对 - 苯基 - 瑞香烷 -9- 羧酰胺的杀真菌活性表征

Characterization of the Fungitoxic Activity on of -phenyl-driman-9-carboxamides.

作者信息

Melo Ricardo, Armstrong Verónica, Navarro Freddy, Castro Paulo, Mendoza Leonora, Cotoras Milena

机构信息

Núcleo de Química y Bioquímica, Facultad de Estudios Interdisciplinarios, Universidad Mayor, Santiago 8580745, Chile.

Departamento de Química Orgánica, Facultad de Química, Pontificia Universidad Católica de Chile, Santiago 7820436, Chile.

出版信息

J Fungi (Basel). 2021 Oct 26;7(11):902. doi: 10.3390/jof7110902.

DOI:10.3390/jof7110902

PMID:34829191

原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8623464/

Abstract

A total of 12 compounds were synthesized from the natural sesquiterpene (-) drimenol (compounds 4 to 15). The synthesized compounds corresponded to -phenyl-driman-9-carboxamide derivatives, similar to some fungicides that inhibit the electron-transport chain. Their structures were characterized and confirmed by H NMR, C NMR spectroscopy, and mass spectrometry. Compounds 5 to 15 corresponded to novel compounds. The effect of the compounds on the mycelial growth of was evaluated. Methoxylated and chlorinated compounds in the aromatic ring (compounds 6, 7, 12, and 13) exhibited the highest antifungal activity with IC values between 0.20 and 0.26 mM. On the other hand, the effect on conidial germination of of one methoxylated compound (6) and one chlorinated compound (7) was analyzed, and no inhibition was observed. Additionally, compound 7 decreased 36% the rate of oxygen consumption by germinating conidia.

摘要

总共从天然倍半萜（-）德瑞摩醇合成了12种化合物（化合物4至15）。合成的化合物对应于β-苯基-德瑞曼-9-甲酰胺衍生物，类似于一些抑制电子传递链的杀菌剂。通过核磁共振氢谱（¹H NMR）、核磁共振碳谱（¹³C NMR）光谱和质谱对其结构进行了表征和确认。化合物5至15对应于新化合物。评估了这些化合物对[某种真菌名称未给出]菌丝体生长的影响。芳环上的甲氧基化和氯化化合物（化合物6、7、12和13）表现出最高的抗真菌活性，其半数抑制浓度（IC）值在0.20至0.26 mM之间。另一方面，分析了一种甲氧基化化合物（6）和一种氯化化合物（7）对[某种真菌名称未给出]分生孢子萌发的影响，未观察到抑制作用。此外，化合物7使萌发分生孢子的耗氧率降低了36%。