scholarly journals Metabolites with Anti-Inflammatory Activity from the Mangrove Endophytic Fungus Diaporthe sp. QYM12

Marine Drugs ◽  
2021 ◽  
Vol 19 (2) ◽  
pp. 56
Author(s):  
Yan Chen ◽  
Ge Zou ◽  
Wencong Yang ◽  
Yingying Zhao ◽  
Qi Tan ◽  
...  

One new diterpenoid, diaporpenoid A (1), two new sesquiterpenoids, diaporpenoids B–C (2,3) and three new α-pyrone derivatives, diaporpyrones A–C (4–6) were isolated from an MeOH extract obtained from cultures of the mangrove endophytic fungus Diaporthe sp. QYM12. Their structures were elucidated by extensive analysis of spectroscopic data. The absolute configurations were determined by electronic circular dichroism (ECD) calculations and a comparison of the specific rotation. Compound 1 had an unusual 5/10/5-fused tricyclic ring system. Compounds 1 and 4 showed potent anti-inflammatory activities by inhibiting the production of nitric oxide (NO) in lipopolysaccharide (LPS)-induced RAW264.7 cells with IC50 values of 21.5 and 12.5 μM, respectively.

Marine Drugs ◽  
2021 ◽  
Vol 20 (1) ◽  
pp. 5
Author(s):  
Xiaoya Qin ◽  
Jiguo Huang ◽  
Dexiong Zhou ◽  
Wenxiu Zhang ◽  
Yanjun Zhang ◽  
...  

Four undescribed compounds, guhypoxylonols A (1), B (2), C (3), and D (4), were isolated from the mangrove endophytic fungus Aspergillus sp. GXNU-Y45, together with seven previously reported metabolites. The structures of 1–4 were elucidated based on analysis of HRESIMS and NMR spectroscopic data. The absolute configurations of the stereogenic carbons in 1–3 were established through a combination of spectroscopic data and electronic circular dichroism (ECD). Compounds 1–11 were evaluated for their anti-inflammatory activity. Compounds 1, 3, 4, and 6 showed an inhibitory activity against the production of nitric oxide (NO), with the IC50 values of 14.42 ± 0.11, 18.03 ± 0.14, 16.66 ± 0.21, and 21.05 ± 0.13 μM, respectively.


Marine Drugs ◽  
2022 ◽  
Vol 20 (1) ◽  
pp. 44
Author(s):  
Hee Jae Shin ◽  
Chang-Su Heo ◽  
Cao Van Anh ◽  
Yeo Dae Yoon ◽  
Jong Soon Kang

Four new streptoglycerides E–H (1–4), with a rare 6/5/5/-membered ring system, were isolated from a marine-derived actinomycete Streptomyces specialis. The structures of 1–4 were elucidated by detailed analysis of HRESIMS, 1D and 2D NMR data and ECD spectra as well as comparison of their spectroscopic data with those reported in literature. Compounds 1–4 showed significant anti-inflammatory activity by inhibiting lipopolysaccharide (LPS)-induced nitric oxide (NO) production in Raw 264.7 cells with IC50 values ranging from 3.5 to 10.9 µM. Especially, 2 suppressed mRNA expression levels of iNOS and IL-6 without cytotoxicity.


2020 ◽  
Author(s):  
Yi Zhang ◽  
Evgenia Glukhov ◽  
Haobin Yu ◽  
Lena Gerwick ◽  
Pieter Dorrestein ◽  
...  

<p>LC-MS<sup>2</sup>-based molecular networking using the Global Natural Products Social (GNPS) tool revealed a rich assortment of brominated compounds present in the antioxidant fraction of a red algal extract (<i>Ceramium</i> sp.) Further chemical investigation led to discovery of one monomeric bromophenol (lanosol isopropyl ether, <b>1</b>) and seven dimeric ones (bromourceolatols A-G, <b>2</b>-<b>8</b>), all of which are previously undescribed. Their structures were elucidated by extensive analysis of their spectroscopic data. Compounds <b>2</b>-<b>8 </b>were determined to be racemic trans-type isomers by NOESY, specific optical rotation, and ECD. Compounds <b>1</b> and <b>3</b> displayed antioxidant activity with their EC<sub>50</sub> of 44.4 and 47.0 μM, respectively, for scavenging DPPH free radicals while compounds <b>2</b> and <b>4</b> had approximate EC<sub>50</sub> values of ~ 64 μM. Furthermore, compounds <b>2</b>, <b>3</b>, and <b>7</b> exhibited relatively potent anti-inflammatory activity at 32 μM by quenching 97%, 47%, and 73% of nitric oxide induced by bacterial lipopolysaccharide in macrophage RAW264.7 cells, respectively.</p>


2020 ◽  
Author(s):  
Yi Zhang ◽  
Evgenia Glukhov ◽  
Haobin Yu ◽  
Lena Gerwick ◽  
Pieter Dorrestein ◽  
...  

