, Xinpeng.,...&yonghongliu@scsio.ac.cn.(2015).Three new indolyl diketopiperazine metabolites from the antarctic soil-derived fungus Penicillium sp SCSIO 05705.RSC ADVANCES,5(84),68736-68742.
MLA Wang, Junfeng,et al."Three new indolyl diketopiperazine metabolites from the antarctic soil-derived fungus Penicillium sp SCSIO 05705".RSC ADVANCES 5.84(2015):68736-68742.
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