Briarenols C-E, New Polyoxygenated Briaranes from the Octocoral Briareum excavatum

被引:12
|
作者
Chen, Nan-Fu [1 ,2 ]
Su, Yin-Di [3 ]
Hwang, Tsong-Long [4 ,5 ,6 ,7 ,8 ]
Liao, Zuo-Jian [3 ,9 ,10 ]
Tsui, Kuan-Hao [11 ,12 ,13 ,14 ,15 ,16 ]
Wen, Zhi-Hong [9 ,10 ,17 ]
Wu, Yang-Chang [18 ,19 ,20 ]
Sung, Ping-Jyun [3 ,17 ,18 ,21 ,22 ]
机构
[1] Kaohsiung Armed Forces Gen Hosp, Div Neurosurg, Dept Surg, Kaohsiung 802, Taiwan
[2] Tri Serv Gen Hosp, Dept Neurol Surg, Natl Def Med Ctr, Taipei 114, Taiwan
[3] Natl Museum Marine Biol & Aquarium, Pingtung 944, Taiwan
[4] Chang Gung Univ, Coll Med, Grad Inst Nat Prod, Taoyuan 333, Taiwan
[5] Chang Gung Univ, Chinese Herbal Med Res Team, Hlth Aging Res Ctr, Taoyuan 333, Taiwan
[6] Chang Gung Univ Sci & Technol, Res Ctr Food & Cosmet Safety, Res Ctr Chinese Herbal Med, Taoyuan 333, Taiwan
[7] Chang Gung Univ Sci & Technol, Grad Inst Hlth Ind Technol, Coll Human Ecol, Taoyuan 333, Taiwan
[8] Chang Gung Mem Hosp, Dept Anesthesiol, Taoyuan 333, Taiwan
[9] Natl Sun Yat Sen Univ, Doctoral Degree Program Marine Biotechnol, Kaohsiung 804, Taiwan
[10] Acad Sinica, Kaohsiung 804, Taiwan
[11] Kaohsiung Vet Gen Hosp, Dept Obstet & Gynecol, Kaohsiung 813, Taiwan
[12] Natl Yang Ming Univ, Dept Obstet & Gynecol, Taipei 112, Taiwan
[13] Natl Yang Ming Univ, Inst Clin Med, Taipei 112, Taiwan
[14] Natl Sun Yat Sen Univ, Dept Biol Sci, Kaohsiung 804, Taiwan
[15] Tajen Univ, Dept Pharm, Pingtung 907, Taiwan
[16] Tajen Univ, Master Program, Coll Pharm & Hlth Care, Pingtung 907, Taiwan
[17] Natl Sun Yat Sen Univ, Dept Marine Biotechnol & Resources, Kaohsiung 804, Taiwan
[18] Kaohsiung Med Univ, Grad Inst Nat Prod, Kaohsiung 807, Taiwan
[19] Kaohsiung Med Univ, Res Ctr Nat Prod & Drug Dev, Kaohsiung 807, Taiwan
[20] Kaohsiung Med Univ Hosp, Dept Med Res, Kaohsiung 807, Taiwan
[21] Natl Dong Hwa Univ, Inst Marine Biol, Pingtung 944, Taiwan
[22] China Med Univ Hosp, Chinese Med Res & Dev Ctr, Taichung 404, Taiwan
关键词
Briareum excavatum; octocoral; briarane; briarenol; anti-inflammatory; elastase; iNOS; INHIBITS SUPEROXIDE-PRODUCTION; SOFT CORAL; HUMAN NEUTROPHILS; DITERPENOIDS;
D O I
10.3390/molecules22030475
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Three new polyoxygenated briarane diterpenoids, briarenols C-E (1-3), were isolated from the octocoral Briareum excavatum. The structures of briaranes 1-3 were elucidated by interpretation of spectroscopic data, and the methylenecyclohexane ring in 1 was found to exist in a twisted boat conformation. Briarenol D (2) displayed an inhibitory effect on the release of elastase by human neutrophils with an IC50 value of 4.65 M. Briarenol E (3) was found to inhibit the protein expression of pro-inflammatory inducible nitric oxide synthase (iNOS) in a murine macrophage-like cell line, RAW 264.7, stimulated with lipopolysaccharides (LPS).
引用
收藏
页数:9
相关论文
共 50 条
  • [1] Excavatoids A-D, new polyoxygenated briaranes from the octocoral Briareum excavatum
    Sung, Ping-Jyun
    Su, Yin-Di
    Li, Gung-Ying
    Chiang, Michael Y.
