Libertellenones O–S and Eutypellenones A and B, Pimarane Diterpene Derivatives from the Arctic Fungus Eutypella sp. D-1

August 13, 2018

Title

Libertellenones O–S and Eutypellenones A and B, Pimarane Diterpene Derivatives from the Arctic Fungus Eutypella sp. D-1

Author

Hao-Bing Yu, Xiao-Li Wang, Yi-Xin Zhang, Wei-Heng Xu, Jian-Peng Zhang, Xiao-Yi Zhou, Xiao-Ling Lu, Xiao-Yu Liu, Bing-Hua Jiao

Year

2018

Journal

Journal of Natural Products

Abstract

Seven new pimarane-type diterpene derivatives, libertellenones O–S (1–5) and eutypellenones A and B (6 and 7), together with two known compounds (8 and 9), were isolated from the culture of Eutypella sp. D-1 obtained from high-latitude soil of the Arctic. Their structures were elucidated from spectroscopic data, as well as experimental and calculated electronic circular dichroism (ECD) analysis. Structurally, compounds 1–5 possess a cyclopropyl-fused pimarane diterpene moiety, whereas compounds 6 and 7 share an unusual cyclobutyl-fused pimarane diterpene skeleton. Compounds 1–9 exhibited cytotoxicities against HeLa, MCF-7, HCT-116, PANC-1, and SW1990 cells, with IC50 values in the range of 0.3 to 29.4 μM. Compounds 6 and 7 could dose-dependently inhibit the activity of NF-κB and exhibited significantly inhibitory effects on nitric oxide production induced by lipopolysaccharide.

Instrument

J-715

Keywords

Circular dichroism, Absolute configuration, Cotton effect, Natural products, Medicinal