Haeun Kwon , Hee Woon Ann , Jin Su Lee , Jaeyoung Kwon , Keunwan Park , Yuanqiang Guo , Bang Yeon Hwang , Jae-Jin Kim , Joung Han Yim , Il-Chan Kim , Dae Sik Jang , Sullim Lee , Dongho Lee
{"title":"从 Apiospora xenocordella 培养基中提取的两种新化合物及其对 TNF-α 诱导的 ROS 生成和 MMP-1 分泌的抑制作用","authors":"Haeun Kwon , Hee Woon Ann , Jin Su Lee , Jaeyoung Kwon , Keunwan Park , Yuanqiang Guo , Bang Yeon Hwang , Jae-Jin Kim , Joung Han Yim , Il-Chan Kim , Dae Sik Jang , Sullim Lee , Dongho Lee","doi":"10.1016/j.phytol.2024.11.005","DOIUrl":null,"url":null,"abstract":"<div><div>A new cytosporin derivative (<strong>1</strong>) and a new phenolic compound (<strong>2</strong>), together with cytosporin D (<strong>3</strong>), were isolated from an EtOAc extract of <em>Apiospora xenocordella</em> culture medium. The isolation workflow was guided by a Molecular Networking-based dereplication strategy. The chemical structures of the new compounds were determined by using MS and NMR spectroscopic techniques, and the absolute configurations were established by the modified Mosher’s method and quantum chemical calculation of electronic circular dichroism. UV radiation activates pro-inflammatory cytokines, such as TNF-α, a major contributor to skin aging through ROS generation and MMP-1 secretion. Cytosporin D (<strong>3</strong>) exhibited the inhibition of TNF-α-induced ROS and MMP-1. UV radiation activates pro-inflammatory cytokines including TNF-α which is a major contributor to skin aging through reactive oxygen species (ROS) generation and matrix metalloproteinase-1 (MMP-1) secretion. Cytosporin D (<strong>3</strong>) exhibited moderate inhibition against TNF-α-induced ROS and MMP-1. This compound docked computationally into the active site of MMP-1 (−5.9 kcal/mol). Compound <strong>1</strong>, though not tested due to limited quantity, showed a docking simulation result (−6.0 kcal/mol) similar to cytosporin D (<strong>3</strong>), indicating potential activity.</div></div>","PeriodicalId":20408,"journal":{"name":"Phytochemistry Letters","volume":"65 ","pages":"Pages 38-43"},"PeriodicalIF":1.3000,"publicationDate":"2024-11-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Two new compounds from Apiospora xenocordella culture medium and their inhibitory effects on TNF-α-induced ROS generation and MMP-1 secretion\",\"authors\":\"Haeun Kwon , Hee Woon Ann , Jin Su Lee , Jaeyoung Kwon , Keunwan Park , Yuanqiang Guo , Bang Yeon Hwang , Jae-Jin Kim , Joung Han Yim , Il-Chan Kim , Dae Sik Jang , Sullim Lee , Dongho Lee\",\"doi\":\"10.1016/j.phytol.2024.11.005\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>A new cytosporin derivative (<strong>1</strong>) and a new phenolic compound (<strong>2</strong>), together with cytosporin D (<strong>3</strong>), were isolated from an EtOAc extract of <em>Apiospora xenocordella</em> culture medium. The isolation workflow was guided by a Molecular Networking-based dereplication strategy. The chemical structures of the new compounds were determined by using MS and NMR spectroscopic techniques, and the absolute configurations were established by the modified Mosher’s method and quantum chemical calculation of electronic circular dichroism. UV radiation activates pro-inflammatory cytokines, such as TNF-α, a major contributor to skin aging through ROS generation and MMP-1 secretion. Cytosporin D (<strong>3</strong>) exhibited the inhibition of TNF-α-induced ROS and MMP-1. UV radiation activates pro-inflammatory cytokines including TNF-α which is a major contributor to skin aging through reactive oxygen species (ROS) generation and matrix metalloproteinase-1 (MMP-1) secretion. Cytosporin D (<strong>3</strong>) exhibited moderate inhibition against TNF-α-induced ROS and MMP-1. This compound docked computationally into the active site of MMP-1 (−5.9 kcal/mol). Compound <strong>1</strong>, though not tested due to limited quantity, showed a docking simulation result (−6.0 kcal/mol) similar to cytosporin D (<strong>3</strong>), indicating potential activity.</div></div>\",\"PeriodicalId\":20408,\"journal\":{\"name\":\"Phytochemistry Letters\",\"volume\":\"65 \",\"pages\":\"Pages 38-43\"},\"PeriodicalIF\":1.3000,\"publicationDate\":\"2024-11-22\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Phytochemistry Letters\",\"FirstCategoryId\":\"99\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S1874390024001502\",\"RegionNum\":4,\"RegionCategory\":\"生物学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q4\",\"JCRName\":\"CHEMISTRY, MEDICINAL\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Phytochemistry Letters","FirstCategoryId":"99","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S1874390024001502","RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"CHEMISTRY, MEDICINAL","Score":null,"Total":0}
Two new compounds from Apiospora xenocordella culture medium and their inhibitory effects on TNF-α-induced ROS generation and MMP-1 secretion
A new cytosporin derivative (1) and a new phenolic compound (2), together with cytosporin D (3), were isolated from an EtOAc extract of Apiospora xenocordella culture medium. The isolation workflow was guided by a Molecular Networking-based dereplication strategy. The chemical structures of the new compounds were determined by using MS and NMR spectroscopic techniques, and the absolute configurations were established by the modified Mosher’s method and quantum chemical calculation of electronic circular dichroism. UV radiation activates pro-inflammatory cytokines, such as TNF-α, a major contributor to skin aging through ROS generation and MMP-1 secretion. Cytosporin D (3) exhibited the inhibition of TNF-α-induced ROS and MMP-1. UV radiation activates pro-inflammatory cytokines including TNF-α which is a major contributor to skin aging through reactive oxygen species (ROS) generation and matrix metalloproteinase-1 (MMP-1) secretion. Cytosporin D (3) exhibited moderate inhibition against TNF-α-induced ROS and MMP-1. This compound docked computationally into the active site of MMP-1 (−5.9 kcal/mol). Compound 1, though not tested due to limited quantity, showed a docking simulation result (−6.0 kcal/mol) similar to cytosporin D (3), indicating potential activity.
期刊介绍:
Phytochemistry Letters invites rapid communications on all aspects of natural product research including:
• Structural elucidation of natural products
• Analytical evaluation of herbal medicines
• Clinical efficacy, safety and pharmacovigilance of herbal medicines
• Natural product biosynthesis
• Natural product synthesis and chemical modification
• Natural product metabolism
• Chemical ecology
• Biotechnology
• Bioassay-guided isolation
• Pharmacognosy
• Pharmacology of natural products
• Metabolomics
• Ethnobotany and traditional usage
• Genetics of natural products
Manuscripts that detail the isolation of just one new compound are not substantial enough to be sent out of review and are out of scope. Furthermore, where pharmacology has been performed on one new compound to increase the amount of novel data, the pharmacology must be substantial and/or related to the medicinal use of the producing organism.