    Lin, Mei-Ru
    Huang, I-Chu
    Li, Jan-Jung
    Fang, Lee-Shing
    Wang, Wei-Hsien
    [J]. TETRAHEDRON, 2009, 65 (34) : 6918 - 6924
  • [2] Briarenols O and P: Novel briaranes from a cultured octocoral Briareum excavatum (Briareidae)
    Chi, Wei-Chiung
    Kuo, Liang-Mou
    Yang, San-Nan
    Lee, Yi-Ting
    Wen, Zhi-Hong
    Tsui, Kuan-Hao
    Hwang, Tsong-Long
    Zhang, Yi-Lin
    Sung, Ping-Jyun
    [J]. PHYTOCHEMISTRY LETTERS, 2021, 41 : 134 - 138
  • [3] Briarenols F-H: New polyoxygenated briarane diterpenoids produced by the octocoral Briareum excavatum
    Huynh, Thanh-Hao
    Lee, Gene-Hsiang
    Fang, Lee-Shing
    Sheu, Jyh-Horng
    Sung, Ping-Jyun
    [J]. TETRAHEDRON LETTERS, 2020, 61 (18)
  • [4] Briacavatolides A-C, New Briaranes from the Taiwanese Octocoral Briareum excavatum
    Yeh, Tsun-Tai
    Wang, Shang-Kwei
    Dai, Chang-Feng
    Duh, Chang-Yih
    [J]. MARINE DRUGS, 2012, 10 (05): : 1019 - 1026
  • [5] New polyoxygenated briaranes from octocorals briareum excavatum and ellisella robusta
    Hwang, Tsong-Long
    Lin, Mei-Ru
    Tsai, Wei-Tse
    Yeh, Hsiao-Chien
    Hu, Wan-Ping
    Sheu, Jyh-Horng
    Sung, Ping-Jyun
    [J]. Bulletin of the Chemical Society of Japan, 2008, 81 (12): : 1638 - 1646
  • [6] New Polyoxygenated Briaranes from Octocorals Briareum excavatum and Ellisella robusta
    Hwang, Tsong-Long
    Lin, Mei-Ru
    Tsai, Wei-Tse
    Yeh, Hsiao-Chien
    Hu, Wan-Ping
    Sheu, Jyh-Horng
    Sung, Ping-Jyun
    [J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 2008, 81 (12) : 1638 - 1646
  • [7] Excavatoids E and F: Discovery of Two New Briaranes from the Cultured Octocoral Briareum excavatum
    Sung, Ping-Jyun
    Chen, Bo-Yuan
    Lin, Mei-Ru
    Hwang, Tsong-Long
    Wang, Wei-Hsien
    Sheu, Jyh-Horng
    Wu, Yang-Chang
    [J]. MARINE DRUGS, 2009, 7 (03): : 472 - 482
  • [8] Briarenols W-Z: Chlorine-Containing Polyoxygenated Briaranes from Octocoral Briareum stechei (Kukenthal, 1908)
    Chen, You-Ying
    Zhang, Yi-Lin
    Lee, Gene-Hsiang
    Tsou, Lun Kelvin
    Zhang, Mingzi M.
    Hsieh, Hsing-Pang
    Chen, Jih-Jung
    Ko, Chou-Yuan
    Wen, Zhi-Hong
    Sung, Ping-Jyun
    [J]. MARINE DRUGS, 2021, 19 (02)
  • [9] Briarenol B, a New Polyoxygenated Briarane from the Octocoral Briareum excavatum
    Li, Mu-Jang
    Su, Yin-Di
    Liao, Zuo-Jian
    Wen, Zhi-Hong
    Su, Jui-Hsin
    Wu, Yang-Chang
    Sung, Ping-Jyun
    [J]. NATURAL PRODUCT COMMUNICATIONS, 2017, 12 (02) : 221 - 224
  • [10] Briaexcavatins G and H, two new briaranes from the octocoral Briareum excavatum
    Chen, Yu-Pei
    Wu, Shwu-Li
    Su, Jui-Hsin
    Lin, Mei-Ru
    Hu, Wan-Ping
    Hwang, Tsong-Long
    Sheu, Jyh-Horng
    Fan, Tung-Yung
    Fang, Lee-Shing
    Sung, Ping-Jyun
    [J]. Bulletin of the Chemical Society of Japan, 2006, 79 (12): : 1900 - 1905