Didymorenloids A and B, two polycyclic cyclopenta[<i>b</i>]fluorene-type alkaloids with anti-hepatoma activity from the mangrove endophytic fungus <i>Didymella</i> sp. CYSK-4

Chen, Yan; Yang, Wencong; Zhu, Ge; Wang, Guisheng; Chen, Tao; Li, Hang; Yuan, Jie; She, Zhigang

doi:10.1039/d3qo01917a

Cited by 3 publications

(3 citation statements)

References 25 publications

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“…To date, more than 1500 new metabolites have been found from Mangrovederived fungi [1,[3][4][5][6]. Among them, alkaloids are a kind of important metabolites with chemical structural diversity and pharmacological activity [1,7,8], such as cytotoxic [9], antibacterial [10], antiviral [11], anti-inflammatory [12], and enzyme inhibitor activities [13]. For example, epipolythiodioxopiperazine (ETP) alkaloid, penicisulfuranol A, was isolated from the mangrove endophytic fungus Penicillium janthinellum HDN13-309, which was a C-terminal inhibitor of Hsp90 showing cytotoxicity [14], and pyrazinopyrimidine-type alkaloid, deg-pyrasplorine B, showed anti-influenza A virus H1N1 activity with the IC 50 of 50 µmol/L [15].…”

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confidence: 99%

Bioactive Alkaloids from the Mangrove-Derived Fungus Nigrospora oryzae SYSU-MS0024

Chen,

Guo

et al. 2024

Marine Drugs

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Chemical investigation of marine fungus Nigrospora oryzae SYSU-MS0024 cultured on solid-rice medium led to the isolation of three new alkaloids, including a pair of epimers, nigrosporines A (1) and B (2), and a pair of enantiomers, (+)-nigrosporine C (+)-3, and (−)-nigrosporine C (−)-3, together with eight known compounds (4–11). Their structures were elucidated based on extensive mass spectrometry (MS) and 1D/2D nuclear magnetic resonance (NMR) spectroscopic analyses and compared with data in the literature. The absolute configurations of compounds 1–3 were determined by a combination of electronic circular dichroism (ECD) calculations, Mosher’s method, and X-ray single-crystal diffraction technique using Cu Kα radiation. In bioassays, compound 2 exhibited moderate inhibition on NO accumulation induced by lipopolysaccharide (LPS) on BV-2 cells in a dose-dependent manner at 20, 50, and 100 μmol/L and without cytotoxicity in a concentration of 100.0 μmol/L. Moreover, compound 2 also showed moderate acetylcholinesterase (AChE) inhibitory activities with IC50 values of 103.7 μmol/L. Compound 5 exhibited moderate antioxidant activity with EC50 values of 167.0 μmol/L.

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Section: Introductionmentioning

confidence: 99%

Bioactive Alkaloids from the Mangrove-Derived Fungus Nigrospora oryzae SYSU-MS0024

Chen,

Guo

et al. 2024

Marine Drugs

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“…To date, more than 1300 new compounds have been identified from mangrove-derived fungi [ 29 ]. In our ongoing research search for bioactive compounds from mangrove endophytic fungi [ 30 , 31 , 32 , 33 ], the strain Talaromyces sp. JNQQJ-4 isolated from the leaf of Kandelia obovata was investigated.…”

Section: Introductionmentioning

confidence: 99%

Talaroacids A–D and Talaromarane A, Diterpenoids with Anti-Inflammatory Activities from Mangrove Endophytic Fungus Talaromyces sp. JNQQJ-4

Wang,

Wu,

et al. 2024

IJMS

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Five new diterpenes including four diterpenes with 1,2,3,4,4a,5,6,8a-octalin skeleton talaroacids A–D (1–4) and an isopimarane diterpenoid talaromarane A (5) were isolated from the mangrove endophytic fungus Talaromyces sp. JNQQJ-4. Their structures and absolute configurations were determined by analysis of high-resolution electrospray ionization mass spectroscopy (HRESIMS), 1D/2D Nuclear Magnetic Resonance (NMR) spectra, single-crystal X-ray diffraction, quantum chemical calculation, and electronic circular dichroism (ECD). Talaromarane A (5) contains a rare 2-oxabicyclo [3.2.1] octan moiety in isopimarane diterpenoids. In bioassays, compounds 1, 2, 4, and 5 displayed significant anti-inflammatory activities with the IC50 value from 4.59 to 21.60 μM.

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“…CYSK-4, was confirmed by X-ray analysis. 1 A biosynthetic pathway to didymorenloid A 1 , involving tyrosine and two polyketide chains, has been proposed. Didymorenloid A 1 showed potent cytotoxic activity.…”

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confidence: 99%

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Hill,

Sutherland

2024

Nat. Prod. Rep.

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Didymorenloids A and B, two polycyclic cyclopenta[b]fluorene-type alkaloids with anti-hepatoma activity from the mangrove endophytic fungus Didymella sp. CYSK-4

Abstract: Didymorenloid A (1), a polycyclic cyclopenta[b]fluorene-type alkaloid with a new skeleton, together with one new analogue didymorenloid B (2), were isolated from the mangrove endophytic fungus Didymella sp. CYSK-4 under...

Cited by 3 publications

References 25 publications

Bioactive Alkaloids from the Mangrove-Derived Fungus Nigrospora oryzae SYSU-MS0024

Bioactive Alkaloids from the Mangrove-Derived Fungus Nigrospora oryzae SYSU-MS0024

Talaroacids A–D and Talaromarane A, Diterpenoids with Anti-Inflammatory Activities from Mangrove Endophytic Fungus Talaromyces sp. JNQQJ-4

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