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Two New 2,3-Seco-Hopane Triterpene Derivatives from Megacodon stylophorus and Their Antiproliferative and Antimicrobial Activities
Liu, Chao1,3; Liao, Zhi-Xin1,3; Liu, Shi-Jun1; Ji, Lan-Ju2; Sun, Hong-Fa2
2014-07-01
Source PublicationPLANTA MEDICA
ISSN0032-0943
Volume80Issue:11Pages:936-941
SubtypeArticle
AbstractChemical investigation of the ethanol extract of the whole plant of Megacodon stylophorus led to the isolation and identification of two new secohopane triterpenoids, 2,3-seco-22(29)-hopene-2-carboxyl-3-aldehyde (1) and 2,3-seco-4(23),22 (29)-hopene-2-carboxyl-3-aldehyde (2), along with 10 known compounds, 3-12. All the isolates were reported from this plant for the first time. The structures of compounds 1 and 2 were determined by detailed analysis of their spectral data including 1D and 2D NMR. In addition, compound 1 was further analyzed by X-ray crystallography. Compounds 1-3 were evaluated for their in vitro anti-proliferative activities on HeLa, MCF-7, and Hep-G2 tumor cell lines. Compound 2 was active against the three cell lines with IC50 values of 3.6, 7.5, and 13.6 mu M, respectively, while compound 1 exhibited cytotoxicity on MCF-7 (IC50 14.0 mu M) and HeLa (IC50 18.2 mu M) cell lines. Antimicrobial activities of compounds 1-2 (minimum inhibitory concentration values in the range of 3.12-12.50 mg/mL) were also observed.; Chemical investigation of the ethanol extract of the whole plant of Megacodon stylophorus led to the isolation and identification of two new secohopane triterpenoids, 2,3-seco-22(29)-hopene-2-carboxyl-3-aldehyde (1) and 2,3-seco-4(23),22 (29)-hopene-2-carboxyl-3-aldehyde (2), along with 10 known compounds, 3-12. All the isolates were reported from this plant for the first time. The structures of compounds 1 and 2 were determined by detailed analysis of their spectral data including 1D and 2D NMR. In addition, compound 1 was further analyzed by X-ray crystallography. Compounds 1-3 were evaluated for their in vitro anti-proliferative activities on HeLa, MCF-7, and Hep-G2 tumor cell lines. Compound 2 was active against the three cell lines with IC50 values of 3.6, 7.5, and 13.6 mu M, respectively, while compound 1 exhibited cytotoxicity on MCF-7 (IC50 14.0 mu M) and HeLa (IC50 18.2 mu M) cell lines. Antimicrobial activities of compounds 1-2 (minimum inhibitory concentration values in the range of 3.12-12.50 mg/mL) were also observed.
KeywordMegacodon Stylophorus Gentianaceae Antiproliferative 2 Antimicrobial 3-seco-hopane Triterpenoids
WOS HeadingsScience & Technology ; Life Sciences & Biomedicine
WOS KeywordCANCER-CELL LINES ; XANTHONE DERIVATIVES ; CENTAURIUM-ERYTHRAEA ; AERIAL PARTS ; STEROIDS ; RATS
Indexed BySCI
Language英语
WOS Research AreaPlant Sciences ; Pharmacology & Pharmacy
WOS SubjectPlant Sciences ; Chemistry, Medicinal ; Pharmacology & Pharmacy
WOS IDWOS:000340577700012
Citation statistics
Cited Times:5[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://210.75.249.4/handle/363003/4212
Collection中国科学院西北高原生物研究所
Affiliation1.Southeast Univ, Sch Chem & Chem Engn, Dept Pharmaceut Engn, Nanjing 211189, Jiangsu, Peoples R China
2.Chinese Acad Sci, Northwest Inst Plateau Biol, Xining, Peoples R China
3.Southeast Univ, Jiangsu Prov Hitech Key Lab Biomed Res, Nanjing 211189, Jiangsu, Peoples R China
Recommended Citation
GB/T 7714
Liu, Chao,Liao, Zhi-Xin,Liu, Shi-Jun,et al. Two New 2,3-Seco-Hopane Triterpene Derivatives from Megacodon stylophorus and Their Antiproliferative and Antimicrobial Activities[J]. PLANTA MEDICA,2014,80(11):936-941.
APA Liu, Chao,Liao, Zhi-Xin,Liu, Shi-Jun,Ji, Lan-Ju,&Sun, Hong-Fa.(2014).Two New 2,3-Seco-Hopane Triterpene Derivatives from Megacodon stylophorus and Their Antiproliferative and Antimicrobial Activities.PLANTA MEDICA,80(11),936-941.
MLA Liu, Chao,et al."Two New 2,3-Seco-Hopane Triterpene Derivatives from Megacodon stylophorus and Their Antiproliferative and Antimicrobial Activities".PLANTA MEDICA 80.11(2014):936-941.
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