Cytotoxic Steroids from Sonchus arvensis

A new steroid, 22Z,24R-5α,6α-epoxyergosta-8(14),22-(Z)-diene-3β,7α-diol ( 1 ), and seven known steroids were isolated from Sonchus arvensis L. The structures were elucidated by spectroscopic data. All these known compounds except compounds ( 6 and 7 ) were isolated from the title plant for the first...

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Bibliographic Details
Published inChemistry of natural compounds Vol. 56; no. 6; pp. 1094 - 1099
Main Authors Xia, Zhengxiang, Lu, Lihua, Li, Lin
Format Journal Article
LanguageEnglish
Published New York Springer US 01.11.2020
Springer Nature
Springer
Subjects
Chemistry
Chemistry, Medicinal
Chemistry, Organic
Estrogen
Life Sciences & Biomedicine
Medicine
Neonatology
Organic Chemistry
Pharmacology & Pharmacy
Pharmacy
Physical Sciences
Plant Sciences
Science & Technology
molecular docking
L
cytotoxic
Asteraceae
steroid
Sonchus arvensis L
ACETATE
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Summary:A new steroid, 22Z,24R-5α,6α-epoxyergosta-8(14),22-(Z)-diene-3β,7α-diol ( 1 ), and seven known steroids were isolated from Sonchus arvensis L. The structures were elucidated by spectroscopic data. All these known compounds except compounds ( 6 and 7 ) were isolated from the title plant for the first time. All compounds were evaluated for cytotoxic activities. The results indicated that 1 and 8 showed moderate cytotoxic activity against two endometrial carcinoma cell lines (ECC-1 and Ishikawa) with IC 50 values of 11.2 and 9.1 μM and 5.4 and 8.6 μM, respectively. The pharmacological mechanisms of action were explained via virtual docking of compounds to the main sites in the human estrogen receptor α crystal structure, and western blot analysis showed 8 had stronger inhibitory effects than 1 on the expression of ER α.
ISSN:0009-3130
1573-8388
DOI:10.1007/s10600-020-03234-5