Bioactive Bis(indole) Alkaloids from a <i>Spongosorites</i> sp. Sponge
Six new bis(indole) alkaloids (<b>1</b>–<b>6</b>) along with eight known ones of the topsentin class were isolated from a <i>Spongosorites</i> sp. sponge of Korea. Based on the results of combined spectroscopic analyses, the structures of spongosoritins A–D (<b...
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MDPI AG
2020-12-01
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author | Jae Sung Park Eunji Cho Ji-Yeon Hwang Sung Chul Park Beomkoo Chung Oh-Seok Kwon Chung J. Sim Dong-Chan Oh Ki-Bong Oh Jongheon Shin |
author_facet | Jae Sung Park Eunji Cho Ji-Yeon Hwang Sung Chul Park Beomkoo Chung Oh-Seok Kwon Chung J. Sim Dong-Chan Oh Ki-Bong Oh Jongheon Shin |
author_sort | Jae Sung Park |
collection | DOAJ |
description | Six new bis(indole) alkaloids (<b>1</b>–<b>6</b>) along with eight known ones of the topsentin class were isolated from a <i>Spongosorites</i> sp. sponge of Korea. Based on the results of combined spectroscopic analyses, the structures of spongosoritins A–D (<b>1</b>–<b>4</b>) were determined to possess a 2-methoxy-1-imidazole-5-one core connecting the indole moieties, and these were linked by a linear urea bridge for spongocarbamides A (<b>5</b>) and B (<b>6</b>). The absolute configurations of spongosoritins were assigned by electronic circular dichroism (ECD) computation. The new compounds exhibited moderate inhibition against transpeptidase sortase A and weak inhibition against human pathogenic bacteria and A549 and K562 cancer cell lines. |
first_indexed | 2024-03-10T13:49:20Z |
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id | doaj.art-50dd476b98c84b9e9ada57c134b898c5 |
institution | Directory Open Access Journal |
issn | 1660-3397 |
language | English |
last_indexed | 2024-03-10T13:49:20Z |
publishDate | 2020-12-01 |
publisher | MDPI AG |
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series | Marine Drugs |
spelling | doaj.art-50dd476b98c84b9e9ada57c134b898c52023-11-21T02:15:45ZengMDPI AGMarine Drugs1660-33972020-12-01191310.3390/md19010003Bioactive Bis(indole) Alkaloids from a <i>Spongosorites</i> sp. SpongeJae Sung Park0Eunji Cho1Ji-Yeon Hwang2Sung Chul Park3Beomkoo Chung4Oh-Seok Kwon5Chung J. Sim6Dong-Chan Oh7Ki-Bong Oh8Jongheon Shin9Natural Products Research Institute, College of Pharmacy, Seoul National University, San 56-1, Sillim, Gwanak, Seoul 151-742, KoreaDepartment of Agricultural Biotechnology, College of Agriculture and Life Sciences, Seoul National University, Seoul 08826, KoreaNatural Products Research Institute, College of Pharmacy, Seoul National University, San 56-1, Sillim, Gwanak, Seoul 151-742, KoreaNatural Products Research Institute, College of Pharmacy, Seoul National University, San 56-1, Sillim, Gwanak, Seoul 151-742, KoreaDepartment of Agricultural Biotechnology, College of Agriculture and Life Sciences, Seoul National University, Seoul 08826, KoreaNatural Products Research Institute, College of Pharmacy, Seoul National University, San 56-1, Sillim, Gwanak, Seoul 151-742, KoreaDepartment of Biological Sciences, College of Life Science and Nano Technology, Hannam University, 461-6 Jeonmin, Yuseong, Daejeon 305-811, KoreaNatural Products Research Institute, College of Pharmacy, Seoul National University, San 56-1, Sillim, Gwanak, Seoul 151-742, KoreaDepartment of Agricultural Biotechnology, College of Agriculture and Life Sciences, Seoul National University, Seoul 08826, KoreaNatural Products Research Institute, College of Pharmacy, Seoul National University, San 56-1, Sillim, Gwanak, Seoul 151-742, KoreaSix new bis(indole) alkaloids (<b>1</b>–<b>6</b>) along with eight known ones of the topsentin class were isolated from a <i>Spongosorites</i> sp. sponge of Korea. Based on the results of combined spectroscopic analyses, the structures of spongosoritins A–D (<b>1</b>–<b>4</b>) were determined to possess a 2-methoxy-1-imidazole-5-one core connecting the indole moieties, and these were linked by a linear urea bridge for spongocarbamides A (<b>5</b>) and B (<b>6</b>). The absolute configurations of spongosoritins were assigned by electronic circular dichroism (ECD) computation. The new compounds exhibited moderate inhibition against transpeptidase sortase A and weak inhibition against human pathogenic bacteria and A549 and K562 cancer cell lines.https://www.mdpi.com/1660-3397/19/1/3<i>Spongosorites</i> sp. spongebis(indole) alkaloidsspongosoritinsspongocarbamidestopsentinsortase A inhibition |
spellingShingle | Jae Sung Park Eunji Cho Ji-Yeon Hwang Sung Chul Park Beomkoo Chung Oh-Seok Kwon Chung J. Sim Dong-Chan Oh Ki-Bong Oh Jongheon Shin Bioactive Bis(indole) Alkaloids from a <i>Spongosorites</i> sp. Sponge Marine Drugs <i>Spongosorites</i> sp. sponge bis(indole) alkaloids spongosoritins spongocarbamides topsentin sortase A inhibition |
title | Bioactive Bis(indole) Alkaloids from a <i>Spongosorites</i> sp. Sponge |
title_full | Bioactive Bis(indole) Alkaloids from a <i>Spongosorites</i> sp. Sponge |
title_fullStr | Bioactive Bis(indole) Alkaloids from a <i>Spongosorites</i> sp. Sponge |
title_full_unstemmed | Bioactive Bis(indole) Alkaloids from a <i>Spongosorites</i> sp. Sponge |
title_short | Bioactive Bis(indole) Alkaloids from a <i>Spongosorites</i> sp. Sponge |
title_sort | bioactive bis indole alkaloids from a i spongosorites i sp sponge |
topic | <i>Spongosorites</i> sp. sponge bis(indole) alkaloids spongosoritins spongocarbamides topsentin sortase A inhibition |
url | https://www.mdpi.com/1660-3397/19/1/3 |
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