國立高雄大學圖資館 |

Language: English

Back

1. Synthesis and biological evaluati...

Ragains, Justin R.

1. Synthesis and biological evaluation of Manzamine analogs. 2. Applications of the intramolecular crossed [2+2] photocycloaddition of vinylogous amides with olefins.

Record Type:	Electronic resources : Monograph/item
Title/Author:	1. Synthesis and biological evaluation of Manzamine analogs. 2. Applications of the intramolecular crossed [2+2] photocycloaddition of vinylogous amides with olefins.
Author:	Ragains, Justin R.
Description:	544 p.
Notes:	Adviser: Jeffrey D. Winkler.
Notes:	Source: Dissertation Abstracts International, Volume: 67-03, Section: B, page: 1450.
Contained By:	Dissertation Abstracts International67-03B.
Subject:	Chemistry, Organic.
Online resource:	http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=3211137
ISBN:	9780542597435

1. Synthesis and biological evaluation of Manzamine analogs. 2. Applications of the intramolecular crossed [2+2] photocycloaddition of vinylogous amides with olefins.
Ragains, Justin R.

1. Synthesis and biological evaluation of Manzamine analogs. 2. Applications of the intramolecular crossed [2+2] photocycloaddition of vinylogous amides with olefins. - 544 p.

Adviser: Jeffrey D. Winkler.

Thesis (Ph.D.)--University of Pennsylvania, 2006.

*Please refer to dissertation for diagrams.

ISBN: 9780542597435Subjects--Topical Terms:

193634
Chemistry, Organic.

1. Synthesis and biological evaluation of Manzamine analogs. 2. Applications of the intramolecular crossed [2+2] photocycloaddition of vinylogous amides with olefins.
LDR:02939nmm _2200277 _450 001 180483
005 20080111103715.5
008 090528s2006 eng d
020 $a 9780542597435
035 $a 00311506
040 $a UMI $c UMI
100 0 $a Ragains, Justin R. $3 264058
245 1 0 $a 1. Synthesis and biological evaluation of Manzamine analogs. 2. Applications of the intramolecular crossed [2+2] photocycloaddition of vinylogous amides with olefins.
300 $a 544 p.
500 $a Adviser: Jeffrey D. Winkler.
500 $a Source: Dissertation Abstracts International, Volume: 67-03, Section: B, page: 1450.
502 $a Thesis (Ph.D.)--University of Pennsylvania, 2006.
520 # $a *Please refer to dissertation for diagrams.
520 # $a The second part of this dissertation describes the development of the intramolecular crossed [2+2] photocycloaddition of vinylogous amides with olefins. We set out to synthesize a photosubstrate which, upon irradiation, would provide a photoproduct that could be elaborated to the structure of the naturally-occurring alkaloid peduncularine. Initial efforts at synthesizing a model system were directed toward photosubstrates with allene coupling partners. Later efforts involved the use of allene surrogates of varying complexity. A rationale for the stereochemical outcome of the photocycloaddition is presented. A solution to a stereochemical problem incurred during the course of these studies exploiting the pseudosymmetry of derived photoproducts is also presented.*
520 # $a This dissertation describes two independent research projects. The first part discusses the synthesis and biological evaluation of four compounds based on the structure of Manzamine A. The parent structure Manzamine A has been shown to have both in vitro and in vivo activity against the malaria-causing pathogen Plasmodium falciparum . Because of the complexity and limited availability of Manzamine A, we set out to synthesize and evaluate four analogs as the initial effort in an ongoing project to develop a structure-activity relationship (SAR) for the antimalarial activity of Manzamine A. The analogs were synthesized via the Suzuki coupling of 1-bromo-beta-carboline and the appropriate boronate esters. The boronate esters were synthesized by short and straightforward syntheses. Biological screening of the B, BC and AB ring system analogs of Manzamine A against P. falciparum showed greatly attenuated activity relative to Manzamine A, suggesting that more complex analogs would be necessary to approach the activity of the parent structure.*
590 $a School code: 0175.
650 # 0 $a Chemistry, Organic. $3 193634
690 $a 0490
710 0 # $a University of Pennsylvania. $3 212781
773 0 # $g 67-03B. $t Dissertation Abstracts International
790 $a 0175
790 1 0 $a Winkler, Jeffrey D., $e advisor
791 $a Ph.D.
792 $a 2006
856 4 0 $u http://libsw.nuk.edu.tw:81/login?url=http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=3211137 $z http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=3211137