دورية أكاديمية
Angular dihydropyranocoumarins from the flowers of Peucedanum japonicum and their aldo-keto reductase inhibitory activities.
| العنوان: | Angular dihydropyranocoumarins from the flowers of Peucedanum japonicum and their aldo-keto reductase inhibitory activities. |
|---|---|
| المؤلفون: | Park J; Advanced Radiation Technology Institute, Korea Atomic Energy Research Institute, Jeongeup-si, Jeollabuk-do, 56212, Republic of Korea; College of Pharmacy, Chungnam National University, Daejeon, 34134, Republic of Korea., Ngo TH; College of Pharmacy, Yeungnam University, Gyeongsan-si, Gyeongsangbuk-do, 38541, Republic of Korea., Paudel SB; College of Pharmacy, Yeungnam University, Gyeongsan-si, Gyeongsangbuk-do, 38541, Republic of Korea., Kil YS; College of Pharmacy, Yeungnam University, Gyeongsan-si, Gyeongsangbuk-do, 38541, Republic of Korea., Ryoo GH; Advanced Radiation Technology Institute, Korea Atomic Energy Research Institute, Jeongeup-si, Jeollabuk-do, 56212, Republic of Korea., Jin CH; Advanced Radiation Technology Institute, Korea Atomic Energy Research Institute, Jeongeup-si, Jeollabuk-do, 56212, Republic of Korea., Choi HI; Advanced Radiation Technology Institute, Korea Atomic Energy Research Institute, Jeongeup-si, Jeollabuk-do, 56212, Republic of Korea., Jung CH; Jeonju AgroBio-Materials Institute, Jeonju-si, Jeollabuk-do, 54810, Republic of Korea., Na M; College of Pharmacy, Chungnam National University, Daejeon, 34134, Republic of Korea. Electronic address: mkna@cnu.ac.kr., Nam JW; College of Pharmacy, Yeungnam University, Gyeongsan-si, Gyeongsangbuk-do, 38541, Republic of Korea. Electronic address: jwnam@yu.ac.kr., Han AR; Advanced Radiation Technology Institute, Korea Atomic Energy Research Institute, Jeongeup-si, Jeollabuk-do, 56212, Republic of Korea. Electronic address: arhan@kaeri.re.kr. |
| المصدر: | Phytochemistry [Phytochemistry] 2024 Mar; Vol. 219, pp. 113974. Date of Electronic Publication: 2024 Jan 10. |
| نوع المنشور: | Journal Article |
| اللغة: | English |
| بيانات الدورية: | Publisher: Elsevier Country of Publication: England NLM ID: 0151434 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1873-3700 (Electronic) Linking ISSN: 00319422 NLM ISO Abbreviation: Phytochemistry Subsets: MEDLINE |
| أسماء مطبوعة: | Publication: 2003- : London : Elsevier Original Publication: 1961-2003: Oxford : Pergamon Press. |
| مواضيع طبية MeSH: | Carcinoma, Non-Small-Cell Lung* , Lung Neoplasms* , Apiaceae*, Humans ; Flowers ; Aldo-Keto Reductases |
| مستخلص: | Twenty-one angular dihydropyranocoumarins and a linear furanocoumarin, including four previously undescribed compounds (1-4), were isolated from the flowers of Peucedanum japonicum (Umbelliferae). The structures of 1-4, along with their absolute stereochemistry, were determined to be (3'S,4'S)-3'-O-propanoyl-4'-O-(3‴-methyl-2‴-butenoyl)khellactone (1), (3'S,4'S)-3'-O-propanoyl-4'-O-(2‴-methyl-2‴Z-butenoyl)khellactone (2), (3'S,4'S)-3'-O-propanoyl-4'-O-(2‴-methylbutanoyl)khellactone (3), and (3'S,4'S)-3'-O-(2″-methylpropanoyl)-4'-O-(3‴-methyl-2‴-butenoyl)khellactone (4) using one- and two-dimensional nuclear magnetic resonance, high-resolution electrospray ionization mass spectroscopy, and electronic circular dichroism spectroscopy. In addition, the absolute configuration of the three angular dihydropyranocoumarins (5-7) was determined for the first time in this study. Among the previously reported compounds isolated in this study, 8 and 9 were isolated for the first time from the genus Peucedanum, whereas 10 and 11 were previously unreported and had not been isolated from P. japonicum to date. Furthermore, all isolated compounds were evaluated for their aldo-keto reductase 1C1 inhibitory activities on A549 human non-small-cell lung cancer cells. Compounds 10 and 12 exhibited substantial AKR1C1 inhibitory activities with IC Competing Interests: Declaration of competing interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper. (Copyright © 2024 Elsevier Ltd. All rights reserved.) |
| فهرسة مساهمة: | Keywords: Absolute configuration; Aldo–keto reductase 1C1; Angular dihydropyranocoumarin; Peucedanum japonicum; Umbelliferae |
| المشرفين على المادة: | EC 1.1.1.- (Aldo-Keto Reductases) |
| تواريخ الأحداث: | Date Created: 20240111 Date Completed: 20240219 Latest Revision: 20240219 |
| رمز التحديث: | 20240219 |
| DOI: | 10.1016/j.phytochem.2024.113974 |
| PMID: | 38211847 |
| قاعدة البيانات: | MEDLINE |
Full Text Finder | تدمد: | 1873-3700 |
|---|---|
| DOI: | 10.1016/j.phytochem.2024.113974 |