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Keywords = Lendenfeldia sp.

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13 pages, 1514 KiB  
Article
Nor-24-homoscalaranes, Neutrophilic Inflammatory Mediators from the Marine Sponge Lendenfeldia sp.
by Bo-Rong Peng, Li-Guo Zheng, Lo-Yun Chen, Mohamed El-Shazly, Tsong-Long Hwang, Jui-Hsin Su, Mei-Hsien Lee, Kuei-Hung Lai and Ping-Jyun Sung
Pharmaceuticals 2023, 16(9), 1258; https://doi.org/10.3390/ph16091258 - 6 Sep 2023
Cited by 4 | Viewed by 1690
Abstract
The marine sponge Lendenfeldia sp., collected from the Southern waters of Taiwan, was subjected to chemical composition screening, resulting in the isolation of four new 24-homoscalarane compounds, namely lendenfeldaranes R–U (1–4). The structures and relative stereochemistry of the new [...] Read more.
The marine sponge Lendenfeldia sp., collected from the Southern waters of Taiwan, was subjected to chemical composition screening, resulting in the isolation of four new 24-homoscalarane compounds, namely lendenfeldaranes R–U (1–4). The structures and relative stereochemistry of the new metabolites 1–4 were assigned based on NMR studies. The absolute configurations of compounds 1–4 were determined by comparing the calculated and experimental values of specific optical rotation. The antioxidant and anti-inflammatory activities of the isolated compounds were assayed using superoxide anion generation and elastase release assays. These assays are used to determine neutrophilic inflammatory responses of respiratory burst and degranulation. Compounds 2 and 4 inhibited superoxide anion generation by human neutrophils in response to formyl-L-methionyl-L-leucyl-L-phenylalanine/cytochalasin B (fMLP/CB) with IC50: 3.98–4.46 μM. Compounds 2 and 4 inhibited fMLP/CB-induced elastase release, with IC50 values ranging from 4.73 to 5.24 μM. These findings suggested that these new 24-homoscalarane compounds possess unique structures and potential anti-inflammatory activity. Full article
(This article belongs to the Section Natural Products)
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17 pages, 6186 KiB  
Article
Scalarane-Type Sesterterpenoids from the Marine Sponge Lendenfeldia sp. Alleviate Inflammation in Human Neutrophils
by Bo-Rong Peng, Kuei-Hung Lai, Gene-Hsiang Lee, Steve Sheng-Fa Yu, Chang-Yih Duh, Jui-Hsin Su, Li-Guo Zheng, Tsong-Long Hwang and Ping-Jyun Sung
Mar. Drugs 2021, 19(10), 561; https://doi.org/10.3390/md19100561 - 30 Sep 2021
Cited by 11 | Viewed by 3625
Abstract
Sponge-derived scalaranes are remarkable sesterterpenoids previously found to exhibit profound inhibitory effects against neutrophilic inflammation. In our current work, we constructed the metabolomic profile of marine sponge Lendenfeldia sp. for the first time using a tandem mass spectrometry (MS/MS) molecular networking approach. The [...] Read more.
