New Terpendole Congeners, Inhibitors of Sterol <i>O</i>-Acyltransferase, Produced by <i>Volutella citrinella</i> BF-0440
New terpendoles N-P (<b>1–3</b>) were isolated along with 8 structurally related known compounds including terpendoles and voluhemins from a culture broth of the fungus <i>Volutella citrinella</i> BF-0440. The structures of <b>1–3</b> were elucidated using various...
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MDPI AG
2020-07-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/25/13/3079 |
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| author | Elyza Aiman Azizah Nur Keisuke Kobayashi Ai Amagai Taichi Ohshiro Hiroshi Tomoda |
| author_facet | Elyza Aiman Azizah Nur Keisuke Kobayashi Ai Amagai Taichi Ohshiro Hiroshi Tomoda |
| author_sort | Elyza Aiman Azizah Nur |
| collection | DOAJ |
| description | New terpendoles N-P (<b>1–3</b>) were isolated along with 8 structurally related known compounds including terpendoles and voluhemins from a culture broth of the fungus <i>Volutella citrinella</i> BF-0440. The structures of <b>1–3</b> were elucidated using various spectroscopic experiments including 1D- and 2D-NMR. All compounds <b>1–3</b> contained a common indole–diterpene backbone. Compounds <b>2</b> and <b>3</b> had 7 and 6 consecutive ring systems with an indole ring, respectively, whereas <b>1</b> had a unique indolinone plus 4 consecutive ring system. Compounds <b>2</b> and <b>3</b> inhibited both sterol <i>O</i>-acyltransferase 1 and 2 isozymes, but <b>1</b> lost the inhibitory activity. Structure–activity relationships of fungal indole–diterpene compounds are discussed. |
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| id | doaj.art-172289c24ec6437d9cdc4cbf5ef7044b |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-10T18:38:14Z |
| publishDate | 2020-07-01 |
| publisher | MDPI AG |
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| series | Molecules |
| spelling | doaj.art-172289c24ec6437d9cdc4cbf5ef7044b2023-11-20T06:00:30ZengMDPI AGMolecules1420-30492020-07-012513307910.3390/molecules25133079New Terpendole Congeners, Inhibitors of Sterol <i>O</i>-Acyltransferase, Produced by <i>Volutella citrinella</i> BF-0440Elyza Aiman Azizah Nur0Keisuke Kobayashi1Ai Amagai2Taichi Ohshiro3Hiroshi Tomoda4Department of Microbial Chemistry, Graduate School of Pharmaceutical Sciences, Kitasato University, Tokyo 108-8641, JapanDepartment of Microbial Chemistry, Graduate School of Pharmaceutical Sciences, Kitasato University, Tokyo 108-8641, JapanDepartment of Microbial Chemistry, School of Pharmacy, Kitasato University, Tokyo 108-8641, JapanDepartment of Microbial Chemistry, Graduate School of Pharmaceutical Sciences, Kitasato University, Tokyo 108-8641, JapanDepartment of Microbial Chemistry, Graduate School of Pharmaceutical Sciences, Kitasato University, Tokyo 108-8641, JapanNew terpendoles N-P (<b>1–3</b>) were isolated along with 8 structurally related known compounds including terpendoles and voluhemins from a culture broth of the fungus <i>Volutella citrinella</i> BF-0440. The structures of <b>1–3</b> were elucidated using various spectroscopic experiments including 1D- and 2D-NMR. All compounds <b>1–3</b> contained a common indole–diterpene backbone. Compounds <b>2</b> and <b>3</b> had 7 and 6 consecutive ring systems with an indole ring, respectively, whereas <b>1</b> had a unique indolinone plus 4 consecutive ring system. Compounds <b>2</b> and <b>3</b> inhibited both sterol <i>O</i>-acyltransferase 1 and 2 isozymes, but <b>1</b> lost the inhibitory activity. Structure–activity relationships of fungal indole–diterpene compounds are discussed.https://www.mdpi.com/1420-3049/25/13/3079terpendolesterol <i>O</i>-acyltransferaseSOATinhibitorfungal metabolite |
| spellingShingle | Elyza Aiman Azizah Nur Keisuke Kobayashi Ai Amagai Taichi Ohshiro Hiroshi Tomoda New Terpendole Congeners, Inhibitors of Sterol <i>O</i>-Acyltransferase, Produced by <i>Volutella citrinella</i> BF-0440 Molecules terpendole sterol <i>O</i>-acyltransferase SOAT inhibitor fungal metabolite |
| title | New Terpendole Congeners, Inhibitors of Sterol <i>O</i>-Acyltransferase, Produced by <i>Volutella citrinella</i> BF-0440 |
| title_full | New Terpendole Congeners, Inhibitors of Sterol <i>O</i>-Acyltransferase, Produced by <i>Volutella citrinella</i> BF-0440 |
| title_fullStr | New Terpendole Congeners, Inhibitors of Sterol <i>O</i>-Acyltransferase, Produced by <i>Volutella citrinella</i> BF-0440 |
| title_full_unstemmed | New Terpendole Congeners, Inhibitors of Sterol <i>O</i>-Acyltransferase, Produced by <i>Volutella citrinella</i> BF-0440 |
| title_short | New Terpendole Congeners, Inhibitors of Sterol <i>O</i>-Acyltransferase, Produced by <i>Volutella citrinella</i> BF-0440 |
| title_sort | new terpendole congeners inhibitors of sterol i o i acyltransferase produced by i volutella citrinella i bf 0440 |
| topic | terpendole sterol <i>O</i>-acyltransferase SOAT inhibitor fungal metabolite |
| url | https://www.mdpi.com/1420-3049/25/13/3079 |
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