Three new lanostane triterpenoids and two new amides from Alternaria sp. with NLRP3 inflammasome inhibitory activity
Three new lanostane triterpenoids (1-3) along with two new amides fatty compounds (4-5) were isolated from the ethyl acetate extract of a culture of the endophytic fungus Alternaria sp. gx-2. Their structures were identified by 1D and 2D NMR spectral data and HRESIMS. Compounds 1-12 were evaluated f...
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| Published in | Natural product research Vol. 38; no. 17; pp. 3041 - 3050 |
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| Main Authors | , , , , , , , , , , , |
| Format | Journal Article |
| Language | English |
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Taylor & Francis
01.09.2024
Taylor & Francis Ltd |
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| Abstract | Three new lanostane triterpenoids (1-3) along with two new amides fatty compounds (4-5) were isolated from the ethyl acetate extract of a culture of the endophytic fungus Alternaria sp. gx-2. Their structures were identified by 1D and 2D NMR spectral data and HRESIMS. Compounds 1-12 were evaluated for their anti-inflammatory and tyrosinase inhibition activities. The isolated compounds did not show inhibitory activities at a concentration of 100 μM against tyrosinase, while under the concentration of 10 μM, the release of lactate dehydrogenase (LDH) inhibition rate of compound 1 was 54.45%, indicating that compound 1 had moderate anti-inflammatory activity on the activation of NLRP3 inflammasome. |
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| AbstractList | Three new lanostane triterpenoids (1-3) along with two new amides fatty compounds (4-5) were isolated from the ethyl acetate extract of a culture of the endophytic fungus Alternaria sp. gx-2. Their structures were identified by 1D and 2D NMR spectral data and HRESIMS. Compounds 1-12 were evaluated for their anti-inflammatory and tyrosinase inhibition activities. The isolated compounds did not show inhibitory activities at a concentration of 100 μM against tyrosinase, while under the concentration of 10 μM, the release of lactate dehydrogenase (LDH) inhibition rate of compound 1 was 54.45%, indicating that compound 1 had moderate anti-inflammatory activity on the activation of NLRP3 inflammasome. Three new lanostane triterpenoids ( ) along with two new amides fatty compounds ( ) were isolated from the ethyl acetate extract of a culture of the endophytic fungus gx-2. Their structures were identified by 1D and 2D NMR spectral data and HRESIMS. Compounds were evaluated for their anti-inflammatory and tyrosinase inhibition activities. The isolated compounds did not show inhibitory activities at a concentration of 100 μM against tyrosinase, while under the concentration of 10 μM, the release of lactate dehydrogenase (LDH) inhibition rate of compound was 54.45%, indicating that compound had moderate anti-inflammatory activity on the activation of NLRP3 inflammasome. Three new lanostane triterpenoids (1-3) along with two new amides fatty compounds (4-5) were isolated from the ethyl acetate extract of a culture of the endophytic fungus Alternaria sp. gx-2. Their structures were identified by 1D and 2D NMR spectral data and HRESIMS. Compounds 1-12 were evaluated for their anti-inflammatory and tyrosinase inhibition activities. The isolated compounds did not show inhibitory activities at a concentration of 100 μM against tyrosinase, while under the concentration of 10 μM, the release of lactate dehydrogenase (LDH) inhibition rate of compound 1 was 54.45%, indicating that compound 1 had moderate anti-inflammatory activity on the activation of NLRP3 inflammasome.Three new lanostane triterpenoids (1-3) along with two new amides fatty compounds (4-5) were isolated from the ethyl acetate extract of a culture of the endophytic fungus Alternaria sp. gx-2. Their structures were identified by 1D and 2D NMR spectral data and HRESIMS. Compounds 1-12 were evaluated for their anti-inflammatory and tyrosinase inhibition activities. The isolated compounds did not show inhibitory activities at a concentration of 100 μM against tyrosinase, while under the concentration of 10 μM, the release of lactate dehydrogenase (LDH) inhibition rate of compound 1 was 54.45%, indicating that compound 1 had moderate anti-inflammatory activity on the activation of NLRP3 inflammasome. |