<p>LC-MS<sup>2</sup>-based molecular networking using the Global Natural Products Social (GNPS) tool revealed a rich assortment of brominated compounds present in the antioxidant fraction of a red algal extract (<i>Ceramium</i> sp.) Further chemical investigation led to discovery of one monomeric bromophenol (lanosol isopropyl ether, <b>1</b>) and seven dimeric ones (bromourceolatols A-G, <b>2</b>-<b>8</b>), all of which are previously undescribed. Their structures were elucidated by extensive analysis of their spectroscopic data. Compounds <b>2</b>-<b>8 </b>were determined to be racemic trans-type isomers by NOESY, specific optical rotation, and ECD. Compounds <b>1</b> and <b>3</b> displayed antioxidant activity with their EC<sub>50</sub> of 44.4 and 47.0 μM, respectively, for scavenging DPPH free radicals while compounds <b>2</b> and <b>4</b> had approximate EC<sub>50</sub> values of ~ 64 μM. Furthermore, compounds <b>2</b>, <b>3</b>, and <b>7</b> exhibited relatively potent anti-inflammatory activity at 32 μM by quenching 97%, 47%, and 73% of nitric oxide induced by bacterial lipopolysaccharide in macrophage RAW264.7 cells, respectively.</p>


2020 ◽  
Vol 15 (12) ◽  
pp. 1934578X2098522
Author(s):  
Xian Zhang ◽  
Fa-Lei Zhang ◽  
Xing Wu ◽  
Ke Ye ◽  
Xiao Lv ◽  
...  

A previously undescribed polyketide (1) and 3 known analogs (2-4) were obtained from cultures of the potato endophytic fungus Aspergillus carneus. The structures were elucidated on the basis of extensive nuclear magnetic resonance spectroscopic data. The absolute configuration of 1 was further determined by electronic circular dichroism and optical rotation calculations. Compounds 1-4 showed moderate antifungal activity against plant pathogens. Compounds 1, 2, and 4 inhibited nitric oxide production in lipopolysaccharide-stimulated RAW264.7 cells, with half-maximal inhibitory concentration values of 13.36, 30.16, and 51.47 µM, respectively. Compound 4 showed effective antioxidant activity.


2014 ◽  
Vol 10 ◽  
pp. 2677-2682 ◽  
Author(s):  
Zhi Kai Guo ◽  
Rong Wang ◽  
Wei Huang ◽  
Xiao Nian Li ◽  
Rong Jiang ◽  
...  

An unusual C18 norditerpenoid, aspergiloid I (1), was isolated from the culture broth of Aspergillus sp. YXf3, an endophytic fungus derived from Ginkgo biloba. Its structure was unambiguously established by analysis of HRMS–ESI and spectroscopic data, and the absolute configuration was determined by low-temperature (100 K) single crystal X-ray diffraction with Cu Kα radiation. This compound is structurally characterized by a new carbon skeleton with an unprecedented 6/5/6 tricyclic ring system bearing an α,β-unsaturated spirolactone moiety in ring B, and represents a new subclass of norditerpenoid, the skeleton of which is named aspergilane. The hypothetical biosynthetic pathway for 1 was also proposed. The cytotoxic, antimicrobial, anti-oxidant and enzyme inhibitory activities of 1 were evaluated.


Marine Drugs ◽  
2018 ◽  
Vol 16 (11) ◽  
pp. 404 ◽  
Author(s):  
Szu-Yin Yu ◽  
Shih-Wei Wang ◽  
Tsong-Long Hwang ◽  
Bai-Luh Wei ◽  
Chien-Jung Su ◽  
...  

