Two New Metabolites from the Endophytic Fungus Alternaria sp. A744 Derived from Morinda officinalis

Ying Wang; Hong-Xin Liu; Yu-Chan Chen; Zhang-Hua Sun; Hao-Hua Li; Sai-Ni Li; Ming-Li Yan; Wei-Min Zhang

doi:10.3390/molecules22050765

Two New Metabolites from the Endophytic Fungus Alternaria sp. A744 Derived from Morinda officinalis

Molecules. 2017 May 8;22(5):765. doi: 10.3390/molecules22050765.

Authors

Ying Wang^{1

2}, Hong-Xin Liu³, Yu-Chan Chen⁴, Zhang-Hua Sun⁵, Hao-Hua Li⁶, Sai-Ni Li⁷, Ming-Li Yan⁸, Wei-Min Zhang⁹

Affiliations

¹ State Key Laboratory of Applied Microbiology Southern China, Guangdong Provincial Key Laboratory of Microbial Culture Collection and Application, Guangdong Open Laboratory of Applied Microbiology, Guangdong Institute of Microbiology, Guangzhou 510070, China. wangyinghx@163.com.
² School of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan 411100, China. wangyinghx@163.com.
³ State Key Laboratory of Applied Microbiology Southern China, Guangdong Provincial Key Laboratory of Microbial Culture Collection and Application, Guangdong Open Laboratory of Applied Microbiology, Guangdong Institute of Microbiology, Guangzhou 510070, China. hxinliu1225@163.com.
⁴ State Key Laboratory of Applied Microbiology Southern China, Guangdong Provincial Key Laboratory of Microbial Culture Collection and Application, Guangdong Open Laboratory of Applied Microbiology, Guangdong Institute of Microbiology, Guangzhou 510070, China. yuchan2006@126.com.
⁵ State Key Laboratory of Applied Microbiology Southern China, Guangdong Provincial Key Laboratory of Microbial Culture Collection and Application, Guangdong Open Laboratory of Applied Microbiology, Guangdong Institute of Microbiology, Guangzhou 510070, China. sysuszh@126.com.
⁶ State Key Laboratory of Applied Microbiology Southern China, Guangdong Provincial Key Laboratory of Microbial Culture Collection and Application, Guangdong Open Laboratory of Applied Microbiology, Guangdong Institute of Microbiology, Guangzhou 510070, China. hhli100@126.com.
⁷ State Key Laboratory of Applied Microbiology Southern China, Guangdong Provincial Key Laboratory of Microbial Culture Collection and Application, Guangdong Open Laboratory of Applied Microbiology, Guangdong Institute of Microbiology, Guangzhou 510070, China. lisn@gdim.cn.
⁸ School of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan 411100, China. mlyan@hnust.edu.cn.
⁹ State Key Laboratory of Applied Microbiology Southern China, Guangdong Provincial Key Laboratory of Microbial Culture Collection and Application, Guangdong Open Laboratory of Applied Microbiology, Guangdong Institute of Microbiology, Guangzhou 510070, China. wmzhang@gdim.cn.

Abstract

Two new compounds isobenzofuranone A (1) and indandione B (2), together with eleven known compounds (3-13) were isolated from liquid cultures of an endophytic fungus Alternaria sp., which was obtained from the medicinal plant Morinda officinalis. Among them, the indandione (2) showed a rarely occurring indanone skeleton in natural products. Their structures were elucidated mainly on the basis of extensive spectroscopic data analysis. All of the compounds were evaluated with cytotoxic and α-glucosidase inhibitory activity assays. Compounds 11 and 12 showed significant inhibitory activities against four tumor cell lines; MCF-7, HepG-2, NCI-H460 and SF-268, with IC₅₀ values in the range of 1.91-9.67 μM, and compounds 4, 5, 9, 10, 12 and 13 showed excellent inhibitory activities against α-glucosidase with IC₅₀ values in the range of 12.05-166.13 μM.

Keywords: Alternaria sp.; Morinda officinalis; cytotoxicity; endophytic fungus; α-glucosidase inhibitory.

MeSH terms

Alternaria* / isolation & purification
Alternaria* / metabolism
Furans* / analysis
Furans* / chemistry
Furans* / metabolism
Indans* / analysis
Indans* / chemistry
Indans* / metabolism
Morinda / microbiology*

Substances

1,2-indanedione
Furans
Indans