Natural Hydroxamate-Containing Siderophore Acremonpeptides A-D and an Aluminum Complex of Acremonpeptide D from the Marine-Derived Acremonium persicinum SCSIO 115

J Nat Prod. 2019 Sep 27;82(9):2594-2600. doi: 10.1021/acs.jnatprod.9b00545.

Minghe Luo ¹, Ruochen Zang ², Xin Wang ², Ziming Chen ¹, Xiaoxian Song ³, Jianhua Ju ¹ ⁴, Hongbo Huang ¹ ⁴

Affiliations

1 CAS Key Laboratory of Tropical Marine Bio-resources and Ecology, Guangdong Key Laboratory of Marine Materia Medica, RNAM Center for Marine Microbiology, South China Sea Institute of Oceanology , Chinese Academy of Sciences , 164 Xingang Road West , Guangzhou 510301 , China.
2 Innovative Marine Drug Screening and Evaluation Center , Qingdao National Laboratory for Marine Science and Technology , 23 Xianggang Road East , Qingdao 266100 , China.
3 Chongqing Center For Drug Safety Evaluation , Chongqing Academy of Chinese Materia Medica , 34 Nanshan Road , Chongqing 400065 , China.
4 University of Chinese Academy of Sciences , 19 Yuquan Road , Beijing 100049 , China.

PMID: 31503476 DOI: 10.1021/acs.jnatprod.9b00545

Abstract

Four new hydroxamate-containing natural product Cyclopeptides designated acremonpeptides A-D (1-4), together with Al(III)-acremonpeptide D (5) were obtained from the marine fungus Acremonium persicinum SCSIO 115. The planar structures of 1-5 were established on the basis of HRMS as well as 1D and 2D NMR data sets. Moreover, the amino acid absolute configurations were determined using Marfey's method. Compounds 1-5 all feature three 2-amino-5-(N-hydroxyacetamido)pentanoic acid (N⁵-hydroxy-N⁵-acetyl-l-ornithine) metal ion chelating moieties. Beyond their discovery and structure elucidation, in vitro bioassays revealed acremonpeptides A (1), B (2), and Al(III)-acremonpeptide D (5) as moderate Antiviral agents for herpes simplex virus 1 with EC₅₀ values of 16, 8.7, and 14 μM, respectively.

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