Secondary metabolites from marine fungus Penicillium sp. SCS-KFD16 / 中草药

Objective To study the secondary metabolites of the marine fungus Penicillium sp. SCS-KFD16. Methods The metabolites were isolated and purified by silica gel, ODS column, and preparative HPLC methods. The structures of the compounds were identified by MS and NMR spectral data analysis. The DPPH radical scavenging, acetylcholinesterase, and α-glucosidase inhibitory activities of compounds were evaluated by DPPH method, Ellman colorimetric method, and PNPG method, respectively. Results Six compounds were isolated from the EtOAc extract of the fermentation broth of the marine fungus Penicillium sp. SCS-KFD16, and they were identified as 2-(4-hydroxy-2-methoxybenzyl)-5-methoxyphenol (1), penicillide (2), bioxanthracene 2 (3), 6-ethyl-2,4-dihydroxy-3-methylbenzaldehyde (4),4-(2-hydroxyethyl) phenol (5), and 2-(4-hydroxyphenethyl) acetate (6), respectively. Conclusion Compound 1 is a new compound named penicinol. Compounds 2-6 show DPPH radical scavenging activity and compound 4 exhibits inhibitory activity against α-glucosidase with an IC50 value of 24.4 μmol/L.

Pestalotiolide A, a New Antiviral Phthalide Derivative from a Soft Coral-derived Fungus Pestalotiopsis sp

Chemical investigation of the fermentation broth of a Soft Coral-Derived fungus Pestalotiopsis sp., led to the isolation of a new phthalide derivative, pestalotiolide A (1), three known analogues (2, 3 and 4), along with 5'-O-acetyl uridine (5) first isolated as a natural product. The structure of the new compound (1) was established by comprehensive spectroscopic analysis and chemical methods. Compounds 1 - 4 possessed varying degrees of antiviral activities, which was reported for the first time. Compared to the positive control ribavirin (IC50 = 418.0 microM), pestalotiolide A (1) exhibited significant anti-EV71 activity in vitro, with an IC50 value of 27.7 microM. Furthermore, the preliminary structure-activity relationship of antiviral activities was also discussed.

Viridicatol from Marine-derived Fungal Strain Penicillium sp. SF-5295 Exerts Anti-inflammatory Effects through Inhibiting NF-kappaB Signaling Pathway on Lipopolysaccharide-induced RAW264.7 and BV2 Cells

Viridicatol (1) has previously been isolated from the extract of the marine-derived fungus Penicillium sp. SF-5295. In the course of further biological evaluation of this quinolone alkaloid, anti-inflammatory effect of 1 in RAW264.7 and BV2 cells stimulated with lipopolysaccharide (LPS) was observed. In this study, our data indicated that 1 suppressed the expression of well-known pro-inflammatory mediators such as inducible nitric oxide synthase (iNOS) and cyclooxygenase (COX)-2, and consequently inhibited the production of iNOS-derived nitric oxide (NO) and COX-2-derived prostaglandin E2 (PGE2) in LPS stimulated RAW264.7 and BV2 cells. Compound 1 also reduced mRNA expression of pro-inflammatory cytokines such as interleukin-1beta (IL-1beta), interleukin-6 (IL-6), and tumor necrosis factor-alpha (TNF-alpha). In the further evaluation of the mechanisms of these anti-inflammatory effects, 1 was shown to inhibit nuclear factor-kappa B (NF-kappaB) pathway in LPS-stimulated RAW264.7 and BV2 cells. Compound 1 blocked the phosphorylation and degradation of inhibitor kappa B (IkappaB)-alpha in the cytoplasm, and suppressed the translocation of NF-kappaB p65 and p50 heterodimer in nucleus. In addition, viridicatol (1) attenuated the DNA-binding activity of NF-kappaB in LPS-stimulated RAW264.7 and BV2 cells.

