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
来源：
TETRAHEDRON | 2023年 / 137卷
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
  • [1] Cytotoxic scalarane sesterterpenes from a sponge, Hyrtios erecta
    Tsuchiya, N
    Sato, A
    Hata, T
    Sato, N
    Sasagawa, K
    Kobayashi, T
    JOURNAL OF NATURAL PRODUCTS, 1998, 61 (04): : 468 - 473
  • [2] Hyrtiosins F and G, two new scalarane sesterterpenes from the South China sea sponge Hyrtios erecta
    Su, Ming-Zhi
    Zhang, Quan
    Yao, Li-Gong
    Wu, Bin
    Guo, Yue-Wei
    JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH, 2023, 25 (08) : 741 - 747
  • [3] Hyrtiosins A-E, five new scalarane sesterterpenes from the south China sea sponge Hyrtios erecta
    Yu, ZG
    Bi, KS
    Guo, YW
    HELVETICA CHIMICA ACTA, 2005, 88 (05) : 1004 - 1009
  • [4] Antimycobacterial scalarane-based sesterterpenes from the red sea sponge Hyrtios erecta
    Youssef, DTA
    Shaala, LA
    Emara, S
    JOURNAL OF NATURAL PRODUCTS, 2005, 68 (12): : 1782 - 1784
  • [5] Antimycobacterial scalarane-based sesterterpenes from the Red Sea sponge Hyrtios erecta. (vol 68, 1782, 2005)
    Youssef, DTA
    Shaala, LA
    Emara, S
    JOURNAL OF NATURAL PRODUCTS, 2006, 69 (01): : 172 - 172
  • [6] Cytotoxic scalarane-type sesterterpenes from the Saudi Red Sea sponge Hyrtios erectus
    Alarif, Walied M.
    Al-Lihaibi, Sultan S.
    Ghandourah, Mohamed A.
    Orif, Mohamed I.
    Basaif, Salim A.
    Ayyad, Seif-Eldin N.
    JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH, 2016, 18 (06) : 611 - 617
  • [7] 2 NEW SESTERTERPENES FROM A SOUTH CHINA SEA SPONGE
    FU, X
    ZENG, LM
    SU, JY
    PAIS, M
    POTIER, P
    JOURNAL OF NATURAL PRODUCTS, 1993, 56 (11): : 1985 - 1988
  • [8] Triterpenoids from Uncaria rhynchophylla and Their PTP1B Inhibitory Activity
    Luo, Shuaibin
    Zhang, Xuemei
    He, Kang
    Zou, Juan
    Geng, Chang-An
    PHYTON-INTERNATIONAL JOURNAL OF EXPERIMENTAL BOTANY, 2022, 91 (08) : 1809 - 1816
  • [9] Polycyclic phloroglucinols as PTP1B inhibitors from Hypericum longistylum: Structures, PTP1B inhibitory activities, and interactions with PTP1B
    Cao, Xiangrong
    Yang, Xueyuan
    Wang, Peixia
    Liang, Yue
    Liu, Feng
    Tuerhong, Muhetaer
    Jin, Da-Qing
    Xu, Jing
    Lee, Dongho
    Ohizumi, Yasushi
    Guo, Yuanqiang
    BIOORGANIC CHEMISTRY, 2017, 75 : 139 - 148
  • [10] Triterpenoids from the Leaves of Diospyros digyna and Their PTP1B Inhibitory Activity
    Huang, Lan
    Wang, Ziqi
    Wang, Fangxin
    Wang, Song
    Wang, Dezhi
    Gao, Meihua
    Li, Hua
    Song, Min
    Zhang, Xiaoqi
    MOLECULES, 2024, 29 (07):
12345