Spongenolactones A–C, Bioactive 5,5,6,6,5-Pentacyclic Spongian Diterpenes from the Red Sea Sponge <i>Spongia</i> sp.
Three new 5,5,6,6,5-pentacyclic spongian diterpenes, spongenolactones A–C (<b>1</b>–<b>3</b>), were isolated from a Red Sea sponge <i>Spongia</i> sp. The structures of the new metabolites were elucidated by extensive spectroscopic analysis and the absolute configu...
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| Format: | Article |
| Language: | English |
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MDPI AG
2022-08-01
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| Series: | Marine Drugs |
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| Online Access: | https://www.mdpi.com/1660-3397/20/8/498 |
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| author | Chi-Jen Tai Atallah F. Ahmed Chih-Hua Chao Chia-Hung Yen Tsong-Long Hwang Fang-Rong Chang Yusheng M. Huang Jyh-Horng Sheu |
| author_facet | Chi-Jen Tai Atallah F. Ahmed Chih-Hua Chao Chia-Hung Yen Tsong-Long Hwang Fang-Rong Chang Yusheng M. Huang Jyh-Horng Sheu |
| author_sort | Chi-Jen Tai |
| collection | DOAJ |
| description | Three new 5,5,6,6,5-pentacyclic spongian diterpenes, spongenolactones A–C (<b>1</b>–<b>3</b>), were isolated from a Red Sea sponge <i>Spongia</i> sp. The structures of the new metabolites were elucidated by extensive spectroscopic analysis and the absolute configurations of <b>1–</b><b>3</b> were determined on the basis of comparison of the experimental circular dichroism (CD) and calculated electronic circular dichroism (ECD) spectra. Compounds <b>1</b>–<b>3</b> are the first 5,5,6,6,5-pentacyclic spongian diterpenes bearing an <i>β</i>-hydroxy group at C-1. These metabolites were assayed for their cytotoxic, antibacterial, and anti-inflammatory activities. All three compounds were found to exert inhibitory activity against superoxide anion generation in fMLF/CB-stimulated human neutrophils. Furthermore, <b>1</b> showed a higher activity against the growth of <i>Staphylococcus aureus</i> in comparison to <b>2</b>. |
| first_indexed | 2024-03-09T09:54:48Z |
| format | Article |
| id | doaj.art-e2f22b00631b4e4daacf74251d03c601 |
| institution | Directory Open Access Journal |
| issn | 1660-3397 |
| language | English |
| last_indexed | 2024-03-09T09:54:48Z |
| publishDate | 2022-08-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Marine Drugs |
| spelling | doaj.art-e2f22b00631b4e4daacf74251d03c6012023-12-01T23:55:59ZengMDPI AGMarine Drugs1660-33972022-08-0120849810.3390/md20080498Spongenolactones A–C, Bioactive 5,5,6,6,5-Pentacyclic Spongian Diterpenes from the Red Sea Sponge <i>Spongia</i> sp.Chi-Jen Tai0Atallah F. Ahmed1Chih-Hua Chao2Chia-Hung Yen3Tsong-Long Hwang4Fang-Rong Chang5Yusheng M. Huang6Jyh-Horng Sheu7Doctoral Degree Program in Marine Biotechnology, National Sun Yat-sen University, Kaohsiung 80424, TaiwanDepartment of Pharmacognosy, College of Pharmacy, King Saud University, Riyadh 11451, Saudi ArabiaSchool of Pharmacy, China Medical University, Taichung 40604, TaiwanGraduate Institute of Natural Products, College of Pharmacy, Kaohsiung Medical University, Kaohsiung 80708, TaiwanGraduate Institute of Natural Products, College of Medicine, Chang Gung University, Taoyuan 333, TaiwanGraduate Institute of Natural Products, College of Pharmacy, Kaohsiung Medical University, Kaohsiung 80708, TaiwanDepartment of Marine Recreation, National Penghu University of Science and Technology, Magong, Penghu 88046, TaiwanDoctoral Degree Program in Marine Biotechnology, National Sun Yat-sen University, Kaohsiung 80424, TaiwanThree new 5,5,6,6,5-pentacyclic spongian diterpenes, spongenolactones A–C (<b>1</b>–<b>3</b>), were isolated from a Red Sea sponge <i>Spongia</i> sp. The structures of the new metabolites were elucidated by extensive spectroscopic analysis and the absolute configurations of <b>1–</b><b>3</b> were determined on the basis of comparison of the experimental circular dichroism (CD) and calculated electronic circular dichroism (ECD) spectra. Compounds <b>1</b>–<b>3</b> are the first 5,5,6,6,5-pentacyclic spongian diterpenes bearing an <i>β</i>-hydroxy group at C-1. These metabolites were assayed for their cytotoxic, antibacterial, and anti-inflammatory activities. All three compounds were found to exert inhibitory activity against superoxide anion generation in fMLF/CB-stimulated human neutrophils. Furthermore, <b>1</b> showed a higher activity against the growth of <i>Staphylococcus aureus</i> in comparison to <b>2</b>.https://www.mdpi.com/1660-3397/20/8/498Red Sea sponge<i>Spongia</i> sp.5,5,6,6,5-pentacyclic spongian diterpenesanti-inflammatory assayantibacterial assay |
| spellingShingle | Chi-Jen Tai Atallah F. Ahmed Chih-Hua Chao Chia-Hung Yen Tsong-Long Hwang Fang-Rong Chang Yusheng M. Huang Jyh-Horng Sheu Spongenolactones A–C, Bioactive 5,5,6,6,5-Pentacyclic Spongian Diterpenes from the Red Sea Sponge <i>Spongia</i> sp. Marine Drugs Red Sea sponge <i>Spongia</i> sp. 5,5,6,6,5-pentacyclic spongian diterpenes anti-inflammatory assay antibacterial assay |
| title | Spongenolactones A–C, Bioactive 5,5,6,6,5-Pentacyclic Spongian Diterpenes from the Red Sea Sponge <i>Spongia</i> sp. |
| title_full | Spongenolactones A–C, Bioactive 5,5,6,6,5-Pentacyclic Spongian Diterpenes from the Red Sea Sponge <i>Spongia</i> sp. |
| title_fullStr | Spongenolactones A–C, Bioactive 5,5,6,6,5-Pentacyclic Spongian Diterpenes from the Red Sea Sponge <i>Spongia</i> sp. |
| title_full_unstemmed | Spongenolactones A–C, Bioactive 5,5,6,6,5-Pentacyclic Spongian Diterpenes from the Red Sea Sponge <i>Spongia</i> sp. |
| title_short | Spongenolactones A–C, Bioactive 5,5,6,6,5-Pentacyclic Spongian Diterpenes from the Red Sea Sponge <i>Spongia</i> sp. |
| title_sort | spongenolactones a c bioactive 5 5 6 6 5 pentacyclic spongian diterpenes from the red sea sponge i spongia i sp |
| topic | Red Sea sponge <i>Spongia</i> sp. 5,5,6,6,5-pentacyclic spongian diterpenes anti-inflammatory assay antibacterial assay |
| url | https://www.mdpi.com/1660-3397/20/8/498 |
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