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Virginia Tech

Isolation of Natural Products from Casearia nigrescens

Abstract

dc:description.abstract

As part of the continuing work of the International Cooperative Biodiversity Group (ICBG), plant extracts were received from Madagascar. The extracts were screened for cytotoxicity using the A2780 human ovarian cancer cell line bioassay. The crude extract of Casearia nigrescens was fractionated and yielded five known compounds and one new compound that were cytotoxic. Mass spectrometry and 1D and 2D NMR techniques were used to determine the structure of the isolated compounds. The dichloromethane fraction of Casearia nigrescens was weakly active in the A2780 human ovarian cancer cell line bioassay. Further separation of the dichloromethane fraction resulted in the isolation of five known compounds (casearlucin A, caseamenbrol A, rel-18(S),19(R)-diacetoxy-18,19-epoxy-6(R)-hydroxy-2(S)-(2ξ-methylbutanoyloxy)-5(R),8(S),9(S),10(R)-cleroda-3,13(16),14-triene, casearlucin B, and rel-18(S),19(R)-diacetoxy-18,19-epoxy-2(S)-(2ξ-ethylbutanoyloxy)-5(R),8(S),9(S),10(R)-cleroda-3,13(16),14-triene) and one new compound (casearlucin L). Based on the available literature this was the first investigation of the natural products of Casearia nigrescens. The structure of the known compounds was determined by comparison of the NMR, MS, optical rotation, UV, and IR data with the data found in the literature. The structure of casearlucin L was determined by NMR data and comparison with the NMR data for similar known compounds.

Degree

thesis:*
Name thesis:degree_name
Master of Science
Level thesis:degree_level
masters
Discipline thesis:degree_discipline
Chemistry
Department dc:contributor.department
Chemistry
Grantor dc:publisher
Virginia Tech
Year dc:date.issued
2004

Author and committee

dc:creator, dc:contributor.*
Author dc:creator
  • Guza, Rebecca Clare
Chair dc:contributor.committeechair
  • Kingston, David G. I.
Committee members dc:contributor.committeemember
  • Carlier, Paul R.
  • Long, Timothy E.

Subjects

dc:subject × 3

Rights

dc:rights
Statement dc:rights
  • In Copyright

Identifiers

dc:identifier.*
Dc Identifier Other
etd-06142004-174331
OAI identifier oai:identifier
oai:vtechworks.lib.vt.edu:10919/9975

Chain of custody

source
Harvested from
Virginia Tech
Base URL
vtechworks.lib.vt.edu/oai/request
Last updated
2026-07-22
Source record
OAI-PMH GetRecord
citation

Guza, Rebecca Clare. Isolation of Natural Products from Casearia nigrescens. masters thesis, Virginia Tech, 2004. http://hdl.handle.net/10919/9975