Penicillivinacine, antimigratory diketopiperazine alkaloid from the marine-derived fungus Penicillium vinaceum

Asiri, Ibrahim AL-Hossain; Badr, Jihan M.; Youssef, Diaa T. A.

doi:10.1016/j.phytol.2015.05.014

Cited by 58 publications

(43 citation statements)

References 26 publications

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“…By comparison of the NMR and MS spectroscopic data with those reported in the literature, 12 known compounds were then identified to be macrolactin A ( 2 ) [10], macrolactin F ( 3 ) [11], cyclo( d )-Pro-( d )-Leu ( 4 ) [12] cyclo-(Leu-Thr) ( 5 ) [13], thymidine ( 6 ) [14], 2′- O -methyluridine ( 7 ) [15], indol-3-carbaldehyde ( 8 ) [16], 2-(1 H -indol-3-yl)ethan-1-ol ( 9 ) [17], 2-hydroxy phenyl acetic acid ( 10 ) [18], 4-(hydroxymethyl)phenol ( 11 ) [15], 2-(4-hydroxyphenyl)-ethanol ( 12 ) [19], and 2,3-butanediol ( 13 ) [20]. …”

Section: Resultsmentioning

confidence: 99%

Anti-Allergic Compounds from the Deep-Sea-Derived Actinomycete Nesterenkonia flava MCCC 1K00610

et al. 2017

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A novel cyclic ether, nesterenkoniane (1), was isolated from the deep-sea-derived actinomycete Nesterenkonia flava MCCC 1K00610, together with 12 known compounds, including two macrolides (2, 3), two diketopiperazines (4, 5), two nucleosides (6, 7), two indoles (8, 9), three phenolics (10–12), and one butanol derivate (13). Their structures were established mainly on detailed analysis of the NMR and MS spectroscopic data. All 13 compounds were tested for anti-allergic activities using immunoglobulin E (IgE) mediated rat mast RBL-2H3 cell model. Under the concentration of 20 μg/mL, 1 exhibited moderate anti-allergic activity with inhibition rate of 9.86%, compared to that of 37.41% of the positive control, loratadine. While cyclo(d)-Pro-(d)-Leu (4) and indol-3-carbaldehyde (8) showed the most potent effects with the IC50 values of 69.95 and 57.12 μg/mL, respectively, which was comparable to that of loratadine (IC50 = 35.01 μg/mL). To the best of our knowledge, it is the first report on secondary metabolites from the genus of Nesterenkonia.

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Section: Resultsmentioning

confidence: 99%

Anti-Allergic Compounds from the Deep-Sea-Derived Actinomycete Nesterenkonia flava MCCC 1K00610

et al. 2017

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“…P. vinaceum was the source of penicillivinacine 431, which exhibited potent antimigratory activity against the highly metastatic breast cancer cell line MDA-MB-231. 269 A sponge-derived Penicillium sp. yielded the fusarielin analogue 432 when grown axenically but coculture of this strain with another Penicillium strain obtained from the same sponge elicited production of the known compounds norlichexanthone 270 and monocerin 271 433 (rst time MNP), neither of which was detected in the individual axenic cultures of the two strains.…”

Section: Marine-sourced Fungi (Excluding From Mangroves)mentioning

confidence: 99%

Marine natural products

et al. 2017

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Covering: 2015. Previous review: Nat. Prod. Rep., 2016, 33, 382-431This review covers the literature published in 2015 for marine natural products (MNPs), with 1220 citations (792 for the period January to December 2015) referring to compounds isolated from marine microorganisms and phytoplankton, green, brown and red algae, sponges, cnidarians, bryozoans, molluscs, tunicates, echinoderms, mangroves and other intertidal plants and microorganisms. The emphasis is on new compounds (1340 in 429 papers for 2015), together with the relevant biological activities, source organisms and country of origin. Reviews, biosynthetic studies, first syntheses, and syntheses that lead to the revision of structures or stereochemistries, have been included.

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“…Furthermore, using Marfey's method, the absolute configurations of compound 1 were confirmed. 8 The known compounds were identified as pseurotin A (2), 9 fumigaclavine C (3), 10 isochaetominine (4), 11 cyclo(L-Pro-Ltyr) (5), 12 cyclo-trans-4-OH-(L)-Pro-(L)-Phe (6), 13 brevianamide F (7) 14 and spirotryprostatins A (8) and B (9) 15 by comparison of their NMR data with literature values. All isolates 1-9 were evaluated for their antibacterial activities using 4 bacterial strains, Staphylococcus aureus (ATCC 29213), Escherichia coli (ATCC 25922), Pseudomonas aeruginosa (ATCC 27853), and Acinetobacter baumannii (ATCC 19606).…”

Section: Resultsmentioning

confidence: 99%

Nitrogen-Containing Compounds From Mangrove-Derived Fungus Aspergillus sp. 87

Luo

Lang

She

et al. 2020

Natural Product Communications

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Nine nitrogen-containing compounds including 1 new alkaloid, aspergilamide A (1), and 8 known alkaloids and dipeptides, pseurotin A (2), fumigaclavine C (3), isochaetominine (4), cyclo(L-Pro-L-tyr) (5), cyclo- trans-4-OH-(L)-Pro-(L)-Phe (6), brevianamide F (7), and spirotryprostatins A and B (8 and 9), were obtained from the mangrove-derived fungus Aspergillus sp. 87. Their structures were identified by extensive spectroscopic analyses. All compounds did not show significant antibacterial activities.

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Penicillivinacine, antimigratory diketopiperazine alkaloid from the marine-derived fungus Penicillium vinaceum

Cited by 58 publications

References 26 publications

Anti-Allergic Compounds from the Deep-Sea-Derived Actinomycete Nesterenkonia flava MCCC 1K00610

Anti-Allergic Compounds from the Deep-Sea-Derived Actinomycete Nesterenkonia flava MCCC 1K00610

Marine natural products

Nitrogen-Containing Compounds From Mangrove-Derived Fungus Aspergillus sp. 87

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