title: Sesquiterpenes from the whole plants of Parasenecio roborowskii.
abstract: Six eremophilane-type (parasenolide A-F) and an eudesmane-type (parasenin) sesquiterpenoids, along with eight known sesquiterpenes, were isolated from the whole plants of Parasenecio roborowskii. The structures and absolute configurations of new compounds were elucidated using extensive spectroscopic analysis, including HRESIMS, 1D and 2D NMR experiments, the CD exciton chirality methods, and single-crystal X-ray crystallography. All isolated compounds were evaluated for cytotoxicity against five human cancer (HeLa, HepG2, K562, MDA231, and NCI-H460) cell lines and a murine melanoma B16 F10 cell line by MTT assay. Compounds 1-15 showed cytotoxic activities, especially compounds 3, 4, 8, 10, and 12. These five compounds showed broad spectrum activities against all the tested cancer cell lines with IC50ranging from 9.2 to 35.5μM. The study supports that eremophilenolides and eudesmane-type sesquiterpenes occur mainly in the genus Parasenecio and can be used as a chemosystematic marker of the genus.
authors.affiliation: State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, PR China.
authors.forename: Xiao-Yan
authors.initials: XY
authors.lastname: Pang
authors.affiliation: Department of Physiology, College of Basic Medicine, Lanzhou University, Lanzhou 730000, PR China; Key Laboratory of Pre-clinical Study for New Drugs of Gansu province, Lanzhou 730000, PR China.
authors.forename: Yun-Xia
authors.initials: YX
authors.lastname: Li
authors.affiliation: State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, PR China.
authors.forename: Yuan
authors.initials: Y
authors.lastname: Gong
authors.affiliation: Department of Physiology, College of Basic Medicine, Lanzhou University, Lanzhou 730000, PR China; Key Laboratory of Pre-clinical Study for New Drugs of Gansu province, Lanzhou 730000, PR China.
authors.forename: Yuan
authors.initials: Y
authors.lastname: Yan
authors.affiliation: Department of Physiology, College of Basic Medicine, Lanzhou University, Lanzhou 730000, PR China; Key Laboratory of Pre-clinical Study for New Drugs of Gansu province, Lanzhou 730000, PR China. Electronic address: lihf@lzu.edu.cn.
authors.forename: Hong-Fang
authors.initials: HF
authors.lastname: Li
authors.affiliation: State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, PR China. Electronic address: zhuy@lzu.edu.cn.
authors.forename: Ying
authors.initials: Y
authors.lastname: Zhu
mesh_terms: D000818:Animals; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification / Q000493:pharmacokinetics*; D019659:Asteraceae / Q000737:chemistry*; D045744:Cell Line, Tumor; D006801:Humans; D008546:Melanoma, Experimental; D051379:Mice; D015394:Molecular Structure; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D045787:Sesquiterpenes, Eudesmane / Q000737:chemistry / Q000302:isolation & purification / Q000493:pharmacokinetics
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D012717:Sesquiterpenes; D045787:Sesquiterpenes, Eudesmane; C015872:eudesmane
keywords: (3β,6β,8β,10β)-3-acetyl-8,10-dihydroxy-6-(2-methyl-1-oxobutoxy)eremophil-7(11)-eno-12,8-lactone (PubChem CID: 102287504); (6S,8S,10S,14R,15R)-8,10-dihydroxy-6-methoxyl-eremophilenolide (PubChem CID: 15840704); (−)-clovane-2,9-diol (PubChem CID: 101242461); Absolute configuration; Asteraceae; Cytotoxicity; Parasenecio roborowskii; Sesquiterpenoid; ananosmin (PubChem CID: 10539025); ent-4(15)-eudesmene-1β,6α-diol (PubChem CID: 10466743)