New Bioactive Polyketides from the Mangrove-Derived Fungus <i>Daldinia eschscholzii</i> HJX1P2

Three new naphthalene–chroman dimer derivatives, daldinaphchromes A–C (<b>1</b>–<b>3</b>), two new chroman derivatives, daldichromes A (<b>5</b>) and B (<b>6</b>), along with five known compounds (<b>4</b>, <b>7</b>–<b>10&...

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Main Authors: Miao Yu, Yikang Qiu, Shiji Chen, Jueying Shi, Xiu Gong, Jiayi Feng, Fangru Lin, Weinv Zeng, Wenyuan Kang, Caijuan Zheng, Guolei Huang
Format: Article
Language:English
Published: MDPI AG 2025-05-01
Series:Marine Drugs
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Online Access:https://www.mdpi.com/1660-3397/23/6/238
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author Miao Yu
Yikang Qiu
Shiji Chen
Jueying Shi
Xiu Gong
Jiayi Feng
Fangru Lin
Weinv Zeng
Wenyuan Kang
Caijuan Zheng
Guolei Huang
author_facet Miao Yu
Yikang Qiu
Shiji Chen
Jueying Shi
Xiu Gong
Jiayi Feng
Fangru Lin
Weinv Zeng
Wenyuan Kang
Caijuan Zheng
Guolei Huang
author_sort Miao Yu
collection DOAJ
description Three new naphthalene–chroman dimer derivatives, daldinaphchromes A–C (<b>1</b>–<b>3</b>), two new chroman derivatives, daldichromes A (<b>5</b>) and B (<b>6</b>), along with five known compounds (<b>4</b>, <b>7</b>–<b>10</b>) were isolated from the mangrove-derived fungus <i>Daldinia eschscholzii</i> HJX1P2. Their structures and stereochemistries were elucidated through detailed NMR and MS analyses, calculated electronic circular dichroism, and comparison with previously reported data. Compound <b>1</b> demonstrated inhibitory effects on nitric oxide (NO) production in LPS-induced RAW 264.7 cells, with an IC<sub>50</sub> value of 62.9 µM, and more effectively suppressed the expression of interleukin (IL)-6 than dexamethasone. A further mechanistic study suggested that <b>1</b> could prohibit the expression of iNOS in RAW 264.7 cells, and the molecular docking study suggested a possible interaction between <b>1</b> and the iNOS protein. Compounds <b>7</b> and <b>8</b> exhibited moderate to potent DPPH radical scavenging activity, with IC<sub>50</sub> values of 117.4 and 46.2 µM, respectively, compared with the positive control ascorbic acid (IC<sub>50</sub> = 45.6 µM). Compounds <b>4</b> and <b>10</b> showed ABTS<sup>+</sup> radical scavenging activity, with IC<sub>50</sub> values of 66.6 and 33.2 µM, respectively, which were equal to or lower than that of the positive control vitamin C (IC<sub>50</sub> = 59.7 µM). Compounds <b>1</b>–<b>3</b>, <b>7</b>, and <b>9</b> showed antibacterial activity against three <i>Staphylococcus aureus</i> strains, with MIC values of 74.4–390.6 μM.
