Natural diterpene pyrones: chemistry and biology

被引:15
|
作者
Al-Khdhairawi, Amjad Ayad Qatran [1 ,2 ]
Cordell, Geoffrey A. [3 ,4 ]
Thomas, Noel F. [5 ]
Nagojappa, Narendra Babu Shivanagere [1 ]
Weber, Jean-Frederic F. [2 ]
机构
[1] Taylors Univ, Sch Pharm, Fac Hlth & Med Sci, Lakeside Campus, Subang Jaya 47500, Selangor, Malaysia
[2] Univ Teknol MARA UiTM, Selangor Branch, Atta ur Rahman Inst Nat Prod Discovery AuRIns, Bandar Puncak Alam 42300, Selangor, Malaysia
[3] Nat Prod Inc, Evanston, IL 60203 USA
[4] Univ Florida, Coll Pharm, Dept Pharmaceut, Gainesville, FL 32601 USA
[5] Methodist Coll Kuala Lumpur, Kuala Lumpur 50470, Malaysia
关键词
ENANTIOSELECTIVE TOTAL-SYNTHESIS; CANDELALIDES A-C; FUNGUS; SPIRODITERPENOIDS; SESQUICILLIN; BIOSYNTHESIS; SUBGLUTINOLS; KV1.3; MEROTERPENOIDS; DERIVATIVES;
D O I
10.1039/c9ob01501a
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Diterpene pyrones (DTPs) are a group of well-known, mainly fungal, natural products, first isolated in 1966. As the name indicates, they are composed of two main structural features: a diterpenyl moiety and a pyrone ring. Various names have been given to this class of metabolites; however, biogenetic evidence indicates that they originate through the same metabolic pathway. Based on their biosynthesis, which leads to differences in their structural architecture, the DTPs can be classified into three main types. In addition to their intriguing chemistry, these compounds demonstrate a wide range of biological activities rendering them a desirable target for total synthesis. To date, sixty-seven DTPs have been isolated from various fungal species, with one example originating from the plant kingdom. This review aims at unifying the classification of these compounds, in addition to presenting a detailed description of their isolation, bioactivities, biosynthesis, and total synthesis.
引用
收藏
页码:8943 / 8957
页数:15
相关论文
共 50 条
  • [1] A Biosynthetic Numbering System for Diterpene Pyrones
    Al-Khdhairawi, Amjad Ayad Qatran
    Cordell, Geoffrey A.
    Weber, Jean-Frederic F.
    Nagojappa, Narendra Babu Shivanagere
    NATURAL PRODUCT COMMUNICATIONS, 2019, 14 (07)
  • [2] α-Pyrones: Natural Occurrence, Chemistry, and Biological Approaches-An Update
    Azizian, Milad
    Gheshlaghi, Sara
    Danesh, Abolghasem
    Forouzanfar, Fatemeh
    Shakeri, Abolfazl
    REVISTA BRASILEIRA DE FARMACOGNOSIA-BRAZILIAN JOURNAL OF PHARMACOGNOSY, 2024, 34 (06): : 1201 - 1217
  • [3] The chemistry and biology of guanidine natural products
    Berlinck, Roberto G. S.
    Romminger, Stelamar
    NATURAL PRODUCT REPORTS, 2016, 33 (03) : 456 - 490
  • [4] Neurotrophic Natural Products: Chemistry and Biology
    Xu, Jing
    Lacoske, Michelle H.
    Theodorakis, Emmanuel A.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2014, 53 (04) : 956 - 987
  • [5] Chemistry and biology of natural stilbenes: an update
    Zhou, Lipeng
    Cai, Xinyu
    Wang, Ying
    Yang, Jianbo
    Wang, Yadan
    Deng, Jialing
    Ye, Danni
    Zhang, Lanzhen
    Liu, Yue
    Ma, Shuangcheng
    NATURAL PRODUCT REPORTS, 2025, 42 (02) : 359 - 405
  • [6] The chemistry and biology of guanidine natural products
    Berlinck, Roberto G. S.
    Bertonha, Ariane F.
    Takaki, Mirelle
    Rodriguez, Julie P. G.
    NATURAL PRODUCT REPORTS, 2017, 34 (11) : 1264 - 1301
  • [7] Chemistry and Biology of Natural Azoxy Compounds
    Wibowo, Mario
    Ding, Ling
    JOURNAL OF NATURAL PRODUCTS, 2020, 83 (11): : 3482 - 3491
  • [8] Chemistry and biology of natural products.
    Nicolaou, KC
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1996, 211 : 179 - ORGN
  • [9] Chemistry and Biology of Acyloin Natural Products
    Rizzacasa, Mark
    Ricca, Michael
    SYNTHESIS-STUTTGART, 2023, 55 (15): : 2273 - 2284
  • [10] CHEMISTRY AND BIOLOGY OF NATURAL AND DESIGNED ENEDIYNES
    NICOLAOU, KC
    SMITH, AL
    YUE, EW
    PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1993, 90 (13) : 5881 - 5888