Ximaoornatins A–C, Polyoxygenated Diterpenoids from the Hainan Soft Coral <i>Sinularia ornata</i>

Three complex polyoxygenated diterpenoids possessing uncommon tetradecahydro-2,13:6,9-diepoxybenzo[10]annulene scaffold, namely ximaoornatins A–C (<b>1</b>–<b>3</b>), one new eunicellin-type diterpene, litophynin K (<b>4</b>), and a related known compound, litophy...

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Main Authors: Li-Li Sun, Xu-Wen Li, Yue-Wei Guo
Format: Article
Language:English
Published: MDPI AG 2022-03-01
Series:Marine Drugs
Subjects:
Online Access:https://www.mdpi.com/1660-3397/20/3/218
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author Li-Li Sun
Xu-Wen Li
Yue-Wei Guo
author_facet Li-Li Sun
Xu-Wen Li
Yue-Wei Guo
author_sort Li-Li Sun
collection DOAJ
description Three complex polyoxygenated diterpenoids possessing uncommon tetradecahydro-2,13:6,9-diepoxybenzo[10]annulene scaffold, namely ximaoornatins A–C (<b>1</b>–<b>3</b>), one new eunicellin-type diterpene, litophynin K (<b>4</b>), and a related known compound, litophynol B (<b>5</b>) were isolated from the South China Sea soft coral <i>Sinularia ornata</i>. The structures and absolute configurations of <b>1</b>–<b>4</b> were established by extensive spectroscopic analysis, X-ray diffraction analysis, and/or modified Mosher’s method. A plausible biosynthetic relationship of <b>1</b> and its potential precursor <b>4</b> was proposed. In a bioassay, none of the isolated compounds showed obvious anti-inflammatory activity on LPS-induced TNF-α release in RAW264.7 macrophages and PTP1B inhibitory effects.
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spelling doaj.art-fdc93563ae2c4540b9dcb6fb2629ef992023-11-30T21:18:27ZengMDPI AGMarine Drugs1660-33972022-03-0120321810.3390/md20030218Ximaoornatins A–C, Polyoxygenated Diterpenoids from the Hainan Soft Coral <i>Sinularia ornata</i>Li-Li Sun0Xu-Wen Li1Yue-Wei Guo2State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zu Chong Zhi Road, Zhangjiang Hi-Tech Park, Shanghai 201203, ChinaState Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zu Chong Zhi Road, Zhangjiang Hi-Tech Park, Shanghai 201203, ChinaState Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zu Chong Zhi Road, Zhangjiang Hi-Tech Park, Shanghai 201203, ChinaThree complex polyoxygenated diterpenoids possessing uncommon tetradecahydro-2,13:6,9-diepoxybenzo[10]annulene scaffold, namely ximaoornatins A–C (<b>1</b>–<b>3</b>), one new eunicellin-type diterpene, litophynin K (<b>4</b>), and a related known compound, litophynol B (<b>5</b>) were isolated from the South China Sea soft coral <i>Sinularia ornata</i>. The structures and absolute configurations of <b>1</b>–<b>4</b> were established by extensive spectroscopic analysis, X-ray diffraction analysis, and/or modified Mosher’s method. A plausible biosynthetic relationship of <b>1</b> and its potential precursor <b>4</b> was proposed. In a bioassay, none of the isolated compounds showed obvious anti-inflammatory activity on LPS-induced TNF-α release in RAW264.7 macrophages and PTP1B inhibitory effects.https://www.mdpi.com/1660-3397/20/3/218soft coral<i>Sinularia ornata</i>polyoxygenated diterpenoidstereochemistryactivity
spellingShingle Li-Li Sun
Xu-Wen Li
Yue-Wei Guo
Ximaoornatins A–C, Polyoxygenated Diterpenoids from the Hainan Soft Coral <i>Sinularia ornata</i>
Marine Drugs
soft coral
<i>Sinularia ornata</i>
polyoxygenated diterpenoid
stereochemistry
activity
title Ximaoornatins A–C, Polyoxygenated Diterpenoids from the Hainan Soft Coral <i>Sinularia ornata</i>
title_full Ximaoornatins A–C, Polyoxygenated Diterpenoids from the Hainan Soft Coral <i>Sinularia ornata</i>
title_fullStr Ximaoornatins A–C, Polyoxygenated Diterpenoids from the Hainan Soft Coral <i>Sinularia ornata</i>
title_full_unstemmed Ximaoornatins A–C, Polyoxygenated Diterpenoids from the Hainan Soft Coral <i>Sinularia ornata</i>
title_short Ximaoornatins A–C, Polyoxygenated Diterpenoids from the Hainan Soft Coral <i>Sinularia ornata</i>
title_sort ximaoornatins a c polyoxygenated diterpenoids from the hainan soft coral i sinularia ornata i
topic soft coral
<i>Sinularia ornata</i>
polyoxygenated diterpenoid
stereochemistry
activity
url https://www.mdpi.com/1660-3397/20/3/218
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AT xuwenli ximaoornatinsacpolyoxygenatedditerpenoidsfromthehainansoftcoralisinulariaornatai
AT yueweiguo ximaoornatinsacpolyoxygenatedditerpenoidsfromthehainansoftcoralisinulariaornatai