Isolation, Configurational Assignment, and Cytotoxic Effects of Dihydroflavones from <i>Baeckeafrutescens</i>L

Qi DING; Yin-e ZHI; Shan WANG; Hui LIU; Wen-juan WU; Li HE; Hai-yang LIU

doi:10.12259/j.issn.2095-610X.S20210608

Volume 42 Issue 6

Jul. 2021

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Article Navigation > Journal of Kunming Medical University > 2021 > 42(6): 56-61

Qi DING, Yin-e ZHI, Shan WANG, Hui LIU, Wen-juan WU, Li HE, Hai-yang LIU. Isolation, Configurational Assignment, and Cytotoxic Effects of Dihydroflavones from BaeckeafrutescensL[J]. Journal of Kunming Medical University, 2021, 42(6): 56-61. doi: 10.12259/j.issn.2095-610X.S20210608

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Qi DING, Yin-e ZHI, Shan WANG, Hui LIU, Wen-juan WU, Li HE, Hai-yang LIU. Isolation, Configurational Assignment, and Cytotoxic Effects of Dihydroflavones from BaeckeafrutescensL[J]. Journal of Kunming Medical University, 2021, 42(6): 56-61. doi: 10.12259/j.issn.2095-610X.S20210608

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Isolation, Configurational Assignment, and Cytotoxic Effects of Dihydroflavones from BaeckeafrutescensL

doi: 10.12259/j.issn.2095-610X.S20210608

Qi DING^{1, 2},
Yin-e ZHI²,
Shan WANG²,
Hui LIU²,
Wen-juan WU¹,
Li HE^{1
,
,},
Hai-yang LIU^{2
,
,}

1.
Dept. of Dermatology，The First Affiliated Hospital of Kunming Medical University，Kunming Yunnan 650032
2.
State Key Laboratory of Phytochemistry and Plant Resources in West China，Kunming Institute of Botany，Chinese Academy of Sciences，Kunming Yunnan 650201，China

Received Date: 2021-04-11
Publish Date: 2021-06-25

Abstract

Abstract

Objective To investigate the flavone constituents from Baeckeafrutescens and evaluate the cytotoxic effects of these isolates. Methods The chemical compositions were isolated by normal- and reverse-phase silica gel column chromatography, MCI gel column chromatography, Sephadex LH-20, and semi-preparative HPLC. Their structures and absolute configurations were established by comparison of their NMR and MS spectra with reported data in the literature, as well as optical rotatory dispersion （ORD） and electronic circular dichroism （ECD） calculations. Their cytotoxicity of flavones was evaluated against four human tumor cell lines by MTT method. Results Five dihydroflavone were obtained and identified as（2S）-5, 7-dihydroxy-6-methylflavanone （ 1 ）, （±）-5-hydroxy-7-methoxy-6-methylflavanone （ 2 ）, （2S）-pinostrobin （ 3 ）, （±）-5-hydroxy-7-methoxy-8-methylflavanone （ 4 ）, and （±）-6-methyl-eriodictyol （ 5 ）. Conclusions Compound 1 , 3 , and 5 were isolated from this plant for the first time; The five dihydroflavones were determined to beoptical pure （ 1 and 3 ）, racemic （ 4 ）, and incoordinately enantiomeric （ 2 and 5 ） compounds, respectively. Compound 3 showed significant cytotoxicity against DU145 cells with an IC₅₀ value of 4.56 μM.
- Baeckeafrutescens,
- Dihydroflavone,
- Absolute configuration determination,
- Cytotoxicity

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