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Sesquiterpene lactones from Eupatorium lasiophtalmum

Svensson, Daniel LU (2012) KEMR11 20121
Department of Chemistry
Abstract
An investigation of Eupatorium lasiophthalmum yielded fourteen sesquiterpene lactones (1-14) including one new epimer (7) and a revision of the reported stereochemistry of 2 is suggested. One known sesquiterpene (15) and one triterpene (16) with a novel skeleton were found. Two known flavonoids (17-18) were also isolated. Michael adducts were prepared out of 1, 4 and 5 and their reversibility studied. The isolates 1-5, 7, 9, 15 and a cysteine ester adduct (19) were subjected to biological test to determine cytotoxicity against five different breast cancer cell lines. The adduct 19 showed significantly less cytotoxic efficacy compared to the sesquiterpene lactones. The anti-inflammatory activity of 4 was evaluated on LPS stimulated human... (More)
An investigation of Eupatorium lasiophthalmum yielded fourteen sesquiterpene lactones (1-14) including one new epimer (7) and a revision of the reported stereochemistry of 2 is suggested. One known sesquiterpene (15) and one triterpene (16) with a novel skeleton were found. Two known flavonoids (17-18) were also isolated. Michael adducts were prepared out of 1, 4 and 5 and their reversibility studied. The isolates 1-5, 7, 9, 15 and a cysteine ester adduct (19) were subjected to biological test to determine cytotoxicity against five different breast cancer cell lines. The adduct 19 showed significantly less cytotoxic efficacy compared to the sesquiterpene lactones. The anti-inflammatory activity of 4 was evaluated on LPS stimulated human monocytes. (Less)
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author
Svensson, Daniel LU
supervisor
organization
course
KEMR11 20121
year
type
H2 - Master's Degree (Two Years)
subject
keywords
Organisk kemi
language
English
id
3053563
date added to LUP
2012-09-19 11:29:35
date last changed
2012-09-19 11:29:35
@misc{3053563,
  abstract     = {An investigation of Eupatorium lasiophthalmum yielded fourteen sesquiterpene lactones (1-14) including one new epimer (7) and a revision of the reported stereochemistry of 2 is suggested. One known sesquiterpene (15) and one triterpene (16) with a novel skeleton were found. Two known flavonoids (17-18) were also isolated. Michael adducts were prepared out of 1, 4 and 5 and their reversibility studied. The isolates 1-5, 7, 9, 15 and a cysteine ester adduct (19) were subjected to biological test to determine cytotoxicity against five different breast cancer cell lines. The adduct 19 showed significantly less cytotoxic efficacy compared to the sesquiterpene lactones. The anti-inflammatory activity of 4 was evaluated on LPS stimulated human monocytes.},
  author       = {Svensson, Daniel},
  keyword      = {Organisk kemi},
  language     = {eng},
  note         = {Student Paper},
  title        = {Sesquiterpene lactones from Eupatorium lasiophtalmum},
  year         = {2012},
}