Penipentenone A and brefeldin A derivatives potently inhibit KRAS mutant cancer cells from an endophytic fungus Penicillium brefeldianum F4a

Bai, Yan; Yi, Ping; Li, Fenglin; Hu, Jiangchun; Pan, Huaqi

doi:10.1016/j.phytochem.2022.113243

Cited by 5 publications

(8 citation statements)

References 25 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“… a IC 50 values represent the means ± SD of three parallel measurements. b Racemic mixture. c Positive control. , d N.D., not determined. …”

Section: Resultsmentioning

confidence: 99%

“…The strain is preserved in the Institute of Applied Ecology, Chinese Academy of Sciences. The fermentation and extraction of F4a was described according to our previous study …”

Section: Methodsmentioning

confidence: 99%

“…The fermentation and extraction of F4a was described according to our previous study. 12 Isolation and Purification. The extract (35 g) underwent silica gel chromatography and was eluted using a CH 2 Cl 2 −MeOH gradient system (100:0−0:100, v/v) to obtain nine fractions (A−I).…”

Section: ■ Experimental Sectionmentioning

confidence: 99%

“…Dasatinib and gemcitabine were used as positive controls. 12,19 The detailed methodology was described in a previous publication. 12,20,21 ■ ASSOCIATED CONTENT…”

Section: Data Availability Statementmentioning

confidence: 99%

“…The genus Penicillium has been one of the most successful and fruitful in terms of producing the capability of cytotoxic secondary metabolites. , In our previous study, three undescribed brefeldin A analogues and a unique penipentenone A, along with five known brefeldin A analogues which potently inhibited KRAS mutant cancer cells, were isolated from the endophytic Penicillium brefeldianum F4a . As part of our continued endeavor to investigate the chemical diversity of compounds displaying cytotoxic activity, peniapyrones A–I ( 1 – 9 ; Chart ), unprecedented 6/6/5-fused tricyclic compounds and previously undescribed 6/5/5-fused tricyclic α -pyrone derivatives, were isolated from P. brefeldianum F4a.…”

mentioning

confidence: 99%

See 4 more Smart Citations

Peniapyrones A–I, Cytotoxic Tricyclic-Fused α-Pyrone Derivatives from an Endophytic Penicillium brefeldianum F4a

Bai,

Ma,

Ren

et al. 2024

J. Nat. Prod.

Self Cite

View full text Add to dashboard Cite

Five cyclopenta [d]pyrano [4,3-b]pyran-1,7(6H)-dione 6/6/5-fused tricyclic ring system containing metabolites peniapyrones A−E (1−5), and four previously undescribed cyclopenta [4,5]furo [3,2-c]pyran-1-one 6/5/5-fused tricyclic ring system containing compounds peniapyrones F−I (6−9), were isolated from the endophytic Penicillium brefeldianum F4a. Their structures, including absolute configurations, were determined through spectroscopic analysis and quantum chemical calculations. Peniapyrones D (4) and E (5) were a pair of diastereoisomers. Compounds 1, 3, and 5−9 showed cytotoxic activity against AsPC-1, CRL-2234, and MCF-7 cancer cell lines. Compounds 1, 3, 6, 8, and 9 inhibited the Kirsten rat sarcoma viral oncogene homologue (KRAS) mutant AsPC-1 cell line.

show abstract

“… a IC 50 values represent the means ± SD of three parallel measurements. b Racemic mixture. c Positive control. , d N.D., not determined. …”

Section: Resultsmentioning

confidence: 99%

“…The strain is preserved in the Institute of Applied Ecology, Chinese Academy of Sciences. The fermentation and extraction of F4a was described according to our previous study …”

Section: Methodsmentioning

confidence: 99%

Section: ■ Experimental Sectionmentioning

confidence: 99%

“…Dasatinib and gemcitabine were used as positive controls. 12,19 The detailed methodology was described in a previous publication. 12,20,21 ■ ASSOCIATED CONTENT…”

Section: Data Availability Statementmentioning

confidence: 99%

mentioning

confidence: 99%

See 3 more Smart Citations