Pseudaboydins A and B: Novel Isobenzofuranone Derivatives from Marine Fungus Pseudallescheria boydii Associated with Starfish Acanthaster planci

Lan, Wen‐Jian; Liu, Wei; Liang, Wei; Xu, Zhuo; Le, Xiu; Xu, Jing; Lam, Chi‐Keung; Yang, Dan; Li, Hou-Jin; Wang, Laiyou

doi:10.3390/md12074188

Cited by 41 publications

(31 citation statements)

References 26 publications

(30 reference statements)

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“…In recent years, we conducted research on the metabolites of marine fungi isolated from starfish Acanthaster planci and obtained a series of novel and/or bioactive metabolites [13,14,15,16]. In the current work, a marine fungus, Neosartorya pseudofischeri , was isolated from the inner tissue of Acanthaster planci .…”

Section: Introductionmentioning

confidence: 99%

Exploring the Chemodiversity and Biological Activities of the Secondary Metabolites from the Marine Fungus Neosartorya pseudofischeri

Liang

et al. 2014

Marine Drugs

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The production of fungal metabolites can be remarkably influenced by various cultivation parameters. To explore the biosynthetic potentials of the marine fungus, Neosartorya pseudofischeri, which was isolated from the inner tissue of starfish Acanthaster planci, glycerol-peptone-yeast extract (GlyPY) and glucose-peptone-yeast extract (GluPY) media were used to culture this fungus. When cultured in GlyPY medium, this fungus produced two novel diketopiperazines, neosartins A and B (1 and 2), together with six biogenetically-related known diketopiperazines,1,2,3,4-tetrahydro-2,3-dimethyl-1,4-dioxopyrazino[1,2-a]indole (3), 1,2,3,4-tetrahydro-2-methyl-3-methylene-1,4-dioxopyrazino[1,2-a]indole (4), 1,2,3,4-tetrahydro-2-methyl-1,3,4-trioxopyrazino[1,2-a] indole (5), 6-acetylbis(methylthio)gliotoxin (10), bisdethiobis(methylthio)gliotoxin (11), didehydrobisdethiobis(methylthio)gliotoxin (12) and N-methyl-1H-indole-2-carboxamide (6). However, a novel tetracyclic-fused alkaloid, neosartin C (14), a meroterpenoid, pyripyropene A (15), gliotoxin (7) and five known gliotoxin analogues, acetylgliotoxin (8), reduced gliotoxin (9), 6-acetylbis(methylthio)gliotoxin (10), bisdethiobis(methylthio) gliotoxin (11) and bis-N-norgliovictin (13), were obtained when grown in glucose-containing medium (GluPY medium). This is the first report of compounds 3, 4, 6, 9, 10 and 12 as naturally occurring. Their structures were determined mainly by MS, 1D and 2D NMR data. The possible biosynthetic pathways of gliotoxin-related analogues and neosartin C were proposed. The antibacterial activity of compounds 2–14 and the cytotoxic activity of compounds 4, 5 and 7–13 were evaluated. Their structure-activity relationships are also preliminarily discussed.

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Section: Introductionmentioning

confidence: 99%

Exploring the Chemodiversity and Biological Activities of the Secondary Metabolites from the Marine Fungus Neosartorya pseudofischeri

Liang

et al. 2014

Marine Drugs

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“…By comparison with the literature data, the remaining known compounds were identied as isohomoarbutin (9) (14), 34 and 2,2-dimethylchroman-3,6-diol (15).…”

Section: 28mentioning

confidence: 99%

Hydroquinone derivatives from the marine-derived fungus Gliomastix sp.

et al. 2017

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Eight new hydroquinone derivatives, gliomastins A-D (1-4), 9-O-methylgliomastin C (5), acremonin A 1-Ob-D-glucopyranoside (6), gliomastin E 1-O-b-D-glucopyranoside (7), and 6together with seven known analogues were isolated from the marine-derived fungus Gliomastix sp. Their structures were elucidated by extensive spectroscopic analysis including 1D and 2D NMR measurements aided by DFT NMR calculations as well as MS data. TDDFT-ECD and OR calculations were performed to determine the absolute configurations of 1 and the aglycones of 6 and 7. Compound 1 features a novel skeleton, biogenetically derived from a Diels-Alder reaction between derivatives of 11 and 13. Compound 2 represents a rare sulfur-containing alkaloid derived from the known hydroquinone 13.Compounds 1, 10 and 12 showed strong cytotoxicity against the L5178Y mouse lymphoma cell line with IC 50 values of 1.8, 1.0 and 1.1 mM, respectively. Compound 3 exhibited moderate antitubercular activity against Mycobacterium tuberculosis with a MIC value of 12.5 mM.

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“…Moderate cytotoxic activity was noted upon treating nasopharyngeal carcinoma cell lines with Pseudaboydin A (Lan et al, 2014). Stellettin B, isolated from Marine Sponge Jaspis stellifera is a triterpene.…”

Section: Ammad Ahmad Farooqi Et Almentioning

confidence: 99%

Drugs from Marine Sources: Modulation of TRAIL Induced Apoptosis in Cancer Cells

Farooqı

Attar²,

Gasparri³

2014

Asian Pacific Journal of Cancer Prevention

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There have been overwhelming advances in molecular oncology and data obtained through high-throughput technologies have started to shed light on wide ranging molecular mechanisms that underpin cancer progression. Increasingly it is being realized that marine micro-organisms and the biodiversity of plankton are rich sources of various anticancer compounds. Marine derived compounds play major roles in inducing apoptosis in cancer cells. More importantly, various agents have been noted to enhance TRAIL induced apoptosis in cancer cells by functionalizing intrinsic and extrinsic pathways. In this commentary, a list of marine derived compounds reported to induce apoptosis is discussed.

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Pseudaboydins A and B: Novel Isobenzofuranone Derivatives from Marine Fungus Pseudallescheria boydii Associated with Starfish Acanthaster planci

Cited by 41 publications

References 26 publications

Exploring the Chemodiversity and Biological Activities of the Secondary Metabolites from the Marine Fungus Neosartorya pseudofischeri

Exploring the Chemodiversity and Biological Activities of the Secondary Metabolites from the Marine Fungus Neosartorya pseudofischeri

Hydroquinone derivatives from the marine-derived fungus Gliomastix sp.

Drugs from Marine Sources: Modulation of TRAIL Induced Apoptosis in Cancer Cells

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