Quintaquinone, a Merosesquiterpene from the Yellow Sponge Verongula cf. rigida Esper

Copyright © 2020 American Chemical Society and American Society of Pharmacognosy. A chemical investigation of the sponge Verongula cf. rigida led to the isolation of 13 merosesquiterpenes, among which quintaquinone (2), 5-epi-nakijiquinone L (3), and 3-farnesyl-2-hydroxy-5-methoxyquinone (4) were is...

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Main Authors: Apisada Jiso, Siriporn Kittiwisut, Ruttanaporn Chantakul, Supreeya Yuenyongsawad, Sumaitt Putchakarn, Till F. Schäberle, Prapapan Temkitthaworn, Kornkanok Ingkaninan, Kulathida Chaithirayanon, Anuchit Plubrukarn
Other Authors: Walailak University
Format: Article
Published: 2020
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Online Access:https://repository.li.mahidol.ac.th/handle/123456789/53582
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spelling th-mahidol.535822020-03-26T12:12:24Z Quintaquinone, a Merosesquiterpene from the Yellow Sponge Verongula cf. rigida Esper Apisada Jiso Siriporn Kittiwisut Ruttanaporn Chantakul Supreeya Yuenyongsawad Sumaitt Putchakarn Till F. Schäberle Prapapan Temkitthaworn Kornkanok Ingkaninan Kulathida Chaithirayanon Anuchit Plubrukarn Walailak University Naresuan University Justus Liebig University Giessen Mahidol University Thammasat University Burapha University Prince of Songkla University Fraunhofer Institute for Molecular Biology and Applied Ecology IME Biochemistry, Genetics and Molecular Biology Chemistry Medicine Pharmacology, Toxicology and Pharmaceutics Copyright © 2020 American Chemical Society and American Society of Pharmacognosy. A chemical investigation of the sponge Verongula cf. rigida led to the isolation of 13 merosesquiterpenes, among which quintaquinone (2), 5-epi-nakijiquinone L (3), and 3-farnesyl-2-hydroxy-5-methoxyquinone (4) were isolated and reported here for the first time. Particularly, compound 2 is the first member of merosesquiterpenes with a polyketide side chain substituted on C-19. All of the isolated compounds were examined for steroid 5α-reductase inhibitory activity. Cyclospongiaquinone 1 (5) showed a strong activity in the same range as that of standard finasteride. 2020-03-26T04:30:57Z 2020-03-26T04:30:57Z 2020-02-28 Article Journal of Natural Products. Vol.83, No.2 (2020), 532-536 10.1021/acs.jnatprod.9b00886 15206025 01633864 2-s2.0-85079751529 https://repository.li.mahidol.ac.th/handle/123456789/53582 Mahidol University SCOPUS https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85079751529&origin=inward
institution Mahidol University
building Mahidol University Library
continent Asia
country Thailand
Thailand
content_provider Mahidol University Library
collection Mahidol University Institutional Repository
topic Biochemistry, Genetics and Molecular Biology
Chemistry
Medicine
Pharmacology, Toxicology and Pharmaceutics
spellingShingle Biochemistry, Genetics and Molecular Biology
Chemistry
Medicine
Pharmacology, Toxicology and Pharmaceutics
Apisada Jiso
Siriporn Kittiwisut
Ruttanaporn Chantakul
Supreeya Yuenyongsawad
Sumaitt Putchakarn
Till F. Schäberle
Prapapan Temkitthaworn
Kornkanok Ingkaninan
Kulathida Chaithirayanon
Anuchit Plubrukarn
Quintaquinone, a Merosesquiterpene from the Yellow Sponge Verongula cf. rigida Esper
description Copyright © 2020 American Chemical Society and American Society of Pharmacognosy. A chemical investigation of the sponge Verongula cf. rigida led to the isolation of 13 merosesquiterpenes, among which quintaquinone (2), 5-epi-nakijiquinone L (3), and 3-farnesyl-2-hydroxy-5-methoxyquinone (4) were isolated and reported here for the first time. Particularly, compound 2 is the first member of merosesquiterpenes with a polyketide side chain substituted on C-19. All of the isolated compounds were examined for steroid 5α-reductase inhibitory activity. Cyclospongiaquinone 1 (5) showed a strong activity in the same range as that of standard finasteride.
author2 Walailak University
author_facet Walailak University
Apisada Jiso
Siriporn Kittiwisut
Ruttanaporn Chantakul
Supreeya Yuenyongsawad
Sumaitt Putchakarn
Till F. Schäberle
Prapapan Temkitthaworn
Kornkanok Ingkaninan
Kulathida Chaithirayanon
Anuchit Plubrukarn
format Article
author Apisada Jiso
Siriporn Kittiwisut
Ruttanaporn Chantakul
Supreeya Yuenyongsawad
Sumaitt Putchakarn
Till F. Schäberle
Prapapan Temkitthaworn
Kornkanok Ingkaninan
Kulathida Chaithirayanon
Anuchit Plubrukarn
author_sort Apisada Jiso
title Quintaquinone, a Merosesquiterpene from the Yellow Sponge Verongula cf. rigida Esper
title_short Quintaquinone, a Merosesquiterpene from the Yellow Sponge Verongula cf. rigida Esper
title_full Quintaquinone, a Merosesquiterpene from the Yellow Sponge Verongula cf. rigida Esper
title_fullStr Quintaquinone, a Merosesquiterpene from the Yellow Sponge Verongula cf. rigida Esper
title_full_unstemmed Quintaquinone, a Merosesquiterpene from the Yellow Sponge Verongula cf. rigida Esper
title_sort quintaquinone, a merosesquiterpene from the yellow sponge verongula cf. rigida esper
publishDate 2020
url https://repository.li.mahidol.ac.th/handle/123456789/53582
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