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...
Main Authors: | , , |
---|---|
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 |
_version_ | 1827628376167284736 |
---|---|
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. |
first_indexed | 2024-03-09T13:30:45Z |
format | Article |
id | doaj.art-fdc93563ae2c4540b9dcb6fb2629ef99 |
institution | Directory Open Access Journal |
issn | 1660-3397 |
language | English |
last_indexed | 2024-03-09T13:30:45Z |
publishDate | 2022-03-01 |
publisher | MDPI AG |
record_format | Article |
series | Marine Drugs |
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 |
work_keys_str_mv | AT lilisun ximaoornatinsacpolyoxygenatedditerpenoidsfromthehainansoftcoralisinulariaornatai AT xuwenli ximaoornatinsacpolyoxygenatedditerpenoidsfromthehainansoftcoralisinulariaornatai AT yueweiguo ximaoornatinsacpolyoxygenatedditerpenoidsfromthehainansoftcoralisinulariaornatai |