دورية أكاديمية
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Analysis of vitamin D receptor binding affinities of enzymatically synthesized triterpenes including ambrein and unnatural onoceroids.

التفاصيل البيبلوغرافية
العنوان: Analysis of vitamin D receptor binding affinities of enzymatically synthesized triterpenes including ambrein and unnatural onoceroids.
المؤلفون: Ueda D; Graduate School of Science and Technology, Niigata University, Niigata, Japan., Matsuda N; Graduate School of Science and Technology, Niigata University, Niigata, Japan., Takaba Y; Graduate School of Science and Technology, Niigata University, Niigata, Japan., Hirai N; Graduate School of Science and Technology, Niigata University, Niigata, Japan., Inoue M; Graduate School of Science and Technology, Niigata University, Niigata, Japan., Kameya T; Graduate School of Science and Technology, Niigata University, Niigata, Japan., Abe T; Graduate School of Science and Technology, Niigata University, Niigata, Japan., Tagaya N; Department of Pharmaceutical Engineering, Faculty of Engineering, Toyama Prefectural University, Imizu, Japan., Isogai Y; Department of Pharmaceutical Engineering, Faculty of Engineering, Toyama Prefectural University, Imizu, Japan., Kakihara Y; Graduate School of Medical and Dental Sciences, Niigata University, Niigata, Japan., Bartels F; Institute of Chemistry and Biochemistry, Freie Unversität Berlin, Berlin, Germany., Christmann M; Institute of Chemistry and Biochemistry, Freie Unversität Berlin, Berlin, Germany., Shinada T; Graduate School of Science, Osaka Metropolitan University, Osaka, Japan., Yasuda K; Department of Pharmaceutical Engineering, Faculty of Engineering, Toyama Prefectural University, Imizu, Japan. kyasuda@pu-toyama.ac.jp., Sato T; Graduate School of Science and Technology, Niigata University, Niigata, Japan. satot@agr.niigata-u.ac.jp.
المصدر: Scientific reports [Sci Rep] 2024 Jan 16; Vol. 14 (1), pp. 1419. Date of Electronic Publication: 2024 Jan 16.
نوع المنشور: Journal Article
اللغة: English
بيانات الدورية: Publisher: Nature Publishing Group Country of Publication: England NLM ID: 101563288 Publication Model: Electronic Cited Medium: Internet ISSN: 2045-2322 (Electronic) Linking ISSN: 20452322 NLM ISO Abbreviation: Sci Rep Subsets: MEDLINE
أسماء مطبوعة: Original Publication: London : Nature Publishing Group, copyright 2011-
مواضيع طبية MeSH: Ambergris*/chemistry , Triterpenes*/pharmacology, Receptors, Calcitriol ; Naphthols/chemistry ; Vitamin D
مستخلص: Onoceroids are a rare family of triterpenes. One representative onoceroid is ambrein, which is the main component of ambergris used as a traditional medicine. We have previously identified the onoceroid synthase, BmeTC, in Bacillus megaterium and succeeded in creating ambrein synthase by introducing mutations into BmeTC. Owing to the structural similarity of ambrein to vitamin D, a molecule with diverse biological activities, we hypothesized that some of the activities of ambergris may be induced by the binding of ambrein to the vitamin D receptor (VDR). We demonstrated the VDR binding ability of ambrein. By comparing the structure-activity relationships of triterpenes with both the VDR affinity and osteoclastic differentiation-promoting activity, we observed that the activity of ambrein was not induced via the VDR. Therefore, some of the activities of ambergris, but not all, can be attributed to its VDR interaction. Additionally, six unnatural onoceroids were synthesized using the BmeTC reactions, and these compounds exhibited higher VDR affinity than that of ambrein. Enzymatic syntheses of onoceroid libraries will be valuable in creating a variety of bioactive compounds beyond ambergris.
(© 2024. The Author(s).)
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المشرفين على المادة: 1N9JB373FJ (ambrein)
0 (Ambergris)
0 (Receptors, Calcitriol)
0 (Triterpenes)
0 (Naphthols)
1406-16-2 (Vitamin D)
تواريخ الأحداث: Date Created: 20240116 Date Completed: 20240118 Latest Revision: 20240119
رمز التحديث: 20240119
مُعرف محوري في PubMed: PMC10792010
DOI: 10.1038/s41598-024-52013-7
PMID: 38228813
قاعدة البيانات: MEDLINE
الوصف
تدمد:2045-2322
DOI:10.1038/s41598-024-52013-7