Phomopsterones A and B, Two Functionalized Ergostane-Type Steroids from the Endophytic Fungus Phomopsis sp TJ507A

被引：106
|
作者：
Hu, Zhengxi [1 ]
Wu, Ye [1 ,2 ]
Xie, Shuangshuang [1 ]
Sun, Weiguaug [1 ]
Guo, Yi [1 ]
Li, Xiao-Nian [3 ]
Liu, Junjun [1 ]
Li, Hua [1 ]
Wang, Jianping [1 ]
Luo, Zengwei [1 ]
Xue, Yongbo [1 ]
Zhang, Yonghui [1 ]
机构：
[1] Huazhong Univ Sci & Technol, Tongji Med Coll, Hubei Key Lab Nat Med Chem & Resource Evaluat, Sch Pharm, Wuhan 430030, Peoples R China
[2] Huazhong Univ Sci & Technol, Tongji Hosp, Tongji Med Coll, Wuhan 430030, Peoples R China
[3] Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650201, Peoples R China
来源：
ORGANIC LETTERS | 2017年 / 19卷 / 01期
基金：
中国国家自然科学基金;
关键词：
NITRIC-OXIDE PRODUCTION; ANTIINFLAMMATORY AGENT; SKELETONS; INHIBITION; CELLS;
D O I：
10.1021/acs.orglett.6b03557
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Two new functionalized ergostane-type steroids, phomopsterones A (1) and B (2), were isolated from the plant-derived Phomopsis sp. TJ507A. Their structures were determined on the basis of spectroscopic data, a modified Mosher's method, X-ray crystallographic analysis, and quantum chemical calculations. Compound 1 is an unprecedented ergosteroid featuring a, rearranged bicyclo[3.3.1]nonane motif resulting from B-ring scission and a subsequent 180 degrees rotation of the ring A during biosynthesis. Compound 2 exhibited anti-inflammatory activity.
引用
收藏
页码：258 / 261
页数：4
相关论文
共 45 条
  • [31] (±)-Rhytidhymarins A and B, two pairs of new isocoumarin derivatives from endophytic fungus Rhytidhysteron sp. BZM-9
    Zhang, Sha
    Kang, Feng-Hua
    Tan, Jian-Bing
    Chen, De-Kun
    Kuang, Min
    Wang, Wen-Xuan
    Xu, Kang-Ping
    Zou, Zhen-xing
    [J]. NEW JOURNAL OF CHEMISTRY, 2021, 45 (28) : 12700 - 12704
  • [32] Two New Acorane-Type Sesquiterpenoids from Aschersonia sp. D20, an Endophytic Fungus of Annona squamosa
    Shaosong Liu
    Chunhua Lu
    Yuemao Shen
    [J]. Chemistry of Natural Compounds, 2015, 51 : 870 - 872
  • [33] Didymorenloids A and B, two polycyclic cyclopenta[b]fluorene-type alkaloids with anti-hepatoma activity from the mangrove endophytic fungus Didymella sp. CYSK-4
    Chen, Yan
    Yang, Wencong
    Zhu, Ge
    Wang, Guisheng
    Chen, Tao
    Li, Hang
    Yuan, Jie
    She, Zhigang
    [J]. ORGANIC CHEMISTRY FRONTIERS, 2024, 11 (06) : 1706 - 1712
  • [34] Pestaloamides A and B, two spiro-heterocyclic alkaloid epimers from the plant endophytic fungus Pestalotiopsis sp. HS30
    Xiao-Zheng Su
    Yi-Ying Zhu
    Jian-Wei Tang
    Kun Hu
    Xiao-Nian Li
    Han-Dong Sun
    Yan Li
    Pema-Tenzin Puno
    [J]. Science China Chemistry, 2020, (09) : 1208 - 1213
  • [35] Pestaloamides A and B, two spiro-heterocyclic alkaloid epimers from the plant endophytic fungus Pestalotiopsis sp. HS30
    Xiao-Zheng Su
    Yi-Ying Zhu
    Jian-Wei Tang
    Kun Hu
    Xiao-Nian Li
    Han-Dong Sun
    Yan Li
    Pema-Tenzin Puno
    [J]. Science China Chemistry, 2020, 63 : 1208 - 1213
  • [36] Hyalodendrins A and B, New Decalin-Type Tetramic Acid Larvicides from the Endophytic Fungus Hyalodendriella sp. Ponipodef12
    Mao, Ziling
    Wang, Weixuan
    Su, Ruixue
    Gu, Gan
    Liu, Zhi Long
    Lai, Daowan
    Zhou, Ligang
    [J]. MOLECULES, 2020, 25 (01):
  • [37] Pestaloamides A and B, two spiro-heterocyclic alkaloid epimers from the plant endophytic fungus Pestalotiopsis sp. HS30
    Su, Xiao-Zheng
    Zhu, Yi-Ying
    Tang, Jian-Wei
    Hu, Kun
    Li, Xiao-Nian
    Sun, Han-Dong
    Li, Yan
    Puno, Pema-Tenzin
    [J]. SCIENCE CHINA-CHEMISTRY, 2020, 63 (09) : 1208 - 1213
  • [38] Pestaloamides A and B, two spiro-heterocyclic alkaloid epimers from the plant endophytic fungus Pestalotiopsis sp. HS30
    XiaoZheng Su
    YiYing Zhu
    JianWei Tang
    Kun Hu
    XiaoNian Li
    HanDong Sun
    Yan Li
    PemaTenzin Puno
    [J]. Science China(Chemistry), 2020, 63 (09) : 1208 - 1213
  • [39] Bipolarins A–H, eight new ophiobolin-type sesterterpenes with antimicrobial activity from fungus Bipolaris sp. TJ403-B1
    LIU Meng-Ting
    HE Yan
    SHEN Ling
    HU Zheng-Xi
    ZHANG Yong-Hui
    [J]. Chinese Journal of Natural Medicines, 2019, 17 (12) : 935 - 944
  • [40] Bipolarins A-H, eight new ophiobolin-type sesterterpenes with antimicrobial activity from fungus Bipolaris sp. TJ403-B1
    Liu Meng-Ting
    He Yan
    Shen Ling
    Hu Zheng-Xi
    Zhang Yong-Hui
    [J]. CHINESE JOURNAL OF NATURAL MEDICINES, 2019, 17 (12) : 935 - 944
12345