Bialorastins A–F, highly oxygenated and polycyclic andrastin-type meroterpenoids with proangiogenic activity from the deep-sea cold-seep-derived fungus Penicillium bialowiezense CS-283

Yan, Li-Hong; Li, Pei-Hai; Li, Xiao-Ming; Yang, Sui-Qun; Liu, Ke-Chun; Zhang, Yun; Wang, Bin-Gui; Li, Xin

doi:10.1016/j.bioorg.2023.107073

Cited by 6 publications

(1 citation statement)

References 26 publications

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“…The genus Penicillium is distributed widely from plants, soil, and marine, and presents high significance from food biotechnology to plant pathology. − For example, these fungi can be used to produce blue cheese, penicillin, and biodegrade organic waste, and were especially famous for a necessary resource of a wide range of bioactive secondary metabolites. − In the biosynthetic pathway of fungi, the convergence of different core enzymes have created various complex hybrid natural products, − such as meroterpenoids − (Figure S1), originated from nonribosomal peptide synthetases (NRPSs) and terpene cyclases (TCs) . However, hybrid terpene–amino acid natural products are rare , (Figure S1).…”

Section: Introductionmentioning

confidence: 99%

Eurochevalierines A–I, Sesquiterpene Alkaloid Hybrids with Anti-Triple Negative Breast Cancer Activity from Penicillium sp. HZ-5

Zhang,

Li,

Zhang

et al. 2024

J. Agric. Food Chem.

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Nine new sesquiterpene alkaloids, eurochevalierines A−I (1−9), were separated from the rice cultures of the endophytic fungus Penicillium sp. HZ-5 originated from the fresh leaf of Hypericum wilsonii N. Robson. The structures' illumination was conducted by single-crystal X-ray diffraction, extensive spectroscopic analysis, alkaline hydrolysis reaction, and Snatzke's method. Importantly, the antitumor activities screen of these isolates indicated that 1 could suppress triple negative breast cancer (TNBC) cell proliferation and induce apoptosis, with an IC 50 value of 5.4 μM, which is comparable to the positive control docetaxel (DXT). Flow cytometry experiments mentioned that compound 1 significantly reduced mitochondrial membrane potential (MMP) of TNBC cells. In addition, 1 could activate caspase-3 and elevated the levels of reactive oxygen species (ROS) and expressions of suppressive cytokines and chemokines. Further Western blot analysis showed that 1 could selectively induce mitochondriadependent apoptosis in TNBC cells via the BAX/BCL-2 pathway. Remarkably, these finding provide a new natural product skeleton for the treatment of TNBC.

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Section: Introductionmentioning

confidence: 99%

Eurochevalierines A–I, Sesquiterpene Alkaloid Hybrids with Anti-Triple Negative Breast Cancer Activity from Penicillium sp. HZ-5

Zhang,

Li,

Zhang

et al. 2024

J. Agric. Food Chem.

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New Phthalides and Isochromanone Derivatives from the Deep‐Sea‐Derived Fungus Penicillium bialowiezense A3

Lv,

Gong,

Zhang

et al. 2024

Chemistry & Biodiversity

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Two new phthalide derivatives, namely bialowalides A (1) and B (8), and one new isochromanone analogue biourgalide C (11), together with 8 known phthalides (2–7, 9, and 10) as well as two known isochromanones (12 and 13) were discovered from the EtOAc extract of the deep‐sea‐derived fungus Penicillium bialowiezense A3. The structures were resolved on the basis of extensive spectroscopic analyses (NMR and HRESIMS data), in association with the modified Mosher's method and ECD data for the determination of the absolute configurations. All isolated secondary metabolites (1–13) were tested their antiviral activities against the SARS‐CoV‐2 trVLP pseudovirus at a concentration of 25 μM. As a result, compounds 1, 5, 11, and 12 exhibited the inhibitory effects against the luminescence at 46.2 %, 39.6 %, 45.5 %, and 48.8 %, respectively.

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Penisimplinoids A-K, highly oxygenated andrastin-type meroterpenoids with diverse activities from the marine-derived fungus Penicillium simplicissimum

Yang,

Han,

Jiang

et al. 2024

Bioorganic Chemistry

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Bialorastins A–F, highly oxygenated and polycyclic andrastin-type meroterpenoids with proangiogenic activity from the deep-sea cold-seep-derived fungus Penicillium bialowiezense CS-283

Cited by 6 publications

References 26 publications

Eurochevalierines A–I, Sesquiterpene Alkaloid Hybrids with Anti-Triple Negative Breast Cancer Activity from Penicillium sp. HZ-5

Eurochevalierines A–I, Sesquiterpene Alkaloid Hybrids with Anti-Triple Negative Breast Cancer Activity from Penicillium sp. HZ-5

New Phthalides and Isochromanone Derivatives from the Deep‐Sea‐Derived Fungus Penicillium bialowiezense A3

Penisimplinoids A-K, highly oxygenated andrastin-type meroterpenoids with diverse activities from the marine-derived fungus Penicillium simplicissimum

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