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Isolation and characterization of li...
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Pierotti, Joseph Anthony.
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Isolation and characterization of lignan and secoiridoid glucosides from Schrebera alata.
紀錄類型:
書目-電子資源 : Monograph/item
正題名/作者:
Isolation and characterization of lignan and secoiridoid glucosides from Schrebera alata./
作者:
Pierotti, Joseph Anthony.
面頁冊數:
192 p.
附註:
Source: Dissertation Abstracts International, Volume: 66-02, Section: B, page: 0904.
Contained By:
Dissertation Abstracts International66-02B.
標題:
Chemistry, Organic. -
電子資源:
http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=3166839
ISBN:
0542019671
Isolation and characterization of lignan and secoiridoid glucosides from Schrebera alata.
Pierotti, Joseph Anthony.
Isolation and characterization of lignan and secoiridoid glucosides from Schrebera alata.
- 192 p.
Source: Dissertation Abstracts International, Volume: 66-02, Section: B, page: 0904.
Thesis (Ph.D.)--Virginia Commonwealth University, 2005.
Schrebera alata, a member of the family Oleaceae, is a deciduous bush or tree found in southern and eastern Africa. Previous researchers have documented the use of S. alata as a source of traditional medicines as well as the antifungal, antimalarial, and antileishmanial activity of various fractions. Until this research, there have been no reports of the isolation of secondary metabolites from S. alata, either to ascertain the compounds responsible for the respective bioactivities or to relate chemotaxonomically the plant to other members of its genus or family.
ISBN: 0542019671Subjects--Topical Terms:
516206
Chemistry, Organic.
Isolation and characterization of lignan and secoiridoid glucosides from Schrebera alata.
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Schrebera alata, a member of the family Oleaceae, is a deciduous bush or tree found in southern and eastern Africa. Previous researchers have documented the use of S. alata as a source of traditional medicines as well as the antifungal, antimalarial, and antileishmanial activity of various fractions. Until this research, there have been no reports of the isolation of secondary metabolites from S. alata, either to ascertain the compounds responsible for the respective bioactivities or to relate chemotaxonomically the plant to other members of its genus or family.
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Iterative fractionation and chromatographic separations of the ethanolic extract of the root bark of S. alata were performed to screen the root bark for compounds of interest. The fungus Rhodotorula glutinis was used to guide initial fractionation and to evaluate antifungal activity of fractions and isolated compounds.
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Once the first novel compound, schreberoside A, was isolated and characterized, a more selective fractionation scheme was employed that resulted in the isolation of two additional novel secoiridoid glucosides, named schreberosides B and C, and one previously known lignan, olivil 4'-glucoside. Electrospray ionization mass spectrometry, one- and two-dimensional NMR, FTIR, and other techniques were used to characterize schreberosides A--C and olivil 4'-glucoside. Schreberoside A and olivil 4 '-glucoside were acetylated to assist in their characterization. The stereochemistry of these compounds was established by comparison to data from the literature as well as by ROESY NMR data. Of the secoiridoid glucosides, only schreberoside A and its aglucon were isolated in sufficient quantity to evaluate for bioactivity. Schreberoside A was determined to have no significant antifungal, antimalarial, antibacterial, antileishmanial, or eukaryotic protein inhibitory activity. The aglucon of Schreberoside A was shown to have no activity against the fungus R. glutinis.
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Schreberosides A--C are oleoside derivatives and are evidence of the presence of the oleoside pathway in S. alata. Olivil 4'-glucoside is a lignan known to be present in various species Oleaceae. By the discovery of three new secoiridoid glucosides and the lignan, olivil 4'-glucoside, S. alata was shown to be chemotaxonomically related to other species in the family Oleaceae.
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