Title page for etd-0107114-104516


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URN etd-0107114-104516
Author Kai-hsun Chen
Author's Email Address No Public.
Statistics This thesis had been viewed 5567 times. Download 77 times.
Department Marine Biotechnology and Resources
Year 2013
Semester 2
Degree Master
Type of Document
Language zh-TW.Big5 Chinese
Title Studies on the Chemical Constituents and Their Biological Activities from the Aerial Root of Avicennia marina
Date of Defense 2013-07-29
Page Count 379
Keyword
  • Avicennia marina
  • aerial root
  • triterpenoid glycolsides
  • human oral cancer cells
  • hepatitis C virus
  • Abstract Avicennia marina (Forsk.) Vierh. is a cosmopolitan mangrove plant and widely distributed in tropical and subtropical regions. The barks, leaves, and fruits of A. marina have been used as traditional medicine in Egypt to treat rheumatism, ulcers, smallpox and other skin diseases. In order to search for novel bioactive compounds from A. marina, eight new compounds avimarsosides A-H (4-11) were isolated from the aerial root of this plant, along with nineteen known compounds, including four triterpenoid glycosides: ilekudinoside B (1), ilexasoside C (2), 19α,23-dihydroxyurs-12-en-28-oic acid 3β-O-[β-D-glucuronopyranoside-6-O-methyl ester]-28-O-β-D-glucopyranosyl ester (3), ilexoside XLVII (12); three phenylethanoid glycosides: acteoside (13), isoacteoside (14), orobanchoside (15); four phenolic compounds: trans-caffeic acid (16), (E)-3,4-dimethoxycinnamic acid (17), methyl chlorogenate (18), chlorogenic acid (19); one lignan: (-)-(7′S,8S,8′R)-4,4′-dihydroxy-3,3′,5,5′-tetramethoxy-7′,9-epoxylignan-9′-ol-7-one (20); two lignan glucosides: (2R,3S,4R)-lyoniresinol 3α-O-β-D-glucopyranoside (21), (2R,3R,4S)-lyoniresinol 3α-O-β-D-glucopyranoside (22); two iridoid glucosides: marinoid D (23), geniposidic acid (24); three triterpenoids: betulinic acid (25), betulin (26), lupeol (27). Besides, we further hydrolyzed compounds 3-11 to give seven products HD-01-HD-07 for the structure elucidation.
    Compounds 1-3, 12, 15-22 and 24 were found for the first time from the genus of Avicennia. The structures of these compounds were identified by spectroscopic analysis, mass data and chemical methods. In biological activity test, compounds 3, 4, 8, 25 and 26 had cytotoxicity toward human oral cancer cells (Ca9-22). Compounds 25 and 26 could inhibit HCV replication in Ava5 cells. Compound 13 obviously inhibited HCV entry toward Huh7.5 cells.
    Keywords: Avicennia marina, aerial root, triterpenoid glycolsides, human oral cancer cells, hepatitis C virus.
    Advisory Committee
  • Fang-Rong Chang - chair
  • Jyh-Horng Sheu - co-chair
  • Chih-Chuang Liaw - advisor
  • Files
  • etd-0107114-104516.pdf
  • Indicate in-campus at 5 year and off-campus access at 5 year.
    Date of Submission 2014-02-24

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