A novel cyclooxygenase-inhibitory stilbenolignan from the seeds of Aiphanes aculeata

Dongho Lee; Muriel Cuendet; Jose Schunke Vigo; James G. Graham; Fernando Cabieses; Harry H.S. Fong; John M. Pezzuto; A. Douglas Kinghorn

doi:10.1021/ol015985j

A novel cyclooxygenase-inhibitory stilbenolignan from the seeds of Aiphanes aculeata

Dongho Lee
, Muriel Cuendet
, Jose Schunke Vigo
, James G. Graham
, Fernando Cabieses
, Harry H.S. Fong
, John M. Pezzuto
, A. Douglas Kinghorn^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

85 Citations (Scopus)

Abstract

(Matrix presented) Aiphanol (1), a novel stilbenolignan, along with isorhapontigenin (2), piceatannol (3), and luteolin, were isolated by bioassay-guided fractionation from the seeds of Aiphanes aculeata Willd. (Arecaceae). The structure of compound 1 was elucidated by spectroscopic methods. Compound 1 is based on an unprecedented stilbenolignan skeleton in which a stilbene moiety is linked with a phenylpropane unit through a dioxane bridge. Compounds 1 and 2 exhibited significant inhibitory activities against cyclooxygenases-1 and -2.

Original language	English
Pages (from-to)	2169-2170
Number of pages	2
Journal	Organic Letters
Volume	3
Issue number	14
DOIs	https://doi.org/10.1021/ol015985j
Publication status	Published - 2001 Jul 12
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol015985j

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title = "A novel cyclooxygenase-inhibitory stilbenolignan from the seeds of Aiphanes aculeata",

abstract = "(Matrix presented) Aiphanol (1), a novel stilbenolignan, along with isorhapontigenin (2), piceatannol (3), and luteolin, were isolated by bioassay-guided fractionation from the seeds of Aiphanes aculeata Willd. (Arecaceae). The structure of compound 1 was elucidated by spectroscopic methods. Compound 1 is based on an unprecedented stilbenolignan skeleton in which a stilbene moiety is linked with a phenylpropane unit through a dioxane bridge. Compounds 1 and 2 exhibited significant inhibitory activities against cyclooxygenases-1 and -2.",

author = "Dongho Lee and Muriel Cuendet and \{Schunke Vigo\}, Jose and Graham, \{James G.\} and Fernando Cabieses and Fong, \{Harry H.S.\} and Pezzuto, \{John M.\} and Kinghorn, \{A. Douglas\}",

year = "2001",

month = jul,

day = "12",

doi = "10.1021/ol015985j",

language = "English",

volume = "3",

pages = "2169--2170",

journal = "Organic Letters",

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publisher = "American Chemical Society",

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TY - JOUR

T1 - A novel cyclooxygenase-inhibitory stilbenolignan from the seeds of Aiphanes aculeata

AU - Lee, Dongho

AU - Cuendet, Muriel

AU - Schunke Vigo, Jose

AU - Graham, James G.

AU - Cabieses, Fernando

AU - Fong, Harry H.S.

AU - Pezzuto, John M.

AU - Kinghorn, A. Douglas

PY - 2001/7/12

Y1 - 2001/7/12

N2 - (Matrix presented) Aiphanol (1), a novel stilbenolignan, along with isorhapontigenin (2), piceatannol (3), and luteolin, were isolated by bioassay-guided fractionation from the seeds of Aiphanes aculeata Willd. (Arecaceae). The structure of compound 1 was elucidated by spectroscopic methods. Compound 1 is based on an unprecedented stilbenolignan skeleton in which a stilbene moiety is linked with a phenylpropane unit through a dioxane bridge. Compounds 1 and 2 exhibited significant inhibitory activities against cyclooxygenases-1 and -2.

AB - (Matrix presented) Aiphanol (1), a novel stilbenolignan, along with isorhapontigenin (2), piceatannol (3), and luteolin, were isolated by bioassay-guided fractionation from the seeds of Aiphanes aculeata Willd. (Arecaceae). The structure of compound 1 was elucidated by spectroscopic methods. Compound 1 is based on an unprecedented stilbenolignan skeleton in which a stilbene moiety is linked with a phenylpropane unit through a dioxane bridge. Compounds 1 and 2 exhibited significant inhibitory activities against cyclooxygenases-1 and -2.

UR - https://www.scopus.com/pages/publications/0035850280

U2 - 10.1021/ol015985j

DO - 10.1021/ol015985j

M3 - Article

C2 - 11440571

AN - SCOPUS:0035850280

SN - 1523-7060

VL - 3

SP - 2169

EP - 2170

JO - Organic Letters

JF - Organic Letters

IS - 14

ER -

A novel cyclooxygenase-inhibitory stilbenolignan from the seeds of Aiphanes aculeata

Abstract

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