One new neolignan, racelactone A (1), together with seven known compounds (2−8) were isolated from the methanolic extract of the leaves and twigs of Lumnitzera racemosa. The structure of racelactone A (1) was determined on the basis of the mass and NMR spectroscopic data interpretation. With respect to bioactivity, compound 1 displayed an anti-angiogenic effect by suppressing tube formation. Furthermore, compounds 1, 4, and 5 showed significant anti-inflammatory effects with IC50 values of 4.95 ± 0.89, 1.95 ± 0.40, and 2.57 ± 0.23 μM, respectively. The plausible biosynthesis pathway of racelactone A (1) was proposed.


2021 ◽  
Vol 19 (2) ◽  
pp. 301-307
Author(s):  
Pham Anh Thu ◽  
Nguyen Hoang Son ◽  
Le Thanh Huong ◽  
Nguyen Hai Dang

Inflammation is the body's homeostatic defense mechanism in which the immune system reacts to remove foreign bodies. Chronic inflammation can increase the risk for additional damage like autoimmune diseases, arthritis, diabetes and can result in death. Amomum maximum Roxb and Amomum muricarpum Elmer distributed widely in Vietnam have been used in traditional medicine for treatment of some gastrointestinal diseases. This study aimed to investigate the anti-inflammatory effects of the methanol extracts of A. maximum (AMM) and A. muricarpum Elmer (AMC) in murine macrophage RAW 264.7 cell line. The total extracts showed that the extracts exhibited low cytotoxicity and potent anti-inflammatory activities by suppressing excessive nitric oxide (NO). The IC50 values of AMC and AMM were found to be 12.67 ± 1.7 µg/mL and 42.7 ± 2.5 µg/mL, respectively. To elucidate the underlying mechanism, the expressions of inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) were evaluated using Western blot analysis. Our data demonstrated that AMC reduced the inflammatory response in a lipopolysaccharide (LPS)-induced RAW264.7 cell model via inhibition of iNOS and COX-2 while AMM seemed to modulate the inflammatory effect through the iNOS pathway only. In conclusion, AMM and AMC root extracts might be potential candidates for a study of naturally alternative anti-inflammatory drugs.


Planta Medica ◽  
2018 ◽  
Vol 85 (02) ◽  
pp. 112-117 ◽  
Author(s):  
Meng-Yuan Jiang ◽  
Ming Luo ◽  
Kai Tian ◽  
Yan-Hong Li ◽  
Jing-Xian Sun ◽  
...  

AbstractFour new coumestans dolichosins A – D (1–4) were isolated from the roots of Dolichos trilobus, together with four known compounds: isosojagol (5), phaseol (6), psoralidin (7), and 4″,5″-dehydroisopsoralidin (8). Their structures were elucidated on the basis of spectroscopic data interpretation, mass spectrometric analyses, and the comparison with literature data of related compounds. The anti-inflammatory activity of these compounds (1–8) was evaluated through the inhibition of nitric oxide production in lipopolysaccharide-activated murine macrophage RAW 264.7 cells, in which compounds 1 and 6 displayed moderate inhibitory activity and no cytotoxic effects. In a α-glucosidase inhibitory assay, compounds 1 and 5–8 exhibited appreciable inhibition on α-glucosidase. Especially compounds 1, 7, and 8 showed IC50 values lower than 20.0 µM.


Marine Drugs ◽  
2019 ◽  
Vol 17 (8) ◽  
pp. 481 ◽  
Author(s):  
Hongjie Shen ◽  
Xiaowan Liu ◽  
Minghua Jiang ◽  
Guangyuan Luo ◽  
Zhenger Wu ◽  
...  

Two new cembrane-type diterpenoids, lobophytins A (1) and B (3), and four new prostaglandins, (5E)-PGB2 (10), (5E)-13,14-dihydro-PGB2 (11), 13,14-dihydro-PGB2 (12) and 13,14-dihydro-PGB2-Me (13), together with ten known compounds were isolated from the soft coral Lobophytum sarcophytoides. The structures of these new secondary metabolites were identified by high resolution mass spectrometry (HR-ESIMS), nuclear magnetic resonance (NMR) and electron circular dichroism (ECD) analyses, as well as the modified Mosher’s method. Compounds 6, 7, 9, 10, 12, 13, 15 and 16 showed potential anti-inflammatory activity by inhibiting the production of nitric oxide (NO) in RAW264.7 cells that were activated by lipopolysaccharide, with IC50 values ranging from 7.1 to 32.1 μM and were better than the positive control indomethacin, IC50 = 39.8 μM.


Sign in / Sign up

Export Citation Format

Share Document