兰州大学机构库
Diterpenoids with an unusual tricyclo[10.3.0.02,9]pentadecane skeleton from Pedilanthus tithymaloides as multidrug resistance modulators
Zhang, Lan-Jun1; Huang, Pei-Zhi1; Li, Ke-Jing2; Cao, Yue-Yang1; Sun, Yue1; Feng, Wei-Jiao1; Wang, Yu-Xian1; He, Yi-Lin1,3; Mi, Le-Yuan2; Wei, Yan-Li1; Lai, Qi-Zhong1; Chen, Jian-Jun1; Gao, Kun1
2023-09
Online publication date2023-05
Source PublicationBIOORGANIC CHEMISTRY   Impact Factor & Quartile
ISSN0045-2068 ; 1090-2120
Volume138
page numbers14
AbstractThree new diterpenoids with an unusual carbon skeleton, pedilanins A-C (1-3), and nine new jatrophane diterpenoids, pedilanins D-L (4-12), along with five known ones (13-17), were isolated from Pedilanthus tithy-maloides. Compounds 1-3 characterize an unprecedented tricyclo[10.3.0.02,9]pentadecane skeleton. Compounds 4-8 are rare examples of the jatrophanes bearing a cyclic hemiketal substructure. Their structures were deter-mined by an extensive analysis of HRESIMS, NMR, quantum-chemical calculation, DP4+ probability, and X-ray crystallographic data. In the bioassay, compounds 1-12 dramatically reversed multidrug resistance in cancer cells with the fold-reversals ranging from 17.9 to 396.8 at the noncytotoxic concentration of 10 & mu;M. The mechanism results indicated that compounds 2 and 3 inhibited the P-glycoprotein (Pgp) transporter function, thus reversing the drug resistance.
KeywordPedilanthus tithymaloides Jatrophanes Pedilanins A -L Diterpenoids Multidrug resistance modulators
PublisherACADEMIC PRESS INC ELSEVIER SCIENCE
DOI10.1016/j.bioorg.2023.106619
Indexed BySCIE ; IC
Language英语
WOS Research AreaBiochemistry & Molecular Biology ; Chemistry
WOS SubjectBiochemistry & Molecular Biology ; Chemistry, Organic
WOS IDWOS:001012515800001
Original Document TypeArticle
PMID 3725331
Citation statistics
Cited Times:1[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttps://ir.lzu.edu.cn/handle/262010/569407
Collection兰州大学
Corresponding AuthorGao, Kun
Affiliation
1.Lanzhou Univ, Coll Chem & Chem Engn, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China;
2.Lanzhou Univ, Hosp 1, Lanzhou 730000, Gansu, Peoples R China;
3.Lanzhou Jiaotong Univ, Res Inst, Lanzhou 730070, Peoples R China
Recommended Citation
GB/T 7714
Zhang, Lan-Jun,Huang, Pei-Zhi,Li, Ke-Jing,et al. Diterpenoids with an unusual tricyclo[10.3.0.02,9]pentadecane skeleton from Pedilanthus tithymaloides as multidrug resistance modulators[J]. BIOORGANIC CHEMISTRY,2023,138.
APA Zhang, Lan-Jun.,Huang, Pei-Zhi.,Li, Ke-Jing.,Cao, Yue-Yang.,Sun, Yue.,...&Gao, Kun.(2023).Diterpenoids with an unusual tricyclo[10.3.0.02,9]pentadecane skeleton from Pedilanthus tithymaloides as multidrug resistance modulators.BIOORGANIC CHEMISTRY,138.
MLA Zhang, Lan-Jun,et al."Diterpenoids with an unusual tricyclo[10.3.0.02,9]pentadecane skeleton from Pedilanthus tithymaloides as multidrug resistance modulators".BIOORGANIC CHEMISTRY 138(2023).
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