Methylenedioxy- and methoxyflavones from Melicope coodeana syn. Euodia simplex

Henrik Toft Simonsen; M. D. Larsen; M. W. Nielsen; A. Adsersen; C. E. Olsen; D. Strasberg; U. W. Smitt; J. W. Jaroszewsk

doi:10.1016/S0031-9422(02)00083-3

Methylenedioxy- and methoxyflavones from Melicope coodeana syn. Euodia simplex

Henrik Toft Simonsen
, M. D. Larsen
, M. W. Nielsen
, A. Adsersen
, C. E. Olsen
, D. Strasberg
, U. W. Smitt
, J. W. Jaroszewsk

Royal Danish School of Pharmacy
University of Copenhagen
Université de La Réunion

Research output: Contribution to journal › Journal article › Research › peer-review

Abstract

Three new natural products, 3,8-dimethoxy-5,7-dihydroxy-3',4'-methylenedioxyflavone, 3,6,8-trimethoxy-5,7-dihydroxy-3',4'-methylenedioxyflavone and 3,6,8,3',4'-pentamethoxy-5,7-dihydroxyflavone were isolated from Melicope coodeana syn. Euodia simplex (Rutaceae) along with 3,6,3-trimethoxy-5,7,4'-trihydroxyflavone and 3,3'-dimethoxy-5,7,4'-trihydroxyflavone. The structural assignments are based on ¹H and ¹³C NMR data, including discussion of the chemical shifts of C-2 in 3,5-dihydroxy- and 3-methoxy-5-hydroxyflavones. The presence of highly methoxylated and methylenedioxyflavones is characteristic of the genus Melicope, and the present findings support the recent transfer of Euodia simplex to Melicope.

Original language	English
Journal	Phytochemistry
Volume	60
Issue number	8
Pages (from-to)	817-820
Number of pages	4
ISSN	0031-9422
DOIs	https://doi.org/10.1016/S0031-9422(02)00083-3
Publication status	Published - 2002
Externally published	Yes

Keywords

Rutaceae
Euodia simplex
Melicope coodeana
Methylenedioxyflavones
Methoxyflavones
C-13 NMR
Chemotaxonomy
Reunion Island

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@article{0160a017a6e6415598355a82662ab916,

title = "Methylenedioxy- and methoxyflavones from Melicope coodeana syn. Euodia simplex",

abstract = "Three new natural products, 3,8-dimethoxy-5,7-dihydroxy-3',4'-methylenedioxyflavone, 3,6,8-trimethoxy-5,7-dihydroxy-3',4'-methylenedioxyflavone and 3,6,8,3',4'-pentamethoxy-5,7-dihydroxyflavone were isolated from Melicope coodeana syn. Euodia simplex (Rutaceae) along with 3,6,3-trimethoxy-5,7,4'-trihydroxyflavone and 3,3'-dimethoxy-5,7,4'-trihydroxyflavone. The structural assignments are based on 1H and 13C NMR data, including discussion of the chemical shifts of C-2 in 3,5-dihydroxy- and 3-methoxy-5-hydroxyflavones. The presence of highly methoxylated and methylenedioxyflavones is characteristic of the genus Melicope, and the present findings support the recent transfer of Euodia simplex to Melicope.",

keywords = "Rutaceae, Euodia simplex, Melicope coodeana, Methylenedioxyflavones, Methoxyflavones, C-13 NMR, Chemotaxonomy, Reunion Island",

author = "Simonsen, \{Henrik Toft\} and Larsen, \{M. D.\} and Nielsen, \{M. W.\} and A. Adsersen and Olsen, \{C. E.\} and D. Strasberg and Smitt, \{U. W.\} and Jaroszewsk, \{J. W.\}",

year = "2002",

doi = "10.1016/S0031-9422(02)00083-3",

language = "English",

volume = "60",

pages = "817--820",

journal = "Phytochemistry",

issn = "0031-9422",

publisher = "Elsevier",

number = "8",

}

TY - JOUR

T1 - Methylenedioxy- and methoxyflavones from Melicope coodeana syn. Euodia simplex

AU - Simonsen, Henrik Toft

AU - Larsen, M. D.

AU - Nielsen, M. W.

AU - Adsersen, A.

AU - Olsen, C. E.

AU - Strasberg, D.

AU - Smitt, U. W.

AU - Jaroszewsk, J. W.

PY - 2002

Y1 - 2002

N2 - Three new natural products, 3,8-dimethoxy-5,7-dihydroxy-3',4'-methylenedioxyflavone, 3,6,8-trimethoxy-5,7-dihydroxy-3',4'-methylenedioxyflavone and 3,6,8,3',4'-pentamethoxy-5,7-dihydroxyflavone were isolated from Melicope coodeana syn. Euodia simplex (Rutaceae) along with 3,6,3-trimethoxy-5,7,4'-trihydroxyflavone and 3,3'-dimethoxy-5,7,4'-trihydroxyflavone. The structural assignments are based on 1H and 13C NMR data, including discussion of the chemical shifts of C-2 in 3,5-dihydroxy- and 3-methoxy-5-hydroxyflavones. The presence of highly methoxylated and methylenedioxyflavones is characteristic of the genus Melicope, and the present findings support the recent transfer of Euodia simplex to Melicope.

AB - Three new natural products, 3,8-dimethoxy-5,7-dihydroxy-3',4'-methylenedioxyflavone, 3,6,8-trimethoxy-5,7-dihydroxy-3',4'-methylenedioxyflavone and 3,6,8,3',4'-pentamethoxy-5,7-dihydroxyflavone were isolated from Melicope coodeana syn. Euodia simplex (Rutaceae) along with 3,6,3-trimethoxy-5,7,4'-trihydroxyflavone and 3,3'-dimethoxy-5,7,4'-trihydroxyflavone. The structural assignments are based on 1H and 13C NMR data, including discussion of the chemical shifts of C-2 in 3,5-dihydroxy- and 3-methoxy-5-hydroxyflavones. The presence of highly methoxylated and methylenedioxyflavones is characteristic of the genus Melicope, and the present findings support the recent transfer of Euodia simplex to Melicope.

KW - Rutaceae

KW - Euodia simplex

KW - Melicope coodeana

KW - Methylenedioxyflavones

KW - Methoxyflavones

KW - C-13 NMR

KW - Chemotaxonomy

KW - Reunion Island

U2 - 10.1016/S0031-9422(02)00083-3

DO - 10.1016/S0031-9422(02)00083-3

M3 - Journal article

SN - 0031-9422

VL - 60

SP - 817

EP - 820

JO - Phytochemistry

JF - Phytochemistry

IS - 8

ER -

Methylenedioxy- and methoxyflavones from Melicope coodeana syn. Euodia simplex

Abstract

Keywords

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