Molecular Networking Revealed Unique UV-Absorbing Phospholipids: Favilipids from the Marine Sponge <i>Clathria faviformis</i>
Analysis of extracts of the marine sponge <i>Clathria faviformis</i> by high-resolution LC-MS<sup>2</sup> and molecular networking resulted in the discovery of a new family of potentially UV-protecting phospholipids, the favilipids. One of them, favilipid A (<b>1</b&...
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MDPI AG
2023-01-01
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Series: | Marine Drugs |
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Online Access: | https://www.mdpi.com/1660-3397/21/2/58 |
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author | Silvia Scarpato Roberta Teta Paola De Cicco Francesca Borrelli Joseph R. Pawlik Valeria Costantino Alfonso Mangoni |
author_facet | Silvia Scarpato Roberta Teta Paola De Cicco Francesca Borrelli Joseph R. Pawlik Valeria Costantino Alfonso Mangoni |
author_sort | Silvia Scarpato |
collection | DOAJ |
description | Analysis of extracts of the marine sponge <i>Clathria faviformis</i> by high-resolution LC-MS<sup>2</sup> and molecular networking resulted in the discovery of a new family of potentially UV-protecting phospholipids, the favilipids. One of them, favilipid A (<b>1</b>), was isolated and its structure determined by mass and tandem mass spectrometry, NMR, electronic circular dichroism (ECD), and computational studies. Favilipid A, which has no close analogues among natural products, possesses an unprecedented structure characterized by a 4-aminodihydropiridinium core, resulting in UV-absorbing properties that are very unusual for a phospholipid. Consequently, favilipid A could inspire the development of a new class of molecules to be used as sunscreen ingredients. In addition, favilipid A inhibited by 58–48% three kinases (JAK3, IKKβ, and SYK) involved in the regulation of the immune system, suggesting a potential use for treatment of autoimmune diseases, hematologic cancers, and other inflammatory states. |
first_indexed | 2024-03-11T08:31:42Z |
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id | doaj.art-9e55be62eee9407a8e917cc4823d4ff6 |
institution | Directory Open Access Journal |
issn | 1660-3397 |
language | English |
last_indexed | 2024-03-11T08:31:42Z |
publishDate | 2023-01-01 |
publisher | MDPI AG |
record_format | Article |
series | Marine Drugs |
spelling | doaj.art-9e55be62eee9407a8e917cc4823d4ff62023-11-16T21:47:15ZengMDPI AGMarine Drugs1660-33972023-01-012125810.3390/md21020058Molecular Networking Revealed Unique UV-Absorbing Phospholipids: Favilipids from the Marine Sponge <i>Clathria faviformis</i>Silvia Scarpato0Roberta Teta1Paola De Cicco2Francesca Borrelli3Joseph R. Pawlik4Valeria Costantino5Alfonso Mangoni6Dipartimento di Farmacia, Università degli Studi di Napoli Federico II, Via Domenico Montesano 49, 80131 Napoli, ItalyDipartimento di Farmacia, Università degli Studi di Napoli Federico II, Via Domenico Montesano 49, 80131 Napoli, ItalyDipartimento di Farmacia, Università degli Studi di Napoli Federico II, Via Domenico Montesano 49, 80131 Napoli, ItalyDipartimento di Farmacia, Università degli Studi di Napoli Federico II, Via Domenico Montesano 49, 80131 Napoli, ItalyDepartment of Biology and Marine Biology and Center for Marine Science, University of North Carolina Wilmington, 5600 Marvin K Moss Lane, Wilmington, NC 28409, USADipartimento di Farmacia, Università degli Studi di Napoli Federico II, Via Domenico Montesano 49, 80131 Napoli, ItalyDipartimento di Farmacia, Università degli Studi di Napoli Federico II, Via Domenico Montesano 49, 80131 Napoli, ItalyAnalysis of extracts of the marine sponge <i>Clathria faviformis</i> by high-resolution LC-MS<sup>2</sup> and molecular networking resulted in the discovery of a new family of potentially UV-protecting phospholipids, the favilipids. One of them, favilipid A (<b>1</b>), was isolated and its structure determined by mass and tandem mass spectrometry, NMR, electronic circular dichroism (ECD), and computational studies. Favilipid A, which has no close analogues among natural products, possesses an unprecedented structure characterized by a 4-aminodihydropiridinium core, resulting in UV-absorbing properties that are very unusual for a phospholipid. Consequently, favilipid A could inspire the development of a new class of molecules to be used as sunscreen ingredients. In addition, favilipid A inhibited by 58–48% three kinases (JAK3, IKKβ, and SYK) involved in the regulation of the immune system, suggesting a potential use for treatment of autoimmune diseases, hematologic cancers, and other inflammatory states.https://www.mdpi.com/1660-3397/21/2/58natural productsmarine spongessunscreensecondary metabolitesLC-MSmolecular networking |
spellingShingle | Silvia Scarpato Roberta Teta Paola De Cicco Francesca Borrelli Joseph R. Pawlik Valeria Costantino Alfonso Mangoni Molecular Networking Revealed Unique UV-Absorbing Phospholipids: Favilipids from the Marine Sponge <i>Clathria faviformis</i> Marine Drugs natural products marine sponges sunscreen secondary metabolites LC-MS molecular networking |
title | Molecular Networking Revealed Unique UV-Absorbing Phospholipids: Favilipids from the Marine Sponge <i>Clathria faviformis</i> |
title_full | Molecular Networking Revealed Unique UV-Absorbing Phospholipids: Favilipids from the Marine Sponge <i>Clathria faviformis</i> |
title_fullStr | Molecular Networking Revealed Unique UV-Absorbing Phospholipids: Favilipids from the Marine Sponge <i>Clathria faviformis</i> |
title_full_unstemmed | Molecular Networking Revealed Unique UV-Absorbing Phospholipids: Favilipids from the Marine Sponge <i>Clathria faviformis</i> |
title_short | Molecular Networking Revealed Unique UV-Absorbing Phospholipids: Favilipids from the Marine Sponge <i>Clathria faviformis</i> |
title_sort | molecular networking revealed unique uv absorbing phospholipids favilipids from the marine sponge i clathria faviformis i |
topic | natural products marine sponges sunscreen secondary metabolites LC-MS molecular networking |
url | https://www.mdpi.com/1660-3397/21/2/58 |
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