Browse

Cananga latifolia 수피의 식물 유래 곤충 유충 호르몬 유도체 성분
Plant-derived juvenile hormone III analogues from the stem bark of Cananga latifolia

Cited 0 time in Web of Science Cited 0 time in Scopus
Authors
김혜성
Advisor
성상현
Major
약학대학 약학과
Issue Date
2013-02
Publisher
서울대학교 대학원
Keywords
Cananga latifoliaAnnonaceaejuvenile hormone IIIsesquiterpene
Description
학위논문 (석사)-- 서울대학교 대학원 : 약학과, 2013. 2. 성상현.
Abstract
Juvenile hormone III (JH III) regulates important physiological development such as metamorphosis and reproduction in insect species. Since JH III was first to be isolated from the plant, Cyperus iria, the discovery of JH III has not been reported in other plants. In the present study, we succeeded in gaining a proof of the existence of JH III and its mimics from Cananga latifolia.
From 80% MeOH extract of C.latifolia stem bark, six new compounds (4-5, 8-11) were isolated along with ten known compounds (1-3, 6-7, 12-16). Six compounds were determined as (2E, 6E, 10R)-11-butoxy-10-hydroxy-3, 7, 11-trimethyldodeca-2, 6-dienoic acid methyl ester (4), (2E, 6E)-3, 7, 11-trimethyl-10-oxododeca-2, 6-dienoic acid methyl ester (5), (2E)-3-methyl-5-[(1S, 2R, 6R)-1, 2, 6-trimethyl-3-oxocyclohexyl]-pent-2-enoic acid methyl ester (8), 1β-hydroxy-3-oxo-4β, 5α, 7α-H-eudesmane 11-O-α-L-rhamnopyranoside (9), aubergenone 11-O-2′, 3′-di-O-acetyl-α-L-rhamnopyranoside (10) and aubergenone 11-O-2′, 4′-di-O-acetyl-α-L-rhamnopyranoside (11) by spectroscopy analysis.Three known compounds, methyl-10R-hydroxy-3, 7, 11-trimethyl-2E, 6E, 10E-dodecatrienoate (6), (2E, 6E, 10R)-10, 11-dihydroxy-3, 7, 11-trimethyldodeca-2, 6-dienoic acid (3) and (2E, 6S)-3-methyl-6-hydroxy-6-[(2R, 5R)-5-(2-hydroxypropan-2-yl)-2-methyltetrahydrofuran-2-yl]-hex-2-enoaic acid methyl ester (7), were also reported for the first time from the plants, not the insects or synthetic chemistry.
By analysis of the chemical constituents of C. latifolia using an UPLC-QTOF/MS system, Juvenile Hormone Ⅲ (1) and (2E, 6E, 10R)-10, 11-dihydroxy-3, 7, 11-trimethyldodeca-2, 6-dienoaic acid methyl ester (2) were predominantly present in the 80% MeOH extract of C.latifolia.
Language
English
URI
https://hdl.handle.net/10371/133474
Files in This Item:
Appears in Collections:
College of Pharmacy (약학대학)Dept. of Pharmacy (약학과)Theses (Master's Degree_약학과)
  • mendeley

Items in S-Space are protected by copyright, with all rights reserved, unless otherwise indicated.

Browse