Aspernigrins with anti-HIV-1 activities from the marine-derived fungus Aspergillus niger SCSIO Jcsw6F30

Xuefeng Zhou; Wei Fang; Suiyi Tan; Xiuping Lin; Tianrong Xun; Bingjie Yang; Shuwen Liu; Yonghong Liu

doi:10.1016/j.bmcl.2015.12.005

Aspernigrins with anti-HIV-1 activities from the marine-derived fungus Aspergillus niger SCSIO Jcsw6F30

Bioorg Med Chem Lett. 2016 Jan 15;26(2):361-365. doi: 10.1016/j.bmcl.2015.12.005. Epub 2015 Dec 7.

Authors

Xuefeng Zhou¹, Wei Fang², Suiyi Tan³, Xiuping Lin¹, Tianrong Xun³, Bingjie Yang⁴, Shuwen Liu⁵, Yonghong Liu⁶

Affiliations

¹ CAS Key Laboratory of Tropical Marine Bio-resources and Ecology, Guangdong Key Laboratory of Marine Materia Medica, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, China.
² Center of Bio-pesticide Engineering Research, Hubei Academy of Agricultural Science, Wuhan 430064, China.
³ State Key Laboratory of Organ Failure Research, Guangdong Provincial Key Laboratory of New Drug Screening, School of Pharmaceutical Science, South Medical University, Guangzhou 510515, China.
⁴ CAS Key Laboratory of Tropical Marine Bio-resources and Ecology, Guangdong Key Laboratory of Marine Materia Medica, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, China; State Key Laboratory of Organ Failure Research, Guangdong Provincial Key Laboratory of New Drug Screening, School of Pharmaceutical Science, South Medical University, Guangzhou 510515, China.
⁵ State Key Laboratory of Organ Failure Research, Guangdong Provincial Key Laboratory of New Drug Screening, School of Pharmaceutical Science, South Medical University, Guangzhou 510515, China. Electronic address: liusw@smu.edu.cn.
⁶ CAS Key Laboratory of Tropical Marine Bio-resources and Ecology, Guangdong Key Laboratory of Marine Materia Medica, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, China. Electronic address: yonghongliu@scsio.ac.cn.

PMID: 26711143
DOI: 10.1016/j.bmcl.2015.12.005

Abstract

Two new 2-benzylpyridin-4-one containing metabolites, aspernigrins C (3) and D (4), together with six known compounds (1, 2, and 5-8), were isolated from the marine-derived fungus Aspergillus niger SCSIO Jcsw6F30. The structures of the new compounds were determined by NMR, MS, and optical rotation analyses. All the isolated compounds were evaluated for their inhibitory activities against infection with HIV-1 SF162 in TZM-bl cells. Malformin C (5) showed the strongest anti-HIV-1 activity with IC50 of 1.4±0.06μM (selectivity index, 11.4), meanwhile aspernigrin C (3) also exhibited potent activity with IC50 of 4.7±0.4μM (selectivity index, 7.5).

Keywords: Aspergillus niger; Aspernigrins; HIV-1 SF162; Malformin C.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Anti-HIV Agents / chemistry
Anti-HIV Agents / isolation & purification
Anti-HIV Agents / pharmacology*
Aspergillus niger / chemistry*
Cell Line
Drug Screening Assays, Antitumor
HIV Infections / drug therapy*
HIV-1 / drug effects*
Humans
Niacinamide / analogs & derivatives*
Niacinamide / chemistry
Niacinamide / isolation & purification
Niacinamide / pharmacology
Pyridones / chemistry
Pyridones / isolation & purification
Pyridones / pharmacology*

Substances

Anti-HIV Agents
Pyridones
aspernigrin C
Niacinamide