Bisabolane-type sesquiterpenoids and cyclic tetrapeptide from the marine fungus Aspergillus sp. WHUF05242

被引：0
作者：
Zhong, Yu-Ting [1 ,2 ,3 ]
Zhao, Zi-Fang [2 ,3 ]
Chen, Wei-Chen [2 ,3 ]
Edjah, Philomina Panin [2 ,3 ]
Zhu, Kong-Kai [7 ]
Tian, Cong-Kui [5 ]
Hong, Kui [2 ,3 ]
Tao, Wei-Xin [2 ,3 ]
Zhang, Ke-Yong [6 ]
Zhang, Meng-Ke [1 ,2 ,3 ]
Wang, Fu-Qian [4 ]
Cai, You-Sheng [1 ,2 ,3 ]
机构：
[1] Wuhan Univ, Renmin Hosp, Dept Pharm, Wuhan 430060, Peoples R China
[2] Wuhan Univ, Key Lab Combinatorial Biosynth & Drug Discovery, Minist Educ, Wuhan 430071, Peoples R China
[3] Wuhan Univ, Sch Pharmaceut Sci, Wuhan 430071, Peoples R China
[4] Wuhan 1 Hosp, Dept Pharm, Wuhan 430022, Hubei, Peoples R China
[5] Hubei Minzu Univ, Inst Selenium Sci & Ind, Hubei Key Lab Selenium Resources Res & Biol Applic, Enshi 445000, Peoples R China
[6] Daye Peoples Hosp, Huangshi 435100, Peoples R China
[7] Shandong Univ, Adv Med Res Inst, Jinan 250012, Shandong, Peoples R China
来源：
FITOTERAPIA | 2025年 / 183卷
关键词：
Aspergillus sp; Sesquiterpenoids; Cyclic tetrapeptide; Antibacterial activity; METABOLITES; DERIVATIVES;
D O I：
10.1016/j.fitote.2025.106547
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
Two new bisabolane-type sesquiterpenoids, aspergillolanoids A and B (1 and 2), along with a previously unreported cyclic tetrapeptide, aspergitertide A (5), and four known compounds (3, 4, 6 and 7), have been isolated from the deep-sea-derived fungus Aspergillus sp. WHUF05242. Structural elucidation of these compounds was accomplished through comprehensive spectroscopic analysis, including HR-ESIMS and 1D/2D NMR spectroscopic data. The absolute stereochemistry of 1 was unambiguously determined by single-crystal X-ray crystallographic analysis, while the chiral center configurations of 5 were resolved through time-dependent density functional theory (TDDFT)-based ECD calculations. Antimicrobial evaluation revealed that compound 7 demonstrated moderate antibacterial activity against Staphylococcus aureus with MIC value of 16 mu g/mL.
引用
收藏
页数：6
相关论文
共 34 条
  • [1] Afiyatullov SS, 2012, NAT PROD COMMUN, V7, P497
  • [2] Cyclic tetrapeptides from the marine strain Streptomyces sp. PNM-161a with activity against rice and yam phytopathogens
    Betancur, Luz A.
    Forero, Abel M.
    Romero-Otero, Adriana
    Sepulveda, Lady Yohanna
    Moreno-Sarmiento, Nubia C.
    Castellanos, Leonardo
    Ramos, Freddy A.
    [J]. JOURNAL OF ANTIBIOTICS, 2019, 72 (10) : 744 - 751
  • [3] Okaramines S-U, three new indole diketopiperazine alkaloids from Aspergillus taichungensis ZHN-7-07
    Cai, Shengxin
    Sun, Shiwei
    Peng, Jixing
    Kong, Xianglan
    Zhou, Huinan
    Zhu, Tianjiao
    Gu, Qianqun
    Li, Dehai
    [J]. TETRAHEDRON, 2015, 71 (22) : 3715 - 3719
  • [4] Marine natural products
    Carroll, Anthony R.
    Copp, Brent R.
    Davis, Rohan A.
    Keyzers, Robert A.
    Prinsep, Michele R.
    [J]. NATURAL PRODUCT REPORTS, 2020, 37 (02) : 175 - 223
  • [5] Sesquiterpenes from an Eastern African Medicinal Mushroom Belonging to the Genus Sanghuangporus
    Cheng, Tian
    Chepkirui, Clara
    Decock, Cony
    Matasyoh, Josphat Clement
    Stadler, Marc
    [J]. JOURNAL OF NATURAL PRODUCTS, 2019, 82 (05): : 1283 - 1291
  • [6] 3-Arylisoindolinone and sesquiterpene derivatives from the mangrove endophytic fungi Aspergillus versicolor SYSU-SKS025
    Cui, Hui
    Liu, Yena
    Li, Tingmei
    Zhang, Zhengrui
    Ding, Meng
    Long, Yuhua
    She, Zhigang
    [J]. FITOTERAPIA, 2018, 124 : 177 - 181
  • [7] Volatiles from three genome sequenced fungi from the genus Aspergillus
    Dickschat, Jeroen S.
    Celik, Ersin
    Brock, Nelson L.
    [J]. BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2018, 14 : 900 - 910
  • [8] Aspersecosteroids A and B, Two 11(9 → 10)-abeo-5,10-Secosteroids with a Dioxatetraheterocyclic Ring System from Aspergillus flocculosus 16D-1
    Gu, Bin-Bin
    Wu, Wei
    Jiao, Fu-Rong
    Jiao, Wei-hua
    Li, Lei
    Sun, Fan
    Wang, Shu-Ping
    Yang, Fan
    Lin, Hou-Wen
    [J]. ORGANIC LETTERS, 2018, 20 (24) : 7957 - 7960
  • [9] Cyclic Tetrapeptides with Synergistic Antifungal Activity from the Fungus Aspergillus westerdijkiae Using LC-MS/MS-Based Molecular Networking
    Han, Junjie
    Wang, Hanying
    Zhang, Rui
    Dai, Huanqin
    Chen, Baosong
    Wang, Tao
    Sun, Jingzu
    Wang, Wenzhao
    Song, Fuhang
    Li, Erwei
    Lyu, Zhitang
    Liu, Hongwei
    [J]. ANTIBIOTICS-BASEL, 2022, 11 (02):
  • [10] HASHIDOKO Y, 1991, Z NATURFORSCH C, V46, P349
1234