Chemical constituents of a marine fungus Nigrospora sphaerica / 中国药学杂志

OBJECTIVE: To study the chemical constituents of the mycelium of a marine microorganism Nigrospora sphaerica. METHODS: Compounds were extracted and isolated by silica gel column chromatography, Sephadex LH-20 column chromatography and HPLC techniques and identified by spectroscopic analysis. RESULTS: Eleven compounds were isolated and identified as ergosta-5, 7, 22-triene-3β-ol(1), cholesterol(2), pyrrolopiperazine-2, 5-dione [cyclo-(Pro-Gly)](3), 3-methylpyrrolopiperazine-2, 5-di-one [cyclo-(Pro-Ala)](4), 3-benzylpyrrolopyrazine-2, 5-dione [cyclo-(Pro-Phe)](5), 3-benzyl-piper-azine-2, 5-dione [cyclo-(Gly-Phe)](6), 5-(hydroxymethyl)furan-2-carbaldehyde(7), leucine(8), 3, 6-dimethylpiperazine-2, 5-dione [cyclo-(Ala-Ala)](9), adenine(10) and uridine(11). CONCLUSION: Compounds 1, 3-7 and 11 are obtained from Nigrospora sphaerica for the first time.

Secondary metabolites of marine fungus Eutypella scoparia from the South China Sea and their antitumor activities / 中草药

Objective: To study the secondary metabolites of the marine fungus Eutypella scoparia from the South China Sea and their antitumor activities. Methods: The compounds were isolated by various chromatographic methods (silica gel, reverse silica gel, Sephadex-LH20, preparative TLC, and so on) and recrystallization. Their structures were identified by extensive analysis of their spectroscopic data. The inhibitory effects of these compounds on SF-268, MCF-7, and NCI-H460 cell lines were observed in vitro by MTT method. Results: Ten compounds (six pimarane diterpenes and four steroids) were isolated from the culture and identified as isopimara-8(14),15-diene (1), libertellenone A (2), scopararane B (3), diaporthein A (4), diaporthein B (5), 11-deoxydiaporthein A (6), (22E,24R)-ergosta-4,6,8(14)-22-tetraen-3-one (7), ergosterol (8), ergosterol peroxide (9), and cerevisterol (10). Compound 5 has the notable cytotoxic activities on SF-268, MCF-7, and NCI-H460 cell growth with IC 50 values of 9.2, 4.4, and 9.9 μmol/L, respectively. Conclusion: Compounds 1, 2, and 6-10 are isolated from the fungi of Eutypella (Nits.) Sacc. for the first time and compound 5 demonstrates the significant inhibition on above three cell lines.

Studies on the chemical constituents from the mycelia of marine fungus Aspergillus versicolor / 中国海洋药物

Objective To study the chemical constituents from mycelium of marine fungus Aspergillus versicolor.Methods The compounds were separated by column chromatography and their structures were elucidated based on chemical and spectral analysis. Results Seven compounds have been isolated from the acetone and methanol extracts from the mycelia of Aspergillus versicolor. Their structures were determined as sterigmatocystin (I), 6-methoxysterigmatocystin (II), averufin (III), tyrosine (IV), 3-methyl-pyrrolopiperazine-2, 5-dione (V), 3-isopropyl-pyrrolopiperazine-2, 5-dione (VI), carbamide (VII). Conclusion Compounds IV,V and VI were isolated for the first time from this genus of marine fungi.

Studies on the secondary metabolites from marine fungus 09-1-1-1 / 中国海洋药物

Objective To search for novel antifungal structures produced by marine fungus.Methods Using the Pyricularia oryzae (P.oryzaae) bioassay method to screen marine fungi led to the isolation of marine fungus 09-1-1-1.Active metabolites were isolated from the broth of the marine fungus 09-1-1-1.Results Two compounds were extracted from the mycelium and their structures were elucidated by various spectroscopic methods as 3a,12c-dihydro-8-hydroxy-6-methoxy-7H-furo\furo\xanthen-7-one(Ⅰ,sterigmatocystin) and 1,3,6,8-tetrahydroxy-2-(1-hydroxyhexyl)anthraquinone(Ⅱ,averantin).Conclusion The P.oryzae bioassay was a cheap,quick and convenient method for the screening of bioactive substances from marine fungi.Compound Ⅱ showed potent inhibitory activity to the mycelia of P.oryzae.The MIC of compound Ⅱagainst P.oryzae was 1.6 ?g?mL~(-1).

Advances in studies of antitumor metabolites from marine microorganisms / 中国海洋药物

In the past ten years, many new structurally unique antitumor compounds have been isolated from marine microorganisms. This article summarizes the research advances in antitumor metabolites from marine microorganisms in recent ten years, according to microorganisms species.