{"title":"First total synthesis of (±)-sanggenon F and its osteogenic differentiation promoting activity on human mesenchymal stem cells.","authors":"Ren-Fen Ma, Yue Jing, Hui Song, Bin Wang, Jian Li, Xiu-Shan Yin, Hua Zhang","doi":"10.1080/14786419.2025.2565815","DOIUrl":null,"url":null,"abstract":"<p><p>Sanggenon F is a flavanone-type natural product with different bioactivities, but its total synthesis has never been reported. In the present study, the first total synthesis of (±)-sanggenon F was accomplished in ten steps and 2.4% overall yield, involving two key reactions of the Aldol condensation and oxa-Michael addition. The promoting activity of (±)-sanggenon F on the osteogenic differentiation of human umbilical cord-derived mesenchymal stem cells (MSC) and human adipose-derived MSC was assessed <i>via</i> alkaline phosphatase staining and alizarin red S staining. Excitingly, (±)-sanggenon F displayed significant osteogenic differentiation promoting effect towards both cell lines and it might be used as a template molecule for the future design and development of adjuvant drugs in MSC therapy.</p>","PeriodicalId":18990,"journal":{"name":"Natural Product Research","volume":" ","pages":"1-11"},"PeriodicalIF":1.6000,"publicationDate":"2025-09-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Natural Product Research","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1080/14786419.2025.2565815","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, APPLIED","Score":null,"Total":0}
引用次数: 0
Abstract
Sanggenon F is a flavanone-type natural product with different bioactivities, but its total synthesis has never been reported. In the present study, the first total synthesis of (±)-sanggenon F was accomplished in ten steps and 2.4% overall yield, involving two key reactions of the Aldol condensation and oxa-Michael addition. The promoting activity of (±)-sanggenon F on the osteogenic differentiation of human umbilical cord-derived mesenchymal stem cells (MSC) and human adipose-derived MSC was assessed via alkaline phosphatase staining and alizarin red S staining. Excitingly, (±)-sanggenon F displayed significant osteogenic differentiation promoting effect towards both cell lines and it might be used as a template molecule for the future design and development of adjuvant drugs in MSC therapy.
期刊介绍：
The aim of Natural Product Research is to publish important contributions in the field of natural product chemistry. The journal covers all aspects of research in the chemistry and biochemistry of naturally occurring compounds.
The communications include coverage of work on natural substances of land and sea and of plants, microbes and animals. Discussions of structure elucidation, synthesis and experimental biosynthesis of natural products as well as developments of methods in these areas are welcomed in the journal. Finally, research papers in fields on the chemistry-biology boundary, eg. fermentation chemistry, plant tissue culture investigations etc., are accepted into the journal.
Natural Product Research issues will be subtitled either ""Part A - Synthesis and Structure"" or ""Part B - Bioactive Natural Products"". for details on this , see the forthcoming articles section.
All manuscript submissions are subject to initial appraisal by the Editor, and, if found suitable for further consideration, to peer review by independent, anonymous expert referees. All peer review is single blind and submission is online via ScholarOne Manuscripts.
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