Sponge-derived scalaranes are remarkable sesterterpenoids previously found to exhibit profound inhibitory effects against neutrophilic inflammation. In our current work, we constructed the metabolomic profile of marine sponge Lendenfeldia sp. for the first time using a tandem mass spectrometry (MS/MS) molecular networking approach. The results highlighted the rich chemical diversity of these scalaranes, motivating us to conduct further research to discover novel scalaranes targeting neutrophilic inflammation. MS- and NMR-assisted isolation and elucidation led to the discovery of seven new homoscalaranes, lendenfeldaranes K–Q (1–7), characterized by methylation at C-24, together with five known derivatives, lendenfeldarane B (8), 25-nor-24-methyl-12,24-dioxoscalar-16-en-22-oic acid (9), 24-methyl-12,24,25-trioxoscalar-16-en-22-oic acid (10), felixin B (11), and 23-hydroxy-20-methyldeoxoscalarin (12). Scalaranes 1–4 and 6–12 were assayed against superoxide anion generation and elastase release, which represented the neutrophilic inflammatory responses of respiratory burst and degranulation, respectively. The results indicated that 1–3 and 6–12 exhibited potential anti-inflammatory activities (IC50 for superoxide anion scavenging: 0.87~6.57 μM; IC50 for elastase release: 1.12~6.97 μM). Full article
(This article belongs to the Special Issue Taking On the Challenges of Marine Natural Products Structure Elucidation)
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12 pages, 4837 KiB  
Article
Sponge-Derived 24-Homoscalaranes as Potent Anti-Inflammatory Agents
by Bo-Rong Peng, Kuei-Hung Lai, Yu-Chia Chang, You-Ying Chen, Jui-Hsin Su, Yusheng M. Huang, Po-Jen Chen, Steve Sheng-Fa Yu, Chang-Yih Duh and Ping-Jyun Sung
Mar. Drugs 2020, 18(9), 434; https://doi.org/10.3390/md18090434 - 19 Aug 2020
Cited by 12 | Viewed by 3542
Abstract
Scalarane-type sesterterpenoids are known for their therapeutic potential in cancer treatments. However, the anti-inflammatory properties of this class of metabolites remain elusive. Our current work aimed to investigate the anti-inflammatory scalaranes from marine sponge Lendenfeldia sp., resulting in the isolation of six new [...] Read more.
Scalarane-type sesterterpenoids are known for their therapeutic potential in cancer treatments. However, the anti-inflammatory properties of this class of metabolites remain elusive. Our current work aimed to investigate the anti-inflammatory scalaranes from marine sponge Lendenfeldia sp., resulting in the isolation of six new 24-homoscalaranes, lendenfeldaranes E–J (1–6). The structures of the new metabolites were determined by extensive spectroscopic analyses, and the absolute configuration of 1 was established by electronic circular dichroism (ECD) calculations. Compounds 2 and 3 were discovered to individually reduce the generation of superoxide anions, and compound 1 displayed an inhibitor effect on the release of elastase. These three compounds were proven to be the first anti-neutrophilic scalaranes. Full article
(This article belongs to the Special Issue Marine Compounds and Inflammation II)
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10 pages, 1803 KiB  
Article
Probing Anti-Proliferative 24-Homoscalaranes from a Sponge Lendenfeldia sp.
by Bo-Rong Peng, Kuei-Hung Lai, You-Ying Chen, Jui-Hsin Su, Yusheng M. Huang, Yu-Hsin Chen, Mei-Chin Lu, Steve Sheng-Fa Yu, Chang-Yih Duh and Ping-Jyun Sung
Mar. Drugs 2020, 18(2), 76; https://doi.org/10.3390/md18020076 - 24 Jan 2020
Cited by 9 | Viewed by 3192
Abstract
In the current study, an NMR spectroscopic pattern-based procedure for probing scalarane derivatives was performed and four new 24-homoscalaranes, lendenfeldaranes A–D (1– 4), along with three known compounds, 12α-acetoxy-22-hydroxy-24-methyl-24-oxoscalar-16-en- 25-al (5), felixin F (6), and 24-methyl-12,24,25-trioxoscalar-16-en-22-oic [...] Read more.
In the current study, an NMR spectroscopic pattern-based procedure for probing scalarane derivatives was performed and four new 24-homoscalaranes, lendenfeldaranes A–D (1– 4), along with three known compounds, 12α-acetoxy-22-hydroxy-24-methyl-24-oxoscalar-16-en- 25-al (5), felixin F (6), and 24-methyl-12,24,25-trioxoscalar-16-en-22-oic acid (7) were isolated from the sponge Lendenfeldia sp. The structures of scalaranes 1–7 were elucidated on the basis of spectroscopic analysis. Scalaranes 1–7 were further evaluated for their cytotoxicity toward a series of human cancer cell lines and the results suggested that 5 and 7 dominated in the anti- proliferative activity of the extract. The 18-aldehyde functionality was found to play a key role in their activity. Full article
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