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Triconoids A-D, Four Limonoids Possess Two Rearranged Carbon Skeletons from Trichilia connaroides.

Four limonoids, triconoids A-C (1-3) possessing a new rearranged mexicanolide skeleton and triconoid D (4) furnishing a new rearranged 1,2-seco-phragmalin skeleton, were isolated from the Nepalese plant Trichilia connaroides. Two rearranged limonoid skeletons sharing an F ring of methyl 5-oxotetrahy... Full description

Journal Title: Organic letters April 21, 2017, Vol.19(8), pp.2182-2185
Main Author: Wang, Guo-Cai
Other Authors: Fan, Yao-Yue , Shyaula, Sajan L , Yue, Jian-Min
Format: Electronic Article Electronic Article
Language: English
Subjects:
ID: E-ISSN: 1523-7052 ; DOI: 10.1021/acs.orglett.7b00873
Link: http://search.proquest.com/docview/1884886453/?pq-origsite=primo
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recordid: proquest1884886453
title: Triconoids A-D, Four Limonoids Possess Two Rearranged Carbon Skeletons from Trichilia connaroides.
format: Article
creator:
  • Wang, Guo-Cai
  • Fan, Yao-Yue
  • Shyaula, Sajan L
  • Yue, Jian-Min
subjects:
  • Biochemical Phenomena–Biosynthesis
  • Biosynthetic Pathways–Chemistry
  • Limonins–Metabolism
  • Meliaceae–Metabolism
  • Limonins
ispartof: Organic letters, April 21, 2017, Vol.19(8), pp.2182-2185
description: Four limonoids, triconoids A-C (1-3) possessing a new rearranged mexicanolide skeleton and triconoid D (4) furnishing a new rearranged 1,2-seco-phragmalin skeleton, were isolated from the Nepalese plant Trichilia connaroides. Two rearranged limonoid skeletons sharing an F ring of methyl 5-oxotetrahydrofuran-2-carboxylate were postulated to be formed biosynthetically via a very unique chemical cascade. Their structures were fully accomplished by spectroscopic data, single-crystal X-ray diffraction, and electrostatic circular dichroism analysis.
language: eng
source:
identifier: E-ISSN: 1523-7052 ; DOI: 10.1021/acs.orglett.7b00873
fulltext: fulltext
issn:
  • 15237052
  • 1523-7052
url: Link


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titleTriconoids A-D, Four Limonoids Possess Two Rearranged Carbon Skeletons from Trichilia connaroides.
creatorWang, Guo-Cai ; Fan, Yao-Yue ; Shyaula, Sajan L ; Yue, Jian-Min
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ispartofOrganic letters, April 21, 2017, Vol.19(8), pp.2182-2185
identifierE-ISSN: 1523-7052 ; DOI: 10.1021/acs.orglett.7b00873
subjectBiochemical Phenomena–Biosynthesis ; Biosynthetic Pathways–Chemistry ; Limonins–Metabolism ; Meliaceae–Metabolism ; Limonins
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descriptionFour limonoids, triconoids A-C (1-3) possessing a new rearranged mexicanolide skeleton and triconoid D (4) furnishing a new rearranged 1,2-seco-phragmalin skeleton, were isolated from the Nepalese plant Trichilia connaroides. Two rearranged limonoid skeletons sharing an F ring of methyl 5-oxotetrahydrofuran-2-carboxylate were postulated to be formed biosynthetically via a very unique chemical cascade. Their structures were fully accomplished by spectroscopic data, single-crystal X-ray diffraction, and electrostatic circular dichroism analysis.
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