Fengycin A Analogues with Enhanced Chemical Stability and Antifungal Properties

被引：26

作者：

Gimenez, Diana ^{[1
]}

Phelan, Aoife ^{[2
]}

Murphy, Cormac D. ^{[2
]}

Cobb, Steven L. ^{[1
]}

机构：

[1] Univ Durham, Dept Chem, Durham DH1 3LE, England

[2] Univ Coll Dublin, Sch Biomol & Biomed Sci, Dublin 4, Ireland

来源：

ORGANIC LETTERS | 2021年 / 23卷 / 12期

基金：

爱尔兰科学基金会; 英国生物技术与生命科学研究理事会;

关键词：

BACILLUS-SUBTILIS; SURFACTIN ITURIN; LIPOPEPTIDES; AMYLOLIQUEFACIENS;

D O I：

10.1021/acs.orglett.1c01387

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Fengycins are cyclic lipo-depsipeptides produced by Bacillus spp. that display potent antifungal properties but are chemically unstable. This instability has meant that no total synthesis of any fengycin has been published. Here we report the synthesis of fengycin A analogues that display enhanced antifungal properties and chemical stability under both basic and acidic conditions. The analogues prepared also demonstrate that the fengycin core structure can be modified and simplified without the loss of antifungal activity.

引用

页码：4672 / 4676

页数：5

共 50 条

[41] Chemical Properties, Structural Properties, and Energy Storage Applications of Prussian Blue Analogues
Li, Wei-Jie
Han, Chao
Cheng, Gang
Chou, Shu-Lei
Liu, Hua-Kun
Dou, Shi-Xue
SMALL, 2019, 15 (32)
[42] Syntheses and chemical properties of β-nicotinamide riboside and its analogues and derivatives
Makarov, Mikhail V.
Migaud, Marie E.
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2019, 15 : 401 - 430
[43] Sulfated Alginates as Heparin Analogues: A Review of Chemical and Functional Properties
Arlov, Oystein
Skjak-Braek, Gudmund
MOLECULES, 2017, 22 (05):
[44] Preparation, properties, and chemical reactivity of α-nitrosulfoximines, chiral analogues of α-nitrosulfones
Wade, PA
Le, H
Amin, NV
JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (09): : 2859 - 2863
[45] STABILITY AND CHEMICAL-PROPERTIES OF THIIRANIMINE
NGUYEN, MT
VANSWEEVELT, H
VANQUICKENBORNE, LG
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (19): : 5651 - 5657
[46] Discovery of Dipyridamole Analogues with Enhanced Metabolic Stability for the Treatment of Idiopathic Pulmonary Fibrosis
Huang, Meng-Xing
Chen, Yan-Quan
Liu, Run-Duo
Huang, Yue
Zhang, Chen
MOLECULES, 2022, 27 (11):
[47] Chitosan Hydrogels with Antibacterial and Antifungal Properties: Enhanced Properties by Incorporating of Plasma Activated Water
Cuellar-Gaona, C. G.
Gonzalez-Lopez, J. A.
Martinez-Ruiz, E. O.
Acuna-Vazquez, P.
Davila-Medina, M. D.
Cedillo-Portillo, J. J.
Narro-Cespedes, R. I.
Soria-Arguello, G.
Puca-Pacheco, M.
Ibarra-Alonso, M. C.
Neira-Velazquez, M. G.
PLASMA CHEMISTRY AND PLASMA PROCESSING, 2024, 44 (06) : 2303 - 2322
[48] Synthesis and antifungal activity of novel streptochlorin analogues
Zhang, Ming-Zhi
Chen, Qiong
Xie, Cai-Hong
Mulholland, Nick
Turner, Sarah
Irwin, Dianne
Gu, Yu-Cheng
Yang, Guang-Fu
Clough, John
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2015, 92 : 776 - 783
[49] Amphiphilic Tobramycin Analogues as Antibacterial and Antifungal Agents
Shrestha, Sanjib K.
Foss, Marina Y.
Green, Keith D.
Garneau-Tsodikova, Sylvie
ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 2015, 59 (08) : 4861 - 4869
[50] Synthesis and antifungal evaluation of PCA amide analogues
Qin, Chuan
Yu, Di-Ya
Zhou, Xu-Dong
Zhang, Min
Wu, Qing-Lai
Li, Jun-Kai
JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH, 2019, 21 (06) : 587 - 596

← 1 2 3 4 5 →