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Keywords = Penicillium brefeldianum

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11 pages, 1846 KiB  
Article
Paspalines C–D and Paxillines B–D: New Indole Diterpenoids from Penicillium brefeldianum WZW-F-69
by Weiwen Lin, Hanpeng Li, Zhiwen Wu, Jingyi Su, Zehong Zhang, Li Yang, Xianming Deng and Qingyan Xu
Mar. Drugs 2022, 20(11), 684; https://doi.org/10.3390/md20110684 - 29 Oct 2022
Cited by 8 | Viewed by 2830
Abstract
Five new indole diterpenoids named paspaline C–D (12) and paxilline B–D (35), as well as eleven known analogues (616), were identified from fungus Penicillium brefeldianum strain WZW-F-69, which was isolated from [...] Read more.
Five new indole diterpenoids named paspaline C–D (12) and paxilline B–D (35), as well as eleven known analogues (616), were identified from fungus Penicillium brefeldianum strain WZW-F-69, which was isolated from an abalone aquaculture base in Fujian province, China. Their structures were elucidated mainly through 1D- and 2D-NMR spectra analysis and ECD comparison. Compound 1 has a 6/5/5/6/6/8 hexacyclic ring system bearing 2,2-dimethyl-1,3-dioxocane, which is rare in natural products. Compound 2 has an unusual open F-ring structure. The cytotoxic activities against 10 cancer cell lines and antimicrobial activities against model bacteria and fungi of all compounds were assayed. No compound showed antimicrobial activity, but at a concentration of 1 μM, compounds 1 and 6 exhibited the highest inhibition rates of 71.2% and 83.4% against JeKo-1 cells and U2OS cells, respectively. Full article
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10 pages, 845 KiB  
Article
Novel Antioxidants and α-Glycosidase and Protein Tyrosine Phosphatase 1B Inhibitors from an Endophytic Fungus Penicillium brefeldianum F4a
by Yan Bai, Ping Yi, Songya Zhang, Jiangchun Hu and Huaqi Pan
J. Fungi 2021, 7(11), 913; https://doi.org/10.3390/jof7110913 - 27 Oct 2021
Cited by 10 | Viewed by 2910
Abstract
Oxidative stress plays a very important role in the progression of diabetes and its complications. A therapeutic agent that is both antidiabetic and antioxidant would be the preferred choice for the treatment of diabetes. The crude extract of the endophytic fungus Penicillium brefeldianum [...] Read more.
Oxidative stress plays a very important role in the progression of diabetes and its complications. A therapeutic agent that is both antidiabetic and antioxidant would be the preferred choice for the treatment of diabetes. The crude extract of the endophytic fungus Penicillium brefeldianum F4a has significant antioxidant and α-glycosidase and protein tyrosine phosphatase 1B (PTP1B) inhibition activities. Chemical investigation of P. brefeldianum F4a using an activity-guided isolation led to the discovery of three new compounds called peniorcinols A–C (13) along with six known compounds: penialidins A (4), penialidin F (5), myxotrichin C (6), riboflavin (7), indole-3-acetic acid (8), and 2-(4-hydroxy-2-methoxy-6-methylphenyl) acetic acid (9). Their chemical structures were established by their NMR and HRESIMS. The absolute configurations of 1 and 3 were determined by experimental and calculated electronic circular dichroism (ECD). Their antioxidant activities were evaluated by DPPH and ABTS•+ scavenging assays. Compounds 16 and 89 showed moderate to strong free radical scavenging activities. Significantly, 46 exhibited more potent ABTS•+ scavenging activity than that of the positive control. Their α-glycosidase and PTP1B inhibition activities were tested. Among them, compound 3 showed α-glucosidase inhibition activity, and compounds 7 and 8 showed PTP1B inhibitory activity for the first time. It is worth noting that 3 and 8 displayed both antioxidant and α-glycosidase or PTP1B inhibition activities. These finding suggest that compounds 3 and 8 could be used as lead compounds to generate new potent drugs for the treatment of oxidative stress-related diabetes. Full article
(This article belongs to the Section Fungal Cell Biology, Metabolism and Physiology)
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11 pages, 694 KiB  
Article
Prenylated Indolediketopiperazine Peroxides and Related Homologues from the Marine Sediment-Derived Fungus Penicillium brefeldianum SD-273
by Chun-Yan An, Xiao-Ming Li, Chun-Shun Li, Gang-Ming Xu and Bin-Gui Wang
Mar. Drugs 2014, 12(2), 746-756; https://doi.org/10.3390/md12020746 - 27 Jan 2014
Cited by 26 | Viewed by 7258
Abstract
Three new indolediketopiperazine peroxides, namely, 24-hydroxyverruculogen (1), 26-hydroxyverruculogen (2), and 13-O-prenyl-26-hydroxyverruculogen (3), along with four known homologues (47), were isolated and identified from the culture extract of the marine sediment-derived fungus [...] Read more.
Three new indolediketopiperazine peroxides, namely, 24-hydroxyverruculogen (1), 26-hydroxyverruculogen (2), and 13-O-prenyl-26-hydroxyverruculogen (3), along with four known homologues (47), were isolated and identified from the culture extract of the marine sediment-derived fungus Penicillium brefeldianum SD-273. Their structures were determined based on the extensive spectroscopic analysis and compound 1 was confirmed by X-ray crystallographic analysis. The absolute configuration of compounds 13 was determined using chiral HPLC analysis of their acidic hydrolysates. Each of the isolated compounds was evaluated for antibacterial and cytotoxic activity as well as brine shrimp (Artemia salina) lethality. Full article
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