| Author | Li, Xiao-Li Bi, De-Wen Xu, Yao-Jun Aurang Zeb, Muhammad Pang, Wen-Hui Zhang, Xing-Jie Xiao, Wei-Lie Yang, Peng-Yun Feng, Jian Zhang, Rui-Han Wang, Wei-Guang Wang, Meng-Ru |
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| Keywords | amides NLRP3 inflammasome tyrosinase Alternaria sp. gx-2 triterpenoids |
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| References | Feng ZH (e_1_3_3_5_1) 2020; 8 Xiao J (e_1_3_3_19_1) 2012 Niu SG (e_1_3_3_12_1) 2019; 31 e_1_3_3_7_1 e_1_3_3_6_1 e_1_3_3_8_1 Liu D (e_1_3_3_9_1) 2018; 32 e_1_3_3_18_1 e_1_3_3_17_1 e_1_3_3_14_1 e_1_3_3_13_1 e_1_3_3_16_1 e_1_3_3_15_1 e_1_3_3_3_1 e_1_3_3_10_1 e_1_3_3_2_1 e_1_3_3_20_1 e_1_3_3_4_1 e_1_3_3_11_1 |
| References_xml | – volume: 32 start-page: 80 issue: 1 year: 2018 ident: e_1_3_3_9_1 article-title: Recent advance in research on medicinal plant diseases caused by Alternaria publication-title: Chin Med J Res Prac – ident: e_1_3_3_16_1 doi: 10.1021/acs.orglett.0c00746 – volume: 31 start-page: 2082 year: 2019 ident: e_1_3_3_12_1 article-title: Secondary metabolites of endophytic fungus GMF19 derived from Suaeda glauce publication-title: Nat Prod Res – ident: e_1_3_3_20_1 doi: 10.1021/acs.jnatprod.8b00705 – ident: e_1_3_3_13_1 doi: 10.1021/acs.jafc.1c02847 – ident: e_1_3_3_11_1 doi: 10.1021/acs.jnatprod.7b00367 – ident: e_1_3_3_15_1 doi: 10.3390/molecules26010191 – ident: e_1_3_3_3_1 doi: 10.1016/j.phytol.2014.06.018 – ident: e_1_3_3_8_1 doi: 10.1021/acs.jnatprod.0c00165 – ident: e_1_3_3_7_1 doi: 10.6023/cjoc201806033 – volume-title: Proceedings of the 9th Natural Organic Chemistry Academic Conference of the Chinese Chemical Society year: 2012 ident: e_1_3_3_19_1 – ident: e_1_3_3_4_1 doi: 10.1016/j.jff.2018.02.007 – ident: e_1_3_3_10_1 doi: 10.1002/hlca.200790233 – ident: e_1_3_3_14_1 doi: 10.1016/j.indcrop.2016.05.020 – volume: 8 start-page: 295 issue: 12 year: 2020 ident: e_1_3_3_5_1 article-title: Advances in the classification of Alternaria and related genera publication-title: J Fungal Res – ident: e_1_3_3_17_1 doi: 10.3390/molecules19067621 – ident: e_1_3_3_6_1 doi: 10.1055/s-2005-872205 – ident: e_1_3_3_2_1 doi: 10.1021/cr050001f – ident: e_1_3_3_18_1 doi: 10.1021/acs.orglett.9b00475 |
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| SubjectTerms | Acetic acid Alternaria Alternaria - chemistry Alternaria sp. gx-2 Amides Amides - chemistry Amides - isolation & purification Amides - pharmacology Animals anti-inflammatory activity Anti-inflammatory agents Anti-Inflammatory Agents - chemistry Anti-Inflammatory Agents - pharmacology Endophytes Ethyl acetate fungi Humans Inflammasomes Inflammasomes - antagonists & inhibitors Inflammation L-Lactate dehydrogenase Lactate dehydrogenase Lanosterol - analogs & derivatives Lanosterol - chemistry Lanosterol - pharmacology Magnetic Resonance Spectroscopy Mice Molecular Structure Monophenol Monooxygenase - antagonists & inhibitors NLR Family, Pyrin Domain-Containing 3 Protein - antagonists & inhibitors NLRP3 inflammasome NMR Nuclear magnetic resonance spectral analysis Triterpenes - chemistry Triterpenes - isolation & purification Triterpenes - pharmacology Triterpenoids Tyrosinase |
| Title | Three new lanostane triterpenoids and two new amides from Alternaria sp. with NLRP3 inflammasome inhibitory activity |
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