Swinhoeisterols from the South China Sea Sponge Theonella swinhoei

被引:23
|
作者
Li, Jiao [1 ]
Tang, Hua [1 ]
Kurtan, Tibor [2 ]
Mandi, Attila [2 ]
Zhuang, Chun-Lin [1 ]
Su, Li [1 ]
Zheng, Gui-Liang [3 ]
Zhang, Wen [1 ]
机构
[1] Second Mil Med Univ, Sch Pharm, 325 Guo He Rd, Shanghai 200433, Peoples R China
[2] Univ Debrecen, Dept Organ Chem, POB 400, H-4002 Debrecen, Hungary
[3] Shanghai Jiao Tong Univ, Sch Med, Xinhua Hosp, Dept Otorhinolaryngol Head & Neck Surg, 1665 Kong Jiang Rd, Shanghai 200092, Peoples R China
来源
JOURNAL OF NATURAL PRODUCTS | 2018年 / 81卷 / 07期
关键词
CYCLIC PENTAPEPTIDES; A-C; INHIBITORS; ACETYLTRANSFERASE; P300; 4-METHYLENESTEROLS; CBP/P300;
D O I
10.1021/acs.jnatprod.8b00281
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Swinhoeisterols C-F (1-4), four new steroids having a rearranged 6/6/5/7 ring system, were isolated from the Xisha sponge Theonella swinhoei, together with the known analogue swinhoeisterol A (5). Their structures were determined based on spectroscopic analysis, TDDFT-ECD and optical rotation calculations, and biogenetic correlations. In an in vitro assay, compound 1 showed an inhibitory effect on (h)p300 with an IC50 value of 8.8 mu M, whereas compounds 2-4 were not active.
引用
收藏
页码:1645 / 1650
页数:6
相关论文
共 50 条
  • [1] Oxygenated 4-Methylidene Sterols from the South China Sea Sponge Theonella swinhoei
    Zhang, Hong-Jun
    Yi, Yang-Hua
    Lin, Hou-Wen
    HELVETICA CHIMICA ACTA, 2010, 93 (06) : 1120 - 1126
  • [2] 4-Methylenesterols from a Sponge Theonella swinhoei
    Guo, Jheng-Kun
    Chiang, Ching-Ying
    Lu, Mei-Chin
    Chang, Wen-Been
    Su, Jui-Hsin
    MARINE DRUGS, 2012, 10 (07): : 1536 - 1544
  • [3] An antifungal cyclodepsipeptide, cyclolithistide A, from the sponge Theonella swinhoei
    Clark, DP
    Carroll, J
    Naylor, S
    Crews, P
    JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (24): : 8757 - 8764
  • [4] Identification of the protease inhibitor miraziridine A in the Red sea sponge Theonella swinhoei
    Tabares, Paula
    Degel, Bjorn
    Schaschke, Norbert
    Hentschel, Ute
    Schirmeister, Tanja
    PHARMACOGNOSY RESEARCH, 2012, 4 (01): : 63 - 66
  • [5] Nagahamide A, an antibacterial depsipeptide from the marine sponge Theonella swinhoei
    Okada, Y
    Matsunaga, S
    van Soest, RWM
    Fusetani, N
    ORGANIC LETTERS, 2002, 4 (18) : 3039 - 3042
  • [6] Pezizomycotina dominates the fungal communities of South China Sea Sponges Theonella swinhoei and Xestospongia testudinaria
    Jin, Liling
    Liu, Fang
    Sun, Wei
    Zhang, Fengli
    Karuppiah, Valliappan
    Li, Zhiyong
    FEMS MICROBIOLOGY ECOLOGY, 2014, 90 (03) : 935 - 945
  • [7] New cyclic peptides from the Indonesian sponge Theonella swinhoei
    Roy, MC
    Ohtani, II
    Ichiba, T
    Tanaka, J
    Satari, R
    Higa, T
    TETRAHEDRON, 2000, 56 (46) : 9079 - 9092
  • [8] Swinholide J, a Potent Cytotoxin from the Marine Sponge Theonella swinhoei
    De Marino, Simona
    Festa, Carmen
    D'Auria, Maria Valeria
    Cresteil, Thierry
    Debitus, Cecile
    Zampella, Angela
    MARINE DRUGS, 2011, 9 (06) : 1133 - 1141
  • [9] Barangamide A, a new cyclic peptide from the Indonesian sponge Theonella swinhoei
    Roy, MC
    Ohtani, II
    Tanaka, J
    Higa, T
    Satari, R
    TETRAHEDRON LETTERS, 1999, 40 (29) : 5373 - 5376
  • [10] Pseudotheonamides, serine protease inhibitors from the marine sponge Theonella swinhoei
    Nakao, Y
    Masuda, A
    Matsunaga, S
    Fusetani, N
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (11) : 2425 - 2431