Recent Progress in the Synthesis of Naturally Occurring Siderophores

被引:9
|
作者
Garzon-Posse, Fabian [1 ,3 ]
Quevedo-Acosta, Yovanny [1 ,2 ]
Mahecha-Mahecha, Camilo [1 ]
Acosta-Guzman, Paola [1 ]
机构
[1] Univ Andes, Lab Organ Synth, Bio & Organocatalysis Chem Dept, Cra 1 18A-12 Q 305, Bogota 111711, Colombia
[2] Univ Estadual Campinas, Inst Chem, Rua Monteiro Lobato 270, BR-13083862 Campinas, SP, Brazil
[3] Univ Nacl Colombia, Lab Nat Prod, Carrera 45 26-85, Bogota, Colombia
关键词
Siderophores; Total synthesis; Iron chelators; STRUCTURE ELUCIDATION; STEREOCHEMICAL ASSIGNMENT; ABSOLUTE-CONFIGURATION; 2'-DEOXYMUGINEIC ACID; BACTERIAL SIDEROPHORE; BIOLOGICAL-ACTIVITY; VIBRIO-ANGUILLARUM; STRUCTURE REVISION; CHEMICAL-SYNTHESIS; HYDROXAMIC ACIDS;
D O I
10.1002/ejoc.201901257
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Iron is an indispensable element for the development of almost all living things, and its acquisition is a key process for organisms. However, the low solubility of Fe3+ in aqueous systems causes its reduced bioavailability. Thus, organisms confronted with low iron availability have developed several iron scavenging strategies, and one of these ways is to use low molecular-weight organic molecules, which are specific ferric ion chelators called siderophores. These compounds exhibit an extremely high affinity and specificity for Fe3+ and are produced and secreted by bacteria, fungi, and plants. Recently, siderophores have attracted much attention due to their applications in areas such as microbial ecology, specific crop production, detoxification of heavy metal-contaminated samples, biodetection of metals, and the selective delivery of antibiotics to resistant bacterial strains. Nevertheless, the limited supply of these natural products has been an obstacle that needs to be overcome. This review provides an overview of the contemporary developments in the total synthesis of naturally occurring siderophores during the last two decades.
引用
收藏
页码:7747 / 7769
页数:23
相关论文
共 50 条
  • [31] SYNTHESIS OF ELAIOMYCIN, A NATURALLY OCCURRING AZOXYALKENE
    MOSS, RA
    MATSUO, M
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (05) : 1643 - 1645
  • [32] SYNTHESIS OF NATURALLY OCCURRING INDOLE DERIVATIVE
    BUCHI, GH
    CHIMIA, 1975, 29 (04) : 172 - 174
  • [33] SYNTHESIS OF NATURALLY-OCCURRING CHROMENES
    MALI, RS
    MANEKAR, AR
    TILVE, SG
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1988, 27 (12): : 1090 - 1092
  • [34] SYNTHESIS OF SOME NATURALLY OCCURRING COUMARINS
    BANDOPAD.M
    PARDESHI, NP
    SESHADRI, TR
    INDIAN JOURNAL OF CHEMISTRY, 1974, 12 (01): : 23 - 25
  • [35] Synthesis of naturally occurring diosphenols and hydroxydiosphenols
    Schneider, DF
    Viljoen, MS
    SYNTHETIC COMMUNICATIONS, 2002, 32 (08) : 1285 - 1292
  • [36] Synthesis of Naturally Occurring Norlignan (±)-Nyasol
    Kwon, Jinsun
    Kondaji, Gajulapati
    Song, Sumi
    Kim, Chorong
    Lee, Kyeong
    Kim, Won-Ki
    Choi, Yongseok
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2013, 34 (04) : 1247 - 1249
  • [37] SYNTHESIS OF SOME NATURALLY OCCURRING ACETYLCHROMENES
    JAIN, AC
    KHAZANCHI, R
    KUMAR, A
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1979, 52 (04) : 1203 - 1204
  • [38] ASYMMETRIC SYNTHESIS OF NATURALLY OCCURRING CANADENSOLIDE
    ANDERSON, RC
    FRASERREID, B
    TETRAHEDRON LETTERS, 1978, (35) : 3233 - 3236
  • [39] Recent Advances in the Chemistry and Biology of Naturally Occurring Antibiotics
    Nicolaou, K. C.
    Chen, Jason S.
    Edmonds, David J.
    Estrada, Anthony A.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (04) : 660 - 719
  • [40] TOTAL SYNTHESIS OF NATURALLY-OCCURRING GRANATICIN
    OKAZAKI, K
    NOMURA, K
    YOSHII, E
    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (06) : 354 - 356