Naphtho-Gamma-Pyrones (N<i>γ</i>Ps) with Obvious Cholesterol Absorption Inhibitory Activity from the Marine-Derived Fungus <i>Aspergillus niger</i> S-48
Eight naphtho-gamma-pyrones (N<i>γ</i>Ps) (<b>1</b>–<b>8</b>), together with four known biosynthetically related coumarin derivatives (<b>9</b>–<b>12</b>), were isolated from the potato dextrose agar media of a marine-derived fungus <i&g...
| Main Authors: | , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2022-04-01
|
| Series: | Molecules |
| Subjects: | |
| Online Access: | https://www.mdpi.com/1420-3049/27/8/2514 |
| _version_ | 1797444545943699456 |
|---|---|
| author | Chang-Zheng Wu Xiao-Ping Peng Gang Li Qi Wang Hong-Xiang Lou |
| author_facet | Chang-Zheng Wu Xiao-Ping Peng Gang Li Qi Wang Hong-Xiang Lou |
| author_sort | Chang-Zheng Wu |
| collection | DOAJ |
| description | Eight naphtho-gamma-pyrones (N<i>γ</i>Ps) (<b>1</b>–<b>8</b>), together with four known biosynthetically related coumarin derivatives (<b>9</b>–<b>12</b>), were isolated from the potato dextrose agar media of a marine-derived fungus <i>Aspergillus niger</i> S-48. Among them, natural compounds <b>1</b> and <b>2</b> were tentatively subjected to benzohydrazide reaction to evaluate the importance of pyran rings in N<i>γ</i>Ps. Their structures were elucidated by extensive 1D and 2D NMR spectroscopic data and MS spectra. Compounds <b>1</b>–<b>4</b> showed obvious activity for reducing cholesterol absorption verging on ezetimibe. This work highlighted the potential of natural N<i>γ</i>Ps as NPC1L1 inhibitors. |
| first_indexed | 2024-03-09T13:14:07Z |
| format | Article |
| id | doaj.art-0013877762a74424874de68bf96d396c |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-09T13:14:07Z |
| publishDate | 2022-04-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-0013877762a74424874de68bf96d396c2023-11-30T21:38:07ZengMDPI AGMolecules1420-30492022-04-01278251410.3390/molecules27082514Naphtho-Gamma-Pyrones (N<i>γ</i>Ps) with Obvious Cholesterol Absorption Inhibitory Activity from the Marine-Derived Fungus <i>Aspergillus niger</i> S-48Chang-Zheng Wu0Xiao-Ping Peng1Gang Li2Qi Wang3Hong-Xiang Lou4Department of Natural Medicinal Chemistry and Pharmacognosy, School of Pharmacy, Qingdao University, Qingdao 266021, ChinaDepartment of Natural Medicinal Chemistry and Pharmacognosy, School of Pharmacy, Qingdao University, Qingdao 266021, ChinaDepartment of Natural Medicinal Chemistry and Pharmacognosy, School of Pharmacy, Qingdao University, Qingdao 266021, ChinaDepartment of Natural Medicinal Chemistry and Pharmacognosy, School of Pharmacy, Qingdao University, Qingdao 266021, ChinaDepartment of Natural Medicinal Chemistry and Pharmacognosy, School of Pharmacy, Qingdao University, Qingdao 266021, ChinaEight naphtho-gamma-pyrones (N<i>γ</i>Ps) (<b>1</b>–<b>8</b>), together with four known biosynthetically related coumarin derivatives (<b>9</b>–<b>12</b>), were isolated from the potato dextrose agar media of a marine-derived fungus <i>Aspergillus niger</i> S-48. Among them, natural compounds <b>1</b> and <b>2</b> were tentatively subjected to benzohydrazide reaction to evaluate the importance of pyran rings in N<i>γ</i>Ps. Their structures were elucidated by extensive 1D and 2D NMR spectroscopic data and MS spectra. Compounds <b>1</b>–<b>4</b> showed obvious activity for reducing cholesterol absorption verging on ezetimibe. This work highlighted the potential of natural N<i>γ</i>Ps as NPC1L1 inhibitors.https://www.mdpi.com/1420-3049/27/8/2514<i>Aspergillus niger</i>natural productsnaphtho-gamma-pyrones (N<i>γ</i>Ps)Niemann-Pick C1-Like 1cholesterol |
| spellingShingle | Chang-Zheng Wu Xiao-Ping Peng Gang Li Qi Wang Hong-Xiang Lou Naphtho-Gamma-Pyrones (N<i>γ</i>Ps) with Obvious Cholesterol Absorption Inhibitory Activity from the Marine-Derived Fungus <i>Aspergillus niger</i> S-48 Molecules <i>Aspergillus niger</i> natural products naphtho-gamma-pyrones (N<i>γ</i>Ps) Niemann-Pick C1-Like 1 cholesterol |
| title | Naphtho-Gamma-Pyrones (N<i>γ</i>Ps) with Obvious Cholesterol Absorption Inhibitory Activity from the Marine-Derived Fungus <i>Aspergillus niger</i> S-48 |
| title_full | Naphtho-Gamma-Pyrones (N<i>γ</i>Ps) with Obvious Cholesterol Absorption Inhibitory Activity from the Marine-Derived Fungus <i>Aspergillus niger</i> S-48 |
| title_fullStr | Naphtho-Gamma-Pyrones (N<i>γ</i>Ps) with Obvious Cholesterol Absorption Inhibitory Activity from the Marine-Derived Fungus <i>Aspergillus niger</i> S-48 |
| title_full_unstemmed | Naphtho-Gamma-Pyrones (N<i>γ</i>Ps) with Obvious Cholesterol Absorption Inhibitory Activity from the Marine-Derived Fungus <i>Aspergillus niger</i> S-48 |
| title_short | Naphtho-Gamma-Pyrones (N<i>γ</i>Ps) with Obvious Cholesterol Absorption Inhibitory Activity from the Marine-Derived Fungus <i>Aspergillus niger</i> S-48 |
| title_sort | naphtho gamma pyrones n i γ i ps with obvious cholesterol absorption inhibitory activity from the marine derived fungus i aspergillus niger i s 48 |
| topic | <i>Aspergillus niger</i> natural products naphtho-gamma-pyrones (N<i>γ</i>Ps) Niemann-Pick C1-Like 1 cholesterol |
| url | https://www.mdpi.com/1420-3049/27/8/2514 |
| work_keys_str_mv | AT changzhengwu naphthogammapyronesnigipswithobviouscholesterolabsorptioninhibitoryactivityfromthemarinederivedfungusiaspergillusnigeris48 AT xiaopingpeng naphthogammapyronesnigipswithobviouscholesterolabsorptioninhibitoryactivityfromthemarinederivedfungusiaspergillusnigeris48 AT gangli naphthogammapyronesnigipswithobviouscholesterolabsorptioninhibitoryactivityfromthemarinederivedfungusiaspergillusnigeris48 AT qiwang naphthogammapyronesnigipswithobviouscholesterolabsorptioninhibitoryactivityfromthemarinederivedfungusiaspergillusnigeris48 AT hongxianglou naphthogammapyronesnigipswithobviouscholesterolabsorptioninhibitoryactivityfromthemarinederivedfungusiaspergillusnigeris48 |