Harzianic acid

Names

[ Name ]:
Harzianic acid

[Synonym ]:
Harzianic acid

Biological Activity

[Description]:

Harzianic acid, a tetramic acid derivative, with activity of antimicrobial, antibiofilm formation and biofilm disaggregation. Harzianic acid interferes with biofilm formation by limiting bacterial iron availability. Harzianic acid is also a selective inhibitor of Acetohydroxyacid synthase (AHAS), the first enzyme in the branched-chain amino acid biosynthetic pathway. Harzianic acid can used for herbicide and fungicide[1][2].

[Related Catalog]:

Research Areas >> Infection

Signaling Pathways >> Anti-infection >> Fungal

[Target]

Acetohydroxyacid synthase (AHAS)[2]

[In Vitro]

Harzianic acid 对 MRSP 和 MSSP 表现出较强的抑菌活性，MIC 值分别为 32 μg/mL 和 16 μg/mL [1]。 Harzianic acid (8-128 μg/mL) 对 HaCaT 细胞毒性较低[1]。 Harzianic acid 作为一种竞争性抑制剂抑制真菌 ThAHAS, Ki 为 6.65 μM[2]。 Harzianic acid (0.1-100 μg/mL) 对病原真菌的生长有抑制作用[2]。

[References]

[1]. De Filippis A, et al. Antimicrobial activity of harzianic acid against Staphylococcus pseudintermedius. Nat Prod Res. 2021 Dec;35(23):5440-5445.

[2]. Xie L, et al. Harzianic Acid from Trichoderma afroharzianum Is a Natural Product Inhibitor of Acetohydroxyacid Synthase. J Am Chem Soc. 2021 Jun 16:10.1021/jacs.1c03988.

Chemical & Physical Properties

[ Density]:
1.233g/cm3

[ Boiling Point ]:
539.8ºC at 760mmHg

[ Molecular Formula ]:
C₁₉H₂₇NO₆

[ Molecular Weight ]:
365.42100

[ Flash Point ]:
280.3ºC

[ Exact Mass ]:
365.18400

[ PSA ]:
115.14000

[ LogP ]:
1.92040

[ Vapour Pressure ]:
6.63E-14mmHg at 25°C

[ Index of Refraction ]:
1.561

Related Compounds

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