Expanstines A–D: four unusual isoprenoid epoxycyclohexenones generated by Penicillium expansum YJ-15 fermentation and photopromotion
Literature Information
Publication Date
2019-10-12
DOI
10.1039/C9QO01076A
Impact Factor
5.281
Authors
Jia-Peng Wang, Yan Shu, Shi-Xi Liu, Jun-Tao Hu, Cheng-Tong Sun, Hao Zhou, Dong Gan, Xue-Yun Cai, Wei Pu, Le Cai, Zhong-Tao Ding
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Abstract
Two new isoprenoid epoxycyclohexenones, expanstines A–B (1–2), and two novel isoprenoid epoxycyclohexenones, expanstines C–D (3–4), featuring an unusual oxetane ring were isolated from Penicillium expansum YJ-15. Their structures were initially investigated in detail by NMR spectroscopy, HRESIMS, XRD and ECD experiments. Expanstines A–D were derived under UV and visible light from 5 and 6, which plausibly underwent a rare intramolecular photoene reaction and a [2 + 2] Paternò–Büchi photoaddition respectively. Both 3 and 4 exhibited potent antibacterial activities against B. subtilis, with an MIC of 0.25 μg mL−1.
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Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
Recommended Compounds
BIS(I-PROPYLCYCLOPENTADIENYL)TITANIUM DICHLORIDE
CAS Number:
12130-65-3
Molecular Formula:
C16H22Cl2Ti
![[1-(5-Methyl-2-pyridinyl)-1H-pyrazol-4-yl]methanol structure](https://static.chemtradehub.com/structs/143/1439822-99-7-6cc9.webp "[1-(5-Methyl-2-pyridinyl)-1H-pyrazol-4-yl]methanol structure")
[1-(5-Methyl-2-pyridinyl)-1H-pyrazol-4-yl]methanol
CAS Number:
1439822-99-7
Molecular Formula:
C10H11N3O
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