Zhiheng Yuan , Tingting Zhang , Xinying Wang , Shangde Sun , Ahmed Ali Abd El-Maksoud
{"title":"以amberlyst-35为新型催化剂合成阿魏烯酰甘油的绿色高效方法:优化及功能评价","authors":"Zhiheng Yuan , Tingting Zhang , Xinying Wang , Shangde Sun , Ahmed Ali Abd El-Maksoud","doi":"10.1016/j.scp.2025.102225","DOIUrl":null,"url":null,"abstract":"<div><div>Ferulic acid (FA) is a natural phenolic compound with antioxidant and UV-absorbing properties. However, its poor lipophilicity limits its application in lipid-based systems. In this study, a sustainable and efficient approach was proposed for synthesizing lipophilic feruloylated acylglycerols (FAGs). The reaction was carried out through the esterification of FA with glycerides, catalyzed by the heterogeneous cation exchange resin Amberlyst-35. A range of reaction variables, including pressure, catalyst type, acyl acceptor, temperature, catalyst dosage, and substrate molar ratio, were systematically investigated. The results showed that A-35 and glycerol monostearate (GMS) were identified as the optimal catalyst and acyl acceptor, respectively. Response surface methodology was used to optimize the process. Under mild vacuum conditions (105 °C, 18 % catalyst dosage, FA:GMS = 1:7, reaction time 16 h), the FAGs yield could reach as high as 95.01 %. Kinetic analysis indicated Arrhenius-type behavior with an activation energy of 58.96 kJ/mol. The obtained FAGs exhibited strong UV absorption (<em>λ<sub>max</sub></em> = 328 nm) and maintained more than 67 % photostability after 96 h of irradiation, which demonstrated its potential as a natural multifunctional additive. This study presents a practical method to produce lipophilic ferulic acid derivatives, helping develop sustainable ingredients for food and cosmetics.</div></div>","PeriodicalId":22138,"journal":{"name":"Sustainable Chemistry and Pharmacy","volume":"48 ","pages":"Article 102225"},"PeriodicalIF":5.8000,"publicationDate":"2025-10-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Green efficient approach for the synthesis of feruloylated acylglycerols using amberlyst-35 as a novel catalyst: optimization and function evaluation\",\"authors\":\"Zhiheng Yuan , Tingting Zhang , Xinying Wang , Shangde Sun , Ahmed Ali Abd El-Maksoud\",\"doi\":\"10.1016/j.scp.2025.102225\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>Ferulic acid (FA) is a natural phenolic compound with antioxidant and UV-absorbing properties. However, its poor lipophilicity limits its application in lipid-based systems. In this study, a sustainable and efficient approach was proposed for synthesizing lipophilic feruloylated acylglycerols (FAGs). The reaction was carried out through the esterification of FA with glycerides, catalyzed by the heterogeneous cation exchange resin Amberlyst-35. A range of reaction variables, including pressure, catalyst type, acyl acceptor, temperature, catalyst dosage, and substrate molar ratio, were systematically investigated. The results showed that A-35 and glycerol monostearate (GMS) were identified as the optimal catalyst and acyl acceptor, respectively. Response surface methodology was used to optimize the process. Under mild vacuum conditions (105 °C, 18 % catalyst dosage, FA:GMS = 1:7, reaction time 16 h), the FAGs yield could reach as high as 95.01 %. Kinetic analysis indicated Arrhenius-type behavior with an activation energy of 58.96 kJ/mol. The obtained FAGs exhibited strong UV absorption (<em>λ<sub>max</sub></em> = 328 nm) and maintained more than 67 % photostability after 96 h of irradiation, which demonstrated its potential as a natural multifunctional additive. This study presents a practical method to produce lipophilic ferulic acid derivatives, helping develop sustainable ingredients for food and cosmetics.</div></div>\",\"PeriodicalId\":22138,\"journal\":{\"name\":\"Sustainable Chemistry and Pharmacy\",\"volume\":\"48 \",\"pages\":\"Article 102225\"},\"PeriodicalIF\":5.8000,\"publicationDate\":\"2025-10-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Sustainable Chemistry and Pharmacy\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S2352554125003237\",\"RegionNum\":2,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Sustainable Chemistry and Pharmacy","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S2352554125003237","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
Green efficient approach for the synthesis of feruloylated acylglycerols using amberlyst-35 as a novel catalyst: optimization and function evaluation
Ferulic acid (FA) is a natural phenolic compound with antioxidant and UV-absorbing properties. However, its poor lipophilicity limits its application in lipid-based systems. In this study, a sustainable and efficient approach was proposed for synthesizing lipophilic feruloylated acylglycerols (FAGs). The reaction was carried out through the esterification of FA with glycerides, catalyzed by the heterogeneous cation exchange resin Amberlyst-35. A range of reaction variables, including pressure, catalyst type, acyl acceptor, temperature, catalyst dosage, and substrate molar ratio, were systematically investigated. The results showed that A-35 and glycerol monostearate (GMS) were identified as the optimal catalyst and acyl acceptor, respectively. Response surface methodology was used to optimize the process. Under mild vacuum conditions (105 °C, 18 % catalyst dosage, FA:GMS = 1:7, reaction time 16 h), the FAGs yield could reach as high as 95.01 %. Kinetic analysis indicated Arrhenius-type behavior with an activation energy of 58.96 kJ/mol. The obtained FAGs exhibited strong UV absorption (λmax = 328 nm) and maintained more than 67 % photostability after 96 h of irradiation, which demonstrated its potential as a natural multifunctional additive. This study presents a practical method to produce lipophilic ferulic acid derivatives, helping develop sustainable ingredients for food and cosmetics.
期刊介绍:
Sustainable Chemistry and Pharmacy publishes research that is related to chemistry, pharmacy and sustainability science in a forward oriented manner. It provides a unique forum for the publication of innovative research on the intersection and overlap of chemistry and pharmacy on the one hand and sustainability on the other hand. This includes contributions related to increasing sustainability of chemistry and pharmaceutical science and industries itself as well as their products in relation to the contribution of these to sustainability itself. As an interdisciplinary and transdisciplinary journal it addresses all sustainability related issues along the life cycle of chemical and pharmaceutical products form resource related topics until the end of life of products. This includes not only natural science based approaches and issues but also from humanities, social science and economics as far as they are dealing with sustainability related to chemistry and pharmacy. Sustainable Chemistry and Pharmacy aims at bridging between disciplines as well as developing and developed countries.