Briarenols W–Z: Chlorine-Containing Polyoxygenated Briaranes from Octocoral Briareum stechei (Kükenthal, 1908)

You Ying Chen; Yi Lin Zhang; Gene Hsiang Lee; Lun Kelvin Tsou; Mingzi M. Zhang; Hsing Pang Hsieh; Jih Jung Chen; Chou Yuan Ko; Zhi Hong Wen; Ping Jyun Sung

doi:10.3390/MD19020077

Briarenols W–Z: Chlorine-Containing Polyoxygenated Briaranes from Octocoral Briareum stechei (Kükenthal, 1908)

You Ying Chen
, Yi Lin Zhang
, Gene Hsiang Lee
, Lun Kelvin Tsou
, Mingzi M. Zhang
, Hsing Pang Hsieh
, Jih Jung Chen
, Chou Yuan Ko
, Zhi Hong Wen
, Ping Jyun Sung

Center of Applied Nanomedicine

Research output: Contribution to journal › Article › peer-review

8 Citations (Scopus)

Abstract

Briareum stechei is proven to be a rich source of 3,8-cyclized cembranoids (briarane) with a bicyclo[8.4.0] carbon core. In the present study, four previously unreported briaranes, briarenols W–Z (1–4), along with solenolide A (5), briarenolide M (6), briaexcavatolide F (7), and brianolide (8), were isolated and characterized through spectroscopic analysis, and the absolute configuration of 8 was corroborated by a single-crystal x-ray diffraction analysis. Briaranes 2 and 5 were found to induce significant inflammatory activity in lipopolysaccharide (LPS)-induced RAW 264.7 mouse macrophage cells by enhancing the expression of the inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) proteins.

Original language	English
Article number	77
Journal	Marine Drugs
Volume	19
Issue number	2
DOIs	https://doi.org/10.3390/MD19020077
Publication status	Published - 2021 Feb

All Science Journal Classification (ASJC) codes

Pharmaceutical Science
Drug Discovery
Pharmacology, Toxicology and Pharmaceutics (miscellaneous)

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10.3390/MD19020077

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@article{3c6e697ead6040188f25f8fdbada70cf,

title = "Briarenols W–Z: Chlorine-Containing Polyoxygenated Briaranes from Octocoral Briareum stechei (K{\"u}kenthal, 1908)",

abstract = "Briareum stechei is proven to be a rich source of 3,8-cyclized cembranoids (briarane) with a bicyclo[8.4.0] carbon core. In the present study, four previously unreported briaranes, briarenols W–Z (1–4), along with solenolide A (5), briarenolide M (6), briaexcavatolide F (7), and brianolide (8), were isolated and characterized through spectroscopic analysis, and the absolute configuration of 8 was corroborated by a single-crystal x-ray diffraction analysis. Briaranes 2 and 5 were found to induce significant inflammatory activity in lipopolysaccharide (LPS)-induced RAW 264.7 mouse macrophage cells by enhancing the expression of the inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) proteins.",

author = "Chen, \{You Ying\} and Zhang, \{Yi Lin\} and Lee, \{Gene Hsiang\} and Tsou, \{Lun Kelvin\} and Zhang, \{Mingzi M.\} and Hsieh, \{Hsing Pang\} and Chen, \{Jih Jung\} and Ko, \{Chou Yuan\} and Wen, \{Zhi Hong\} and Sung, \{Ping Jyun\}",

note = "Funding Information: Funding: The research was founded by the Ministry of Science and Technology of Taiwan (MOST 107-2320-B-291-001-MY3, 108-2638-B-400-001-MY2, and 109-2320-B-291-001-MY3). Funding Information: Acknowledgments: This work was mainly supported by grants from the National Museum of Marine Biology and Aquarium; the Ministry of Science and Technology, Taiwan, awarded to H.-P.H and P.-J.S.; the Center of Applied Nanomedicine, National Cheng Kung University; and the Featured Areas Research Center Program within the framework of the Higher Education Sprout Project of the Ministry of Education (MOE) in Taiwan, awarded to H.-P.H. All funding is gratefully acknowledged. Publisher Copyright: {\textcopyright} 2021 by the authors. Licensee MDPI, Basel, Switzerland.",

year = "2021",

month = feb,

doi = "10.3390/MD19020077",

language = "English",

volume = "19",

journal = "Marine Drugs",

issn = "1660-3397",

publisher = "Multidisciplinary Digital Publishing Institute (MDPI)",

number = "2",

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T1 - Briarenols W–Z

T2 - Chlorine-Containing Polyoxygenated Briaranes from Octocoral Briareum stechei (Kükenthal, 1908)

AU - Chen, You Ying

AU - Zhang, Yi Lin

AU - Lee, Gene Hsiang

AU - Tsou, Lun Kelvin

AU - Zhang, Mingzi M.

AU - Hsieh, Hsing Pang

AU - Chen, Jih Jung

AU - Ko, Chou Yuan

AU - Wen, Zhi Hong

AU - Sung, Ping Jyun

N1 - Funding Information: Funding: The research was founded by the Ministry of Science and Technology of Taiwan (MOST 107-2320-B-291-001-MY3, 108-2638-B-400-001-MY2, and 109-2320-B-291-001-MY3). Funding Information: Acknowledgments: This work was mainly supported by grants from the National Museum of Marine Biology and Aquarium; the Ministry of Science and Technology, Taiwan, awarded to H.-P.H and P.-J.S.; the Center of Applied Nanomedicine, National Cheng Kung University; and the Featured Areas Research Center Program within the framework of the Higher Education Sprout Project of the Ministry of Education (MOE) in Taiwan, awarded to H.-P.H. All funding is gratefully acknowledged. Publisher Copyright: © 2021 by the authors. Licensee MDPI, Basel, Switzerland.

PY - 2021/2

Y1 - 2021/2

N2 - Briareum stechei is proven to be a rich source of 3,8-cyclized cembranoids (briarane) with a bicyclo[8.4.0] carbon core. In the present study, four previously unreported briaranes, briarenols W–Z (1–4), along with solenolide A (5), briarenolide M (6), briaexcavatolide F (7), and brianolide (8), were isolated and characterized through spectroscopic analysis, and the absolute configuration of 8 was corroborated by a single-crystal x-ray diffraction analysis. Briaranes 2 and 5 were found to induce significant inflammatory activity in lipopolysaccharide (LPS)-induced RAW 264.7 mouse macrophage cells by enhancing the expression of the inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) proteins.

AB - Briareum stechei is proven to be a rich source of 3,8-cyclized cembranoids (briarane) with a bicyclo[8.4.0] carbon core. In the present study, four previously unreported briaranes, briarenols W–Z (1–4), along with solenolide A (5), briarenolide M (6), briaexcavatolide F (7), and brianolide (8), were isolated and characterized through spectroscopic analysis, and the absolute configuration of 8 was corroborated by a single-crystal x-ray diffraction analysis. Briaranes 2 and 5 were found to induce significant inflammatory activity in lipopolysaccharide (LPS)-induced RAW 264.7 mouse macrophage cells by enhancing the expression of the inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) proteins.

UR - https://www.scopus.com/pages/publications/85101452892

UR - https://www.scopus.com/pages/publications/85101452892#tab=citedBy

U2 - 10.3390/MD19020077

DO - 10.3390/MD19020077

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AN - SCOPUS:85101452892

SN - 1660-3397

VL - 19

JO - Marine Drugs

JF - Marine Drugs

IS - 2

M1 - 77

ER -

Briarenols W–Z: Chlorine-Containing Polyoxygenated Briaranes from Octocoral Briareum stechei (Kükenthal, 1908)

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