Scalarane sesterterpenes from the South China Sea sponge Hyrtios erecta and their PTP1B inhibitory activity

被引:2
|
作者
Sun, Li-Li [1 ]
Shen, Yi-Ran [1 ]
Li, Jia [1 ,2 ]
Wang, Jian-Rong [1 ]
Li, Xu-Wen [1 ,2 ]
Guo, Yue-Wei [1 ,2 ]
机构
[1] Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, 555 Zu Chong Zhi Rd,Zhangjiang Hitech Pk, Shanghai 201203, Peoples R China
[2] Bohai Rim Adv Res Inst Drug Discovery, Drug Discovery Shandong Lab, Yantai 264117, Shandong, Peoples R China
基金
中国国家自然科学基金;
关键词
Sponge; Hyrtios erecta; Scalarane-type sesterterpene; Configuration; PTP1B; MARINE SPONGE; ANTINEOPLASTIC AGENTS; SESQUITERPENES;
D O I
10.1016/j.tet.2023.133388
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Three new scalarane-type sesterterpenes, namely Hyrtiosins H-J (1-3), along with thirteen known related compounds (4-16), were isolated from the South China Sea sponge Hyrtios erecta. Their struc-tures were elucidated by extensive spectroscopic analysis and by the comparison of their spectroscopic data with those reported in the literature. The stereochemistry of heteronemin (9) was determined for the first time by X-ray crystallography study using Cu Ka radiation. In bioassay, compound 5 and 10 displayed considerable inhibitory activity against human protein tyrosine phosphatase 1B (PTP1B) enzyme with IC50 values of 19.68 mM, and 8.81 mM, respectively.(c) 2023 Elsevier Ltd. All rights reserved.
引用
收藏
页数:5
相关论文
共 50 条
  • [31] Extraction and PTP1B inhibitory activity of bromophenols from the marine red alga Symphyocladia latiuscula
    Liu Xu
    Li Xiaoming
    Gao Lixin
    Cui Chuanming
    Li Chunshun
    Li Jia
    Wang Bingui
    CHINESE JOURNAL OF OCEANOLOGY AND LIMNOLOGY, 2011, 29 (03): : 686 - 690
  • [32] 5-Alkylpyrrole-2-carboxaldehyde derivatives from the Chinese sponge Mycale lissochela and their PTP1B inhibitory activities
    Duo-Qing Xue
    Hai-Li Liu
    Si-Han Chen
    Ernesto Mollo
    Margherita Gavagnin
    Jia Li
    Xu-Wen Li
    Yue-Wei Guo
    Chinese Chemical Letters, 2017, 28 (06) : 1190 - 1193
  • [33] 5-Alkylpyrrole-2-carboxaldehyde derivatives from the Chinese sponge Mycale lissochela and their PTP1B inhibitory activities
    Xue, Duo-Qing
    Liu, Hai-Li
    Chen, Si-Han
    Mollo, Ernesto
    Gavagnin, Margherita
    Li, Jia
    Li, Xu-Wen
    Guo, Yue-Wei
    CHINESE CHEMICAL LETTERS, 2017, 28 (06) : 1190 - 1193
  • [34] New sesquiterpenoids from the edible mushroom Pleurotus cystidiosus and their inhibitory activity against α-glucosidase and PTP1B
    Tao, Qiao-Qiao
    Ma, Ke
    Bao, Li
    Wang, Kai
    Han, Jun-Jie
    Zhang, Jin-Xia
    Huang, Chen-Yang
    Liu, Hong-Wei
    FITOTERAPIA, 2016, 111 : 29 - 35
  • [35] Highly Conjugated Norditerpenoid and Pyrroloquinoline Alkaloids with Potent PTP1B Inhibitory Activity from Nigella glandulifera
    Chen, Qi-Bin
    Xin, Xue-Lei
    Yang, Yi
    Lee, Shoei-Sheng
    Aisa, H. A.
    JOURNAL OF NATURAL PRODUCTS, 2014, 77 (04): : 807 - 812
  • [36] Cytotoxic Manoalide-Type Sesterterpenes from the Sponge Luffariella variabilis Collected in the South China Sea
    Luo, Xiangchao
    Wang, Qi
    Tang, Xuli
    Xu, Jixiang
    Wang, Mengxue
    Li, Pinglin
    Li, Guoqiang
    JOURNAL OF NATURAL PRODUCTS, 2021, 84 (01): : 61 - 70
  • [37] Canescones A-E: aromatic polyketide dimers with PTP1B inhibitory activity from Penicillium canescens
    Zang, Yi
    Gong, Yi-Hua
    Li, Xu-Wen
    Li, Xiao-Nian
    Liu, Jun-Jun
    Chen, Chun-Mei
    Zhou, Yuan
    Gu, Liang-Hu
    Luo, Zeng-Wei
    Wang, Jian-Ping
    Sun, Wei-Guang
    Zhu, Hu-Cheng
    Zhang, Yong-Hui
    ORGANIC CHEMISTRY FRONTIERS, 2019, 6 (18) : 3274 - 3281
  • [38] Isolation, structure elucidation and PTP1B inhibitory activity of serrulatane diterpenoids from the roots of Myoporum insulare
    Kjaerulff, Louise
    Jensen, Alexander Baekager Just
    Ndi, Chi
    Semple, Susan
    Moller, Birger Lindberg
    Staerk, Dan
    PHYTOCHEMISTRY LETTERS, 2020, 39 : 49 - 56
  • [39] Oleanane triterpenoids with PTP1B and α-glucosidase inhibitory activities from Caulophyllum robustum
    Jin, Pengfei
    Wang, Jing
    Qin, Zhuyu
    Fu, Miao
    Qin, Binhua
    Liu, Xinqiao
    NATURAL PRODUCT RESEARCH, 2024,
  • [40] Benzoquinones from Ardisia japonica with inhibitory activity towards human protein tyrosine phosphatase 1B (PTP1B)
    Li, Yan-Fang
    Li, Jia
    Shen, Qiang
    Hu, Li-Hong
    CHEMISTRY & BIODIVERSITY, 2007, 4 (05) : 961 - 965