Longphyllinesides A and B: Natural Diels-Alder adducts from Daphniphyllum longeracemosum?

Ying Tong Di; Chorng Shin Wee; Chun Shun Li; Ning Chuan Kong; Jun Song Wang; Xin Fang; Hua Jie Zhu; Yun Dong Wu; Xiao Jiang Hao

doi:10.1016/j.tet.2014.04.073

Longphyllinesides A and B: Natural Diels-Alder adducts from Daphniphyllum longeracemosum?

Ying Tong Di
, Chorng Shin Wee
, Chun Shun Li
, Ning Chuan Kong
, Jun Song Wang
, Xin Fang
, Hua Jie Zhu^*
, Yun Dong Wu
, Xiao Jiang Hao

^*Corresponding author for this work

Department of Chemistry

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

14 Citations (Scopus)

Abstract

Two new alkaloids, longphyllinesides A (1) and B (2), were isolated from Daphniphyllum longeracemosum. Their structures were elucidated using 1D and 2D NMR spectra. The key step in their biogenetic pathway is indicated to be Diels-Alder cycloaddition via asynchronous concerted mechanism by density functional theory calculations. The possibility of involvement of a Diels-Alderase is also discussed.

Original language	English
Pages (from-to)	4017-4021
Number of pages	5
Journal	Tetrahedron
Volume	70
Issue number	26
DOIs	https://doi.org/10.1016/j.tet.2014.04.073
Publication status	Published - 1 Jul 2014

Keywords

Alkaloid
Biogenetic pathway
Chemical computation
Daphniphyllum longeracemosum
Diels-Alderase

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10.1016/j.tet.2014.04.073

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title = "Longphyllinesides A and B: Natural Diels-Alder adducts from Daphniphyllum longeracemosum?",

abstract = "Two new alkaloids, longphyllinesides A (1) and B (2), were isolated from Daphniphyllum longeracemosum. Their structures were elucidated using 1D and 2D NMR spectra. The key step in their biogenetic pathway is indicated to be Diels-Alder cycloaddition via asynchronous concerted mechanism by density functional theory calculations. The possibility of involvement of a Diels-Alderase is also discussed.",

keywords = "Alkaloid, Biogenetic pathway, Chemical computation, Daphniphyllum longeracemosum, Diels-Alderase",

author = "Di, \{Ying Tong\} and Wee, \{Chorng Shin\} and Li, \{Chun Shun\} and Kong, \{Ning Chuan\} and Wang, \{Jun Song\} and Xin Fang and Zhu, \{Hua Jie\} and Wu, \{Yun Dong\} and Hao, \{Xiao Jiang\}",

year = "2014",

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doi = "10.1016/j.tet.2014.04.073",

language = "English",

volume = "70",

pages = "4017--4021",

journal = "Tetrahedron",

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TY - JOUR

T1 - Longphyllinesides A and B

T2 - Natural Diels-Alder adducts from Daphniphyllum longeracemosum?

AU - Di, Ying Tong

AU - Wee, Chorng Shin

AU - Li, Chun Shun

AU - Kong, Ning Chuan

AU - Wang, Jun Song

AU - Fang, Xin

AU - Zhu, Hua Jie

AU - Wu, Yun Dong

AU - Hao, Xiao Jiang

PY - 2014/7/1

Y1 - 2014/7/1

N2 - Two new alkaloids, longphyllinesides A (1) and B (2), were isolated from Daphniphyllum longeracemosum. Their structures were elucidated using 1D and 2D NMR spectra. The key step in their biogenetic pathway is indicated to be Diels-Alder cycloaddition via asynchronous concerted mechanism by density functional theory calculations. The possibility of involvement of a Diels-Alderase is also discussed.

AB - Two new alkaloids, longphyllinesides A (1) and B (2), were isolated from Daphniphyllum longeracemosum. Their structures were elucidated using 1D and 2D NMR spectra. The key step in their biogenetic pathway is indicated to be Diels-Alder cycloaddition via asynchronous concerted mechanism by density functional theory calculations. The possibility of involvement of a Diels-Alderase is also discussed.

KW - Alkaloid

KW - Biogenetic pathway

KW - Chemical computation

KW - Daphniphyllum longeracemosum

KW - Diels-Alderase

UR - https://www.webofscience.com/wos/woscc/full-record/WOS:000337209500010

UR - https://openalex.org/W1999168213

U2 - 10.1016/j.tet.2014.04.073

DO - 10.1016/j.tet.2014.04.073

M3 - Journal Article

SN - 0040-4020

VL - 70

SP - 4017

EP - 4021

JO - Tetrahedron

JF - Tetrahedron

IS - 26

ER -

Longphyllinesides A and B: Natural Diels-Alder adducts from Daphniphyllum longeracemosum?

Abstract

Keywords

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