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Norsesquiterpenoids from the octocoral Paralemnalia thyrsoides (Ehrenberg 1834)

Three norsesquiterpenoids, pathyspirolactones A (1) and B (2), and napalilactone (3), featuring a γ-spirolactone moiety, were isolated from the cultured octocoral Paralemnalia thyrsoides. The structures of 1–3 were determined by analyzing spectroscopic data, DP4+ computation, specific optical rotati...

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Autores principales: Phan, Gia Hung, Hu, Hao-Chun, Chang, Fang-Rong, Wen, Zhi-Hong, Chen, Jih-Jung, Chung, Hsu-Ming, Tsai, Yu-Chi, Sung, Ping-Jyun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9523659/
https://www.ncbi.nlm.nih.gov/pubmed/36320270
http://dx.doi.org/10.1039/d2ra05015c
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author Phan, Gia Hung
Hu, Hao-Chun
Chang, Fang-Rong
Wen, Zhi-Hong
Chen, Jih-Jung
Chung, Hsu-Ming
Tsai, Yu-Chi
Sung, Ping-Jyun
author_facet Phan, Gia Hung
Hu, Hao-Chun
Chang, Fang-Rong
Wen, Zhi-Hong
Chen, Jih-Jung
Chung, Hsu-Ming
Tsai, Yu-Chi
Sung, Ping-Jyun
author_sort Phan, Gia Hung
collection PubMed
description Three norsesquiterpenoids, pathyspirolactones A (1) and B (2), and napalilactone (3), featuring a γ-spirolactone moiety, were isolated from the cultured octocoral Paralemnalia thyrsoides. The structures of 1–3 were determined by analyzing spectroscopic data, DP4+ computation, specific optical rotation, and X-ray diffraction. In addition, we explored the absolute configurations of pathyspirolactone A (1) and its conformation of the cyclohexane ring to resolve the stereochemical confusion of those of norsesquiterpenoid compounds. Furthermore, we proved that pathyspirolactone B (2) was the first bromine-containing norsesquiterpenoid reported from octocorals.
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spelling pubmed-95236592022-10-31 Norsesquiterpenoids from the octocoral Paralemnalia thyrsoides (Ehrenberg 1834) Phan, Gia Hung Hu, Hao-Chun Chang, Fang-Rong Wen, Zhi-Hong Chen, Jih-Jung Chung, Hsu-Ming Tsai, Yu-Chi Sung, Ping-Jyun RSC Adv Chemistry Three norsesquiterpenoids, pathyspirolactones A (1) and B (2), and napalilactone (3), featuring a γ-spirolactone moiety, were isolated from the cultured octocoral Paralemnalia thyrsoides. The structures of 1–3 were determined by analyzing spectroscopic data, DP4+ computation, specific optical rotation, and X-ray diffraction. In addition, we explored the absolute configurations of pathyspirolactone A (1) and its conformation of the cyclohexane ring to resolve the stereochemical confusion of those of norsesquiterpenoid compounds. Furthermore, we proved that pathyspirolactone B (2) was the first bromine-containing norsesquiterpenoid reported from octocorals. The Royal Society of Chemistry 2022-09-30 /pmc/articles/PMC9523659/ /pubmed/36320270 http://dx.doi.org/10.1039/d2ra05015c Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Phan, Gia Hung
Hu, Hao-Chun
Chang, Fang-Rong
Wen, Zhi-Hong
Chen, Jih-Jung
Chung, Hsu-Ming
Tsai, Yu-Chi
Sung, Ping-Jyun
Norsesquiterpenoids from the octocoral Paralemnalia thyrsoides (Ehrenberg 1834)
title Norsesquiterpenoids from the octocoral Paralemnalia thyrsoides (Ehrenberg 1834)
title_full Norsesquiterpenoids from the octocoral Paralemnalia thyrsoides (Ehrenberg 1834)
title_fullStr Norsesquiterpenoids from the octocoral Paralemnalia thyrsoides (Ehrenberg 1834)
title_full_unstemmed Norsesquiterpenoids from the octocoral Paralemnalia thyrsoides (Ehrenberg 1834)
title_short Norsesquiterpenoids from the octocoral Paralemnalia thyrsoides (Ehrenberg 1834)
title_sort norsesquiterpenoids from the octocoral paralemnalia thyrsoides (ehrenberg 1834)
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9523659/
https://www.ncbi.nlm.nih.gov/pubmed/36320270
http://dx.doi.org/10.1039/d2ra05015c
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