Two C<sub>23</sub>-Steroids and a New Isocoumarin Metabolite from Mangrove Sediment-Derived Fungus <i>Penicillium</i> sp. SCSIO 41429
Two new C<sub>23</sub>-steroids derivatives, cyclocitrinoic acid A (<b>1</b>) and cyclocitrinoic acid B (<b>2</b>), and a new isocoumarin metabolite, (3<i>R</i>,4<i>S</i>)-6,8-dihydroxy-3,4,5-trimethyl-7-carboxamidelisocoumarin (<b>10...
Saved in:
| Main Authors: | , , , , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2024-08-01
|
| Series: | Marine Drugs |
| Subjects: | |
| Online Access: | https://www.mdpi.com/1660-3397/22/9/393 |
| Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
| _version_ | 1850260451439411200 |
|---|---|
| author | Lishan Huang Chunmei Chen Jian Cai Yixin Chen Yongyan Zhu Bin Yang Xuefeng Zhou Yonghong Liu Huaming Tao |
| author_facet | Lishan Huang Chunmei Chen Jian Cai Yixin Chen Yongyan Zhu Bin Yang Xuefeng Zhou Yonghong Liu Huaming Tao |
| author_sort | Lishan Huang |
| collection | DOAJ |
| description | Two new C<sub>23</sub>-steroids derivatives, cyclocitrinoic acid A (<b>1</b>) and cyclocitrinoic acid B (<b>2</b>), and a new isocoumarin metabolite, (3<i>R</i>,4<i>S</i>)-6,8-dihydroxy-3,4,5-trimethyl-7-carboxamidelisocoumarin (<b>10</b>), together with 12 known compounds (<b>3</b>–<b>9</b>, <b>11</b>–<b>15</b>) were isolated from the mangrove-sediment fungus <i>Penicillium</i> sp. SCSIO 41429. The structures of the new compounds were comprehensively characterized by 1D and 2D NMR, HRESIMS and ECD calculation. All isolates were evaluated for pancreatic lipase (PL) inhibitory and antioxidant activities. The biological evaluation results revealed that compounds <b>2</b>, <b>14</b> and <b>15</b> displayed weak or moderate inhibition against PL, with IC<sub>50</sub> values of 32.77, 5.15 and 2.42 µM, respectively. In addition, compounds <b>7</b>, <b>12</b> and <b>13</b> showed radical scavenging activities against DPPH, with IC<sub>50</sub> values of 64.70, 48.13, and 75.54 µM, respectively. In addition, molecular docking results indicated that these compounds had potential for PL inhibitory and antioxidant activities, which provided screening candidates for antioxidants and a reduction in obesity. |
| format | Article |
| id | doaj-art-4a4839d04f7c41edb1d1c6d2d607d9b3 |
| institution | OA Journals |
| issn | 1660-3397 |
| language | English |
| publishDate | 2024-08-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Marine Drugs |
| spelling | doaj-art-4a4839d04f7c41edb1d1c6d2d607d9b32025-08-20T01:55:38ZengMDPI AGMarine Drugs1660-33972024-08-0122939310.3390/md22090393Two C<sub>23</sub>-Steroids and a New Isocoumarin Metabolite from Mangrove Sediment-Derived Fungus <i>Penicillium</i> sp. SCSIO 41429Lishan Huang0Chunmei Chen1Jian Cai2Yixin Chen3Yongyan Zhu4Bin Yang5Xuefeng Zhou6Yonghong Liu7Huaming Tao8Guangdong Provincial Key Laboratory of Chinese Medicine Pharmaceutics, School of Traditional Chinese Medicine, Southern Medical University, Guangzhou 510515, ChinaCAS Key Laboratory of Tropical Marine Bio-Resources and Ecology, Guangdong Key Laboratory of Marine Materia Medica, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, ChinaCAS Key Laboratory of Tropical Marine Bio-Resources and Ecology, Guangdong Key Laboratory of Marine Materia Medica, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, ChinaGuangdong Provincial Key Laboratory of Chinese Medicine Pharmaceutics, School of Traditional Chinese Medicine, Southern Medical University, Guangzhou 510515, ChinaGuangdong Provincial Key Laboratory of Chinese Medicine Pharmaceutics, School of Traditional Chinese Medicine, Southern Medical University, Guangzhou 510515, ChinaCAS Key Laboratory of Tropical Marine Bio-Resources and Ecology, Guangdong Key Laboratory of Marine Materia Medica, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, ChinaCAS Key Laboratory of Tropical Marine Bio-Resources and Ecology, Guangdong Key Laboratory of Marine Materia Medica, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, ChinaCAS Key Laboratory of Tropical Marine Bio-Resources and Ecology, Guangdong Key Laboratory of Marine Materia