Resorcylic Acid Lactones Produced by an Endophytic Penicillium ochrochloron Strain from Kadsura angustifolia

Hong Chuan Song; Dan Qin; Hai Yang Liu; Jin Yan Dong; Chuan You; Yu Meng Wang

doi:10.1055/a-1326-2600

Planta Medica, Table of Contents

Planta Med 2021; 87(03): 225-235
DOI: 10.1055/a-1326-2600

Natural Product Chemistry and Analytical Studies

Original Papers

Resorcylic Acid Lactones Produced by an Endophytic Penicillium ochrochloron Strain from Kadsura angustifolia

Hong Chuan Song

¹School of Energy and Environment Science, Yunnan Normal University, Kunming, Peopleʼs Republic of China

,

Dan Qin

²Key Laboratory of Eco-environments in Three Gorges Reservoir Region of Ministry of Education, School of Life Sciences, Southwest University, Chongqing, Peopleʼs Republic of China

,

Hai Yang Liu

³State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, Peopleʼs Republic of China

,

Jin Yan Dong

²Key Laboratory of Eco-environments in Three Gorges Reservoir Region of Ministry of Education, School of Life Sciences, Southwest University, Chongqing, Peopleʼs Republic of China

,

Chuan You

²Key Laboratory of Eco-environments in Three Gorges Reservoir Region of Ministry of Education, School of Life Sciences, Southwest University, Chongqing, Peopleʼs Republic of China

,

Yu Meng Wang

²Key Laboratory of Eco-environments in Three Gorges Reservoir Region of Ministry of Education, School of Life Sciences, Southwest University, Chongqing, Peopleʼs Republic of China

› Author Affiliations

Abstract

Four new β-resorcylic acid lactones, including penochrochlactone A (2), 4-O-desmethyl-aigialomycin B (4), and penochrochlactones C and D (5 and 6), two compounds isolated from a natural source for the first time, 5α, 6β-acetonide-aigialomycin B (1) and penochrochlactone B (3), together with six known compounds, aigialomycin F (7), aigialomycins A, B, and D (8–10), zeaenol (11), and oxozeaenol (12), were isolated from a mycelial solid culture of the endophytic fungus Penicillium ochrochloron SWUKD4.1850 from the medicinal plant Kadsura angustifolia by sequential purification over silica gel, Sephadex LH-20 column chromatography, and preparative HPLC. Their structures were elucidated by extensive spectroscopic analysis and chemical conversions. In addition, all the new compounds were evaluated for their cytotoxic and antibacterial activities in vitro. Penochrochlactone C (5) displayed moderate cytotoxicity against the HeLa tumor cell line with an IC₅₀ value of 9.70 µM. In the antibacterial assays, compounds 4 – 6 exhibited moderate activities against Staphylococcus aureus, Bacillus subtilis, Escherichia coli, and Pseudomonas aeruginosa with MIC values between 9.7 and 32.0 µg/mL.

Key words

Kadsura angustifolia - Schisandraceae - resorcylic acid lactones - Penicillium ochrochloron - cytotoxity - antibacterial activity

Full Text

References

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