Talaromarins A-F: Six New Isocoumarins from Mangrove-Derived Fungus Talaromyces flavus TGGP35

Jin Cai; Xiao-Chen Zhu; Wei-Nv Zeng; Bin Wang; You-Ping Luo; Jing Liu; Min-Jing Chen; Gao-Yu Li; Guo-Lei Huang; Guang-Ying Chen; Jing Xu; Cai-Juan Zheng

doi:10.3390/md20060361

Talaromarins A-F: Six New Isocoumarins from Mangrove-Derived Fungus Talaromyces flavus TGGP35

Mar Drugs. 2022 May 27;20(6):361. doi: 10.3390/md20060361.

Authors

Jin Cai^{1

2}, Xiao-Chen Zhu³, Wei-Nv Zeng^{1

2}, Bin Wang^{1

2}, You-Ping Luo^{1

2}, Jing Liu^{1

2}, Min-Jing Chen^{1

2}, Gao-Yu Li^{1

2}, Guo-Lei Huang^{1

2}, Guang-Ying Chen^{1

2}, Jing Xu³, Cai-Juan Zheng^{1

2}

Affiliations

¹ Key Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education, College of Chemistry and Chemical Engineering, Hainan Normal University, Haikou 571158, China.
² Key Laboratory of Tropical Medicinal Plant Chemistry of Hainan Province, Haikou 571158, China.
³ Key Laboratory of Advanced Materials of Tropical Island Resources of Ministry of Education, School of Chemical Engineering and Technology, Hainan University, Haikou 570228, China.

Abstract

Six new isocoumarin derivative talaromarins A-F (1-6), along with 17 known analogues (7-23), were isolated from the mangrove-derived fungus Talaromyces flavus (Eurotiales: Trichocomaceae) TGGP35. Their structures were identified by detailed IR, UV, 1D/2D NMR and HR-ESI-MS spectra. The absolute configurations of new compounds were determined by the modified Mosher's method and a comparison of their CD spectra with dihydroisocoumarins described in the literature. The antioxidant, antibacterial, anti-phytopathogenic and inhibitory activity against α-glucosidase of all the isolated compounds were tested. Compounds 6-11, 17-19 and 21-22 showed similar or better antioxidant activity than the IC₅₀ values ranging from 0.009 to 0.27 mM, compared with the positive control trolox (IC₅₀ = 0.29 mM). Compounds 10, 18, 21 and 23 exhibited strong inhibitory activities against α-glucosidase with IC₅₀ values ranging from 0.10 to 0.62 mM, while the positive control acarbose had an IC₅₀ value of 0.5 mM. All compounds showed no antibacterial or anti-phytopathogenic activity at the concentrations of 50 μg/mL and 1 mg/mL, respectively. These results indicated that isocoumarins will be useful to developing antioxidants and as diabetes control agents.

Keywords: Talaromyces flavus; anti-phytopathogenic; antibacterial; antioxidant; isocoumarins; α-glucosidase inhibitory activity.

MeSH terms

Anti-Bacterial Agents / chemistry
Anti-Bacterial Agents / pharmacology
Isocoumarins / chemistry
Magnetic Resonance Spectroscopy
Molecular Structure
Talaromyces* / chemistry
alpha-Glucosidases* / metabolism

Substances

Anti-Bacterial Agents
Isocoumarins
alpha-Glucosidases

Supplementary concepts

Talaromyces flavus

Grants and funding

This work was supported by Key Science and Technology Program of Hainan Province (No. ZDKJ202008), the National Natural Science Foundation of China (Nos. 32160108, 41866005, 82160675 and 81973229), Key Research and Development Program of Hainan Province (No. ZDYF2021SHFZ270 and ZDYF2021SHFZ108), Hainan Provincial Natural Science Foundation of China (No. 220RC593), the Innovation Platform for Academicians of Hainan Province Specific Research Fund of The Innovation Platform for Academicians of Hainan Province (No. YSPTZX202030).