Medica, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, ChinaGuangdong Provincial Key Laboratory of Chinese Medicine Pharmaceutics, School of Traditional Chinese Medicine, Southern Medical University, Guangzhou 510515, ChinaTwo new C<sub>23</sub>-steroids derivatives, cyclocitrinoic acid A (<b>1</b>) and cyclocitrinoic acid B (<b>2</b>), and a new isocoumarin metabolite, (3<i>R</i>,4<i>S</i>)-6,8-dihydroxy-3,4,5-trimethyl-7-carboxamidelisocoumarin (<b>10</b>), together with 12 known compounds (<b>3</b>–<b>9</b>, <b>11</b>–<b>15</b>) were isolated from the mangrove-sediment fungus <i>Penicillium</i> sp. SCSIO 41429. The structures of the new compounds were comprehensively characterized by 1D and 2D NMR, HRESIMS and ECD calculation. All isolates were evaluated for pancreatic lipase (PL) inhibitory and antioxidant activities. The biological evaluation results revealed that compounds <b>2</b>, <b>14</b> and <b>15</b> displayed weak or moderate inhibition against PL, with IC<sub>50</sub> values of 32.77, 5.15 and 2.42 µM, respectively. In addition, compounds <b>7</b>, <b>12</b> and <b>13</b> showed radical scavenging activities against DPPH, with IC<sub>50</sub> values of 64.70, 48.13, and 75.54 µM, respectively. In addition, molecular docking results indicated that these compounds had potential for PL inhibitory and antioxidant activities, which provided screening candidates for antioxidants and a reduction in obesity.https://www.mdpi.com/1660-3397/22/9/393C<sub>23</sub>-steroidisocoumarin<i>Penicillium</i>mangrove-sediment fungusantioxidantpancreatic lipase (PL) |
| spellingShingle | Lishan Huang Chunmei Chen Jian Cai Yixin Chen Yongyan Zhu Bin Yang Xuefeng Zhou Yonghong Liu Huaming Tao Two C<sub>23</sub>-Steroids and a New Isocoumarin Metabolite from Mangrove Sediment-Derived Fungus <i>Penicillium</i> sp. SCSIO 41429 Marine Drugs C<sub>23</sub>-steroid isocoumarin <i>Penicillium</i> mangrove-sediment fungus antioxidant pancreatic lipase (PL) |
| title | Two C<sub>23</sub>-Steroids and a New Isocoumarin Metabolite from Mangrove Sediment-Derived Fungus <i>Penicillium</i> sp. SCSIO 41429 |
| title_full | Two C<sub>23</sub>-Steroids and a New Isocoumarin Metabolite from Mangrove Sediment-Derived Fungus <i>Penicillium</i> sp. SCSIO 41429 |
| title_fullStr | Two C<sub>23</sub>-Steroids and a New Isocoumarin Metabolite from Mangrove Sediment-Derived Fungus <i>Penicillium</i> sp. SCSIO 41429 |
| title_full_unstemmed | Two C<sub>23</sub>-Steroids and a New Isocoumarin Metabolite from Mangrove Sediment-Derived Fungus <i>Penicillium</i> sp. SCSIO 41429 |
| title_short | Two C<sub>23</sub>-Steroids and a New Isocoumarin Metabolite from Mangrove Sediment-Derived Fungus <i>Penicillium</i> sp. SCSIO 41429 |
| title_sort | two c sub 23 sub steroids and a new isocoumarin metabolite from mangrove sediment derived fungus i penicillium i sp scsio 41429 |
| topic | C<sub>23</sub>-steroid isocoumarin <i>Penicillium</i> mangrove-sediment fungus antioxidant pancreatic lipase (PL) |
| url | https://www.mdpi.com/1660-3397/22/9/393 |
| work_keys_str_mv | AT lishanhuang twocsub23substeroidsandanewisocoumarinmetabolitefrommangrovesedimentderivedfungusipenicilliumispscsio41429 AT chunmeichen twocsub23substeroidsandanewisocoumarinmetabolitefrommangrovesedimentderivedfungusipenicilliumispscsio41429 AT jiancai twocsub23substeroidsandanewisocoumarinmetabolitefrommangrovesedimentderivedfungusipenicilliumispscsio41429 AT yixinchen twocsub23substeroidsandanewisocoumarinmetabolitefrommangrovesedimentderivedfungusipenicilliumispscsio41429 AT yongyanzhu twocsub23substeroidsandanewisocoumarinmetabolitefrommangrovesedimentderivedfungusipenicilliumispscsio41429 AT binyang twocsub23substeroidsandanewisocoumarinmetabolitefrommangrovesedimentderivedfungusipenicilliumispscsio41429 AT xuefengzhou twocsub23substeroidsandanewisocoumarinmetabolitefrommangrovesedimentderivedfungusipenicilliumispscsio41429 AT yonghongliu twocsub23substeroidsandanewisocoumarinmetabolitefrommangrovesedimentderivedfungusipenicilliumispscsio41429 AT huamingtao twocsub23substeroidsandanewisocoumarinmetabolitefrommangrovesedimentderivedfungusipenicilliumispscsio41429 |