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Microbial and ruminal transformations of isocupressic acid.
紀錄類型:
書目-電子資源 : Monograph/item
正題名/作者:
Microbial and ruminal transformations of isocupressic acid./
作者:
Lin, Shwu-Jiuan.
出版者:
Ann Arbor : ProQuest Dissertations & Theses, : 1998,
面頁冊數:
178 p.
附註:
Source: Dissertations Abstracts International, Volume: 60-02, Section: B.
Contained By:
Dissertations Abstracts International60-02B.
標題:
Pharmacology. -
電子資源:
http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=9834485
ISBN:
9780591880441
Microbial and ruminal transformations of isocupressic acid.
Lin, Shwu-Jiuan.
Microbial and ruminal transformations of isocupressic acid.
- Ann Arbor : ProQuest Dissertations & Theses, 1998 - 178 p.
Source: Dissertations Abstracts International, Volume: 60-02, Section: B.
Thesis (Ph.D.)--The University of Iowa, 1998.
This item must not be sold to any third party vendors.
When ingested by pregnant cattle, needles from the Ponderosa pine have been known to induce premature parturition or abortion. Isocupressic acid (15-hydroxylabda-8(17),13(E)-dien-19-oic acid) has been identified as an abortifacient compound in Pinus ponderosa needles. Using microbial transformations as in vitro models for isocupressic acid metabolism, we found that isolated metabolites were hydroxylated in positions $2\\alpha,\\ 6\\beta,\\ 7\\beta,$ 13, 17, and one metabolite had an altered side chain. An in vitro rumen metabolism study demonstrated that isocupressic acid was transformed into labda-8(17),13(E)-diene-15,19-dioic acid (agathic acid) and labd-8(17)-ene-15,19-dioic acid (dihydroagathic acid). Labd-8(17)-ene-15,19-dioic acid (dihydroagathic acid) was also found in the plasma of pregnant cows fed Ponderosa pine needles. These metabolites were initially detected by gas chromatography/mass spectrometry in the $\\rm CH\\sb2Cl\\sb2$ extracts of plasma and culture broths of ruminal fluid. The identities of metabolites were also verified by semi-synthesis from isocupressic acid and imbricataloic acid as starting materials. Further, the metabolite in the plasma of pregnant cows fed Ponderosa pine needles was also isolated and characterized. The structures of synthetic metabolites were confirmed by high resolution mass spectrometry, analyses of both 1D and 2D NMR spectra, and by gas chromatography/mass spectrometry.
ISBN: 9780591880441Subjects--Topical Terms:
634543
Pharmacology.
Subjects--Index Terms:
Pinus ponderosa
Microbial and ruminal transformations of isocupressic acid.
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When ingested by pregnant cattle, needles from the Ponderosa pine have been known to induce premature parturition or abortion. Isocupressic acid (15-hydroxylabda-8(17),13(E)-dien-19-oic acid) has been identified as an abortifacient compound in Pinus ponderosa needles. Using microbial transformations as in vitro models for isocupressic acid metabolism, we found that isolated metabolites were hydroxylated in positions $2\\alpha,\\ 6\\beta,\\ 7\\beta,$ 13, 17, and one metabolite had an altered side chain. An in vitro rumen metabolism study demonstrated that isocupressic acid was transformed into labda-8(17),13(E)-diene-15,19-dioic acid (agathic acid) and labd-8(17)-ene-15,19-dioic acid (dihydroagathic acid). Labd-8(17)-ene-15,19-dioic acid (dihydroagathic acid) was also found in the plasma of pregnant cows fed Ponderosa pine needles. These metabolites were initially detected by gas chromatography/mass spectrometry in the $\\rm CH\\sb2Cl\\sb2$ extracts of plasma and culture broths of ruminal fluid. The identities of metabolites were also verified by semi-synthesis from isocupressic acid and imbricataloic acid as starting materials. Further, the metabolite in the plasma of pregnant cows fed Ponderosa pine needles was also isolated and characterized. The structures of synthetic metabolites were confirmed by high resolution mass spectrometry, analyses of both 1D and 2D NMR spectra, and by gas chromatography/mass spectrometry.
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