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series Marine Drugs
spelling doaj-art-8f5de0c6e2f142cc953495c53c32afcf2025-08-20T03:16:33ZengMDPI AGMarine Drugs1660-33972025-05-0123623810.3390/md23060238New Bioactive Polyketides from the Mangrove-Derived Fungus <i>Daldinia eschscholzii</i> HJX1P2Miao Yu0Yikang Qiu1Shiji Chen2Jueying Shi3Xiu Gong4Jiayi Feng5Fangru Lin6Weinv Zeng7Wenyuan Kang8Caijuan Zheng9Guolei Huang10Key Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education, College of Chemistry and Chemical Engineering, Hainan Normal University, Haikou 571158, ChinaKey Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education, College of Chemistry and Chemical Engineering, Hainan Normal University, Haikou 571158, ChinaKey Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education, College of Chemistry and Chemical Engineering, Hainan Normal University, Haikou 571158, ChinaKey Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education, College of Chemistry and Chemical Engineering, Hainan Normal University, Haikou 571158, ChinaKey Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education, College of Chemistry and Chemical Engineering, Hainan Normal University, Haikou 571158, ChinaKey Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education, College of Chemistry and Chemical Engineering, Hainan Normal University, Haikou 571158, ChinaKey Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education, College of Chemistry and Chemical Engineering, Hainan Normal University, Haikou 571158, ChinaInternational Center for Aging and Cancer, Hainan Medical University, Haikou 571158, ChinaKey Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education, College of Chemistry and Chemical Engineering, Hainan Normal University, Haikou 571158, ChinaKey Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education, College of Chemistry and Chemical Engineering, Hainan Normal University, Haikou 571158, ChinaKey Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education, College of Chemistry and Chemical Engineering, Hainan Normal University, Haikou 571158, ChinaThree new naphthalene–chroman dimer derivatives, daldinaphchromes A–C (<b>1</b>–<b>3</b>), two new chroman derivatives, daldichromes A (<b>5</b>) and B (<b>6</b>), along with five known compounds (<b>4</b>, <b>7</b>–<b>10</b>) were isolated from the mangrove-derived fungus <i>Daldinia eschscholzii</i> HJX1P2. Their structures and stereochemistries were elucidated through detailed NMR and MS analyses, calculated electronic circular dichroism, and comparison with previously reported data. Compound <b>1</b> demonstrated inhibitory effects on nitric oxide (NO) production in LPS-induced RAW 264.7 cells, with an IC<sub>50</sub> value of 62.9 µM, and more effectively suppressed the expression of interleukin (IL)-6 than dexamethasone. A further mechanistic study suggested that <b>1</b> could prohibit the expression of iNOS in RAW 264.7 cells, and the molecular docking study suggested a possible interaction between <b>1</b> and the iNOS protein. Compounds <b>7</b> and <b>8</b> exhibited moderate to potent DPPH radical scavenging activity, with IC<sub>50</sub> values of 117.4 and 46.2 µM, respectively, compared with the positive control ascorbic acid (IC<sub>50</sub> = 45.6 µM). Compounds <b>4</b> and <b>10</b> showed ABTS<sup>+</sup> radical scavenging activity, with IC<sub>50</sub> values of 66.6 and 33.2 µM, respectively, which were equal to or lower than that of the positive control vitamin C (IC<sub>50</sub> = 59.7 µM). Compounds <b>1</b>–<b>3</b>, <b>7</b>, and <b>9</b> showed antibacterial activity against three <i>Staphylococcus aureus</i> strains, with MIC values of 74.4–390.6 μM.https://www.mdpi.com/1660-3397/23/6/238naphthalene–chroman dimers<i>Daldinia eschscholzii</i>anti-inflammatory activityantioxidant activityanti-bacterial activity
spellingShingle Miao Yu
Yikang Qiu
Shiji Chen
Jueying Shi
Xiu Gong
Jiayi Feng
Fangru Lin
Weinv Zeng
Wenyuan Kang
Caijuan Zheng
Guolei Huang
New Bioactive Polyketides from the Mangrove-Derived Fungus <i>Daldinia eschscholzii</i> HJX1P2
Marine Drugs
naphthalene–chroman dimers
<i>Daldinia eschscholzii</i>
anti-inflammatory activity
antioxidant activity
anti-bacterial activity
title New Bioactive Polyketides from the Mangrove-Derived Fungus <i>Daldinia eschscholzii</i> HJX1P2
title_full New Bioactive Polyketides from the Mangrove-Derived Fungus <i>Daldinia eschscholzii</i> HJX1P2
title_fullStr New Bioactive Polyketides from the Mangrove-Derived Fungus <i>Daldinia eschscholzii</i> HJX1P2
title_full_unstemmed New Bioactive Polyketides from the Mangrove-Derived Fungus <i>Daldinia eschscholzii</i> HJX1P2
title_short New Bioactive Polyketides from the Mangrove-Derived Fungus <i>Daldinia eschscholzii</i> HJX1P2
title_sort new bioactive polyketides from the mangrove derived fungus i daldinia eschscholzii i hjx1p2
topic naphthalene–chroman dimers
<i>Daldinia eschscholzii</i>
anti-inflammatory activity
antioxidant activity
anti-bacterial activity
url https://www.mdpi.com/1660-3397/23/6/238
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