New preaustinoids from a marine-derived fungal strain Penicillium sp. SF-5497 and their inhibitory effects against PTP1B activity

被引:16
作者
Park, Jin-Soo [1 ]
Tran Hong Quang [2 ]
Nguyen Thi Thanh Ngan [3 ]
Sohn, Jae Hak [4 ]
Oh, Hyuncheol [1 ]
机构
[1] Wonkwang Univ, Coll Pharm, Iksan 54538, South Korea
[2] VAST, Inst Marine Biochem, 18 Hoang Quoc Viet, Hanoi, Vietnam
[3] VAST, Inst Genome Res, 18 Hoang Quoc Viet, Hanoi, Vietnam
[4] Silla Univ, Coll Med & Life Sci, Busan 46958, South Korea
关键词
INSULIN SENSITIVITY; MEROTERPENES; PROTEIN; ASSOCIATION; DERIVATIVES; OBESITY;
D O I
10.1038/s41429-019-0187-7
中图分类号
Q81 [生物工程学(生物技术)]; Q93 [微生物学];
学科分类号
071005 ; 0836 ; 090102 ; 100705 ;
摘要
Chemical investigation of the marine-derived fungal isolate Penicillium sp. SF-5497 resulted in the isolation of two new preaustinoid-related meroterpenoids, named preaustinoid A6 (1) and preaustinoid A7 (2), along with three known metabolites (3-5). Their structures were elucidated by extensive spectroscopic analyses, such as 1D and 2D NMR and MS data. Among these, compounds 1 and 3 inhibited PTP1B activity in a dose-dependent manner, with IC50 values of 17.6 and 58.4 mu M, respectively. Furthermore, kinetic analyses indicated that compound 1 inhibited PTP1B in a noncompetitive manner, with the K-i value of 17.0 mu M.
引用
收藏
页码:629 / 633
页数:5
相关论文
共 18 条
  • [1] Furanoaustinol and 7-acetoxydehydroaustinol: new meroterpenoids from a marine-derived fungal strain Penicillium sp SF-5497
    Park, Jin-Soo
    Tran Hong Quang
    Yoon, Chi-Su
    Kim, Hye Jin
    Sohn, Jae Hak
    Oh, Hyuncheol
    [J]. JOURNAL OF ANTIBIOTICS, 2018, 71 (06) : 557 - 563
  • [2] PTP1B Inhibitory Secondary Metabolites from Marine-Derived Fungal Strains Penicillium spp. and Eurotium sp.
    Sohn, Jae Hak
    Lee, Yu-Ri
    Lee, Dong-Sung
    Kim, Youn-Chul
    Oh, Hyuncheol
    [J]. JOURNAL OF MICROBIOLOGY AND BIOTECHNOLOGY, 2013, 23 (09) : 1206 - 1211
  • [3] PTP1B Inhibitory and Anti-Inflammatory Effects of Secondary Metabolites Isolated from the Marine-Derived Fungus Penicillium sp JF-55
    Lee, Dong-Sung
    Jang, Jae-Hyuk
    Ko, Wonmin
    Kim, Kyoung-Su
    Sohn, Jae Hak
    Kang, Myeong-Suk
    Ahn, Jong Seog
    Kim, Youn-Chul
    Oh, Hyuncheol
    [J]. MARINE DRUGS, 2013, 11 (04): : 1409 - 1426
  • [4] Protein tyrosine phosphatase 1B inhibitors from a marine-derived fungal strain aspergillus sp. SF-5929
    Kim, Dong-Cheol
    Minh Ha, Tran
    Sohn, Jae Hak
    Yim, Joung Han
    Oh, Hyuncheol
    [J]. NATURAL PRODUCT RESEARCH, 2020, 34 (05) : 675 - 682
  • [5] Anti-inflammatory effects of secondary metabolites isolated from the marine-derived fungal strain Penicillium sp SF-5629
    Nguyen Thi Thanh Ngan
    Tran Hong Quang
    Kim, Kwan-Woo
    Kim, Hye Jin
    Sohn, Jae Hak
    Kang, Dae Gill
    Lee, Ho Sub
    Kim, Youn-Chul
    Oh, Hyuncheol
    [J]. ARCHIVES OF PHARMACAL RESEARCH, 2017, 40 (03) : 328 - 337
  • [6] 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
    [J]. ORGANIC CHEMISTRY FRONTIERS, 2019, 6 (18) : 3274 - 3281
  • [7] Isolation of the protein tyrosine phosphatase 1B inhibitory metabolite from the marine-derived fungus Cosmospora sp SF-5060
    Seo, Changon
    Sohn, Jae Hak
    Oh, Hyuncheol
    Kim, Bo Yeon
    Ahn, Jong Seog
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2009, 19 (21) : 6095 - 6097
  • [8] 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
    [J]. FITOTERAPIA, 2016, 111 : 29 - 35
  • [9] New 5-deoxyflavonoids and their inhibitory effects on protein tyrosine phosphatase 1B (PTP1B) activity
    Phi Hung Nguyen
    Dao, Trong Tuan
    Kim, Jayeon
    Phong, Do Tuan
    Ndinteh, Derek Tantoh
    Mbafor, Joseph Tanyi
    Oh, Won Keun
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2011, 19 (11) : 3378 - 3383
  • [10] BH3 mimetics derived from Bim-BH3 domain core region show PTP1B inhibitory activity
    Lu, Xiao
    Wu, Lijuan
    Liu, Xiaochun
    Wang, Shulin
    Zhang, Chuanliang
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2019, 29 (02) : 244 - 247