Cytotoxic and Antibacterial Compounds from the Coral-Derived Fungus Aspergillus tritici SP2-8-1

Weiyi Wang; Yanyan Liao; Chao Tang; Xiaomei Huang; Zhuhua Luo; Jianming Chen; Peng Cai

doi:10.3390/md15110348

Cytotoxic and Antibacterial Compounds from the Coral-Derived Fungus Aspergillus tritici SP2-8-1

Mar Drugs. 2017 Nov 7;15(11):348. doi: 10.3390/md15110348.

Authors

Weiyi Wang^{1

2

3}, Yanyan Liao^{4

5

6}, Chao Tang^{7

8

9}, Xiaomei Huang^{10

11

12}, Zhuhua Luo¹³, Jianming Chen^{14

15}, Peng Cai^{16

17

18}

Affiliations

¹ Key Laboratory of Urban Environment and Health, Institute of Urban Environment, Chinese Academy of Sciences, Xiamen 361021, China. [email protected].
² University of Chinese Academy of Sciences, Beijing 100049, China. [email protected].
³ State Key Laboratory Breeding Base of Marine Genetic Resources, Key Laboratory of Marine Genetic Resources, Fujian Key Laboratory of Marine Genetic Resources, Fujian Collaborative Innovation Centre for Exploitation and Utilization of Marine Biological Resources, Third Institute of Oceanography, State Oceanic Administration, Xiamen 361005, China. [email protected].
⁴ Key Laboratory of Urban Environment and Health, Institute of Urban Environment, Chinese Academy of Sciences, Xiamen 361021, China. [email protected].
⁵ University of Chinese Academy of Sciences, Beijing 100049, China. [email protected].
⁶ Xiamen Key Laboratory of Physical Environment, Xiamen 361021, China. [email protected].
⁷ Key Laboratory of Urban Environment and Health, Institute of Urban Environment, Chinese Academy of Sciences, Xiamen 361021, China. [email protected].
⁸ University of Chinese Academy of Sciences, Beijing 100049, China. [email protected].
⁹ Xiamen Key Laboratory of Physical Environment, Xiamen 361021, China. [email protected].
¹⁰ Key Laboratory of Urban Environment and Health, Institute of Urban Environment, Chinese Academy of Sciences, Xiamen 361021, China. [email protected].
¹¹ University of Chinese Academy of Sciences, Beijing 100049, China. [email protected].
¹² Xiamen Key Laboratory of Physical Environment, Xiamen 361021, China. [email protected].
¹³ State Key Laboratory Breeding Base of Marine Genetic Resources, Key Laboratory of Marine Genetic Resources, Fujian Key Laboratory of Marine Genetic Resources, Fujian Collaborative Innovation Centre for Exploitation and Utilization of Marine Biological Resources, Third Institute of Oceanography, State Oceanic Administration, Xiamen 361005, China. [email protected].
¹⁴ State Key Laboratory Breeding Base of Marine Genetic Resources, Key Laboratory of Marine Genetic Resources, Fujian Key Laboratory of Marine Genetic Resources, Fujian Collaborative Innovation Centre for Exploitation and Utilization of Marine Biological Resources, Third Institute of Oceanography, State Oceanic Administration, Xiamen 361005, China. [email protected].
¹⁵ Institute of Oceanography, Minjiang University, Fuzhou 350108, China. [email protected].
¹⁶ Key Laboratory of Urban Environment and Health, Institute of Urban Environment, Chinese Academy of Sciences, Xiamen 361021, China. [email protected].
¹⁷ University of Chinese Academy of Sciences, Beijing 100049, China. [email protected].
¹⁸ Xiamen Key Laboratory of Physical Environment, Xiamen 361021, China. [email protected].

Abstract

Three novel compounds, 4-methyl-candidusin A (1), aspetritone A (2) and aspetritone B (3), were obtained from the culture of a coral-derived fungus Aspergillus tritici SP2-8-1, together with fifteen known compounds (4-18). Their structures, including absolute configurations, were assigned based on NMR, MS, and time-dependent density functional theory (TD-DFT) ECD calculations. Compounds 2 and 5 exhibited better activities against methicillin-resistant strains of S. aureus (MRSA) ATCC 43300 and MRSA CGMCC 1.12409 than the positive control chloramphenicol. Compound 5 displayed stronger anti-MRSA and lower cytotoxic activities than 2, and showed stronger antibacterial activities against strains of Vibrio vulnificus, Vibrio rotiferianus, and Vibrio campbellii than the other compounds. Compounds 2 and 10 exhibited significantly stronger cytotoxic activities against human cancer cell lines HeLa, A549, and Hep G2 than the other compounds. Preliminary structure-activity relationship studies indicated that prenylation of terphenyllin or candidusin and the tetrahydrobenzene moiety in anthraquinone derivatives may influence their bioactivity.

Keywords: Aspergillus; antibacterial; aspetritone; candidusin; cytotoxic.

MeSH terms

Animals
Anthozoa / microbiology*
Anti-Bacterial Agents / chemistry
Anti-Bacterial Agents / pharmacology*
Antineoplastic Agents / chemistry
Antineoplastic Agents / pharmacology*
Aquatic Organisms
Aspergillus / chemistry*
Aspergillus / metabolism
Cell Line, Tumor
Cell Survival / drug effects
Humans
Microbial Sensitivity Tests

Substances

Anti-Bacterial Agents
Antineoplastic Agents