Naturally Occurring Partially Reduced Perylenequinones from Fungi

被引:8
作者
Geris, Regina [1 ]
Pinho, Matheus A. [1 ]
Boffo, Elisangela F. [1 ]
Simpson, Thomas J. [2 ]
机构
[1] Univ Fed Bahia, Dept Quim Organ, Lab Biotecnol & Quim Microrganismos LBQM, Insti Quim, BR-40170115 Salvador, Brazil
[2] Univ Bristol, Sch Chem, Bristol BS8 1TS, England
来源
JOURNAL OF NATURAL PRODUCTS | 2022年
关键词
SECONDARY MOLD METABOLITES; MYCO-TOXIN PRODUCTION; ALTERNARIA SP; ALTERTOXIN-II; DERIVATIVES; ENDOPHYTE; CERCOSPORIN; MYCOTOXIN; BIOSYNTHESIS; PATHOGENESIS;
D O I
10.1021/acs.jnatprod.2c00368
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
This Review provides a critical analysis of the literature covering the naturally occurring partially reduced perylenequinones (PQs) from fungi without carbon substituents (which can be named class A perylenequinones) and discusses their structures, stereochemistry, biosynthesis, and biological activities as appropriate. Perylenequinones are natural pigments with a perylene skeleton produced by certain fungi, aphids, some plants, and animal species. These compounds display several biological activities, e.g., antimicrobial, anti-HIV, photosensitizers, cytotoxic, and phytotoxic. It describes 36 fungal PQs and cites 81 references, covering from 1956 to August 2022.
引用
收藏
页码:2236 / 2250
页数:15
相关论文
共 79 条
[21]  
Daub ME., 2009, Plant Relationships, V2nd, P201, DOI [10.1007/978-3-540-87407-2_11, DOI 10.1007/978-3-540-87407-2_11]
[22]   Gene cluster conservation provides insight into cercosporin biosynthesis and extends production to the genus Colletotrichum [J].
de Jonge, Ronnie ;
Ebert, Malaika K. ;
Huitt-Roehl, Callie R. ;
Pal, Paramita ;
Suttle, Jeffrey C. ;
Spanner, Rebecca E. ;
Neubauer, Jonathan D. ;
Jurick, Wayne M., II ;
Stott, Karina A. ;
Secor, Gary A. ;
Thomma, Bart P. H. J. ;
Van de Peer, Yves ;
Townsend, Craig A. ;
Bolton, Melvin D. .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2018, 115 (24) :E5459-E5466
[23]   Mycotoxin Altertoxin II Induces Lipid Peroxidation Connecting Mitochondrial Stress Response to NF-κB Inhibition in THP-1 Macrophages [J].
Del Favero, Giorgia ;
Hohenbichler, Julia ;
Mayer, Raphaela Maria ;
Rychlik, Michael ;
Marko, Doris .
CHEMICAL RESEARCH IN TOXICOLOGY, 2020, 33 (02) :492-504
[24]  
Edwards B. R. L., 1976, J CHEM SOC, P1
[25]   CERCOSPORIN, A PHYTOTOXIN FROM CERCOSPORA SPP [J].
FAJOLA, AO .
PHYSIOLOGICAL PLANT PATHOLOGY, 1978, 13 (02) :157-164
[26]  
Pinto VEF, 2017, METHODS MOL BIOL, V1542, P13, DOI 10.1007/978-1-4939-6707-0_2
[27]   Alternaria toxins: Altertoxin II is a much stronger mutagen and DNA strand breaking mycotoxin than alternariol and its methyl ether in cultured mammalian cells [J].
Fleck, Stefanie C. ;
Burkhardt, Britta ;
Pfeiffer, Erika ;
Metzler, Manfred .
TOXICOLOGY LETTERS, 2012, 214 (01) :27-32
[28]  
Gao SS, 2009, NAT PROD COMMUN, V4, P1477
[29]   Comprehensive Analysis of the Alternaria Mycobolome Using Mass Spectrometry Based Metabolomics [J].
Gotthardt, Marina ;
Kanawati, Basem ;
Schmidt, Frank ;
Asam, Stefan ;
Hammerl, Richard ;
Frank, Oliver ;
Hofmann, Thomas ;
Schmitt-Kopplin, Philippe ;
Rychlik, Michael .
MOLECULAR NUTRITION & FOOD RESEARCH, 2020, 64 (03)
[30]   Photophysics, photochemistry, and reactivity: Molecular aspects of perylenequinone reactions [J].
Guedes, Rita Cardoso ;
Eriksson, Leif Axel .
PHOTOCHEMICAL & PHOTOBIOLOGICAL SCIENCES, 2007, 6 (10) :1089-1096