東華大學圖書館 |

Language: English

Help

回圖書館首頁

手機版館藏查詢

Back

Switch To: Labeled | MARC Mode | ISBD

Modular synthesis of annonaceous ace...

Paige, Mikell Atkin.

Linked to FindBook

Google Book

Amazon

博客來

Modular synthesis of annonaceous acetogenins and their activity against H-116 human solid colon tumor cells.

Record Type:	Electronic resources : Monograph/item
Title/Author:	Modular synthesis of annonaceous acetogenins and their activity against H-116 human solid colon tumor cells./
Author:	Paige, Mikell Atkin.
Description:	250 p.
Notes:	Source: Dissertation Abstracts International, Volume: 64-04, Section: B, page: 1737.
Contained By:	Dissertation Abstracts International64-04B.
Subject:	Chemistry, Organic. -
Online resource:	http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=3087138

Modular synthesis of annonaceous acetogenins and their activity against H-116 human solid colon tumor cells.
Paige, Mikell Atkin.

Modular synthesis of annonaceous acetogenins and their activity against H-116 human solid colon tumor cells. - 250 p.

Source: Dissertation Abstracts International, Volume: 64-04, Section: B, page: 1737.

Thesis (Ph.D.)--University of Virginia, 2003.

A 4-pronged approach enabling the syntheses of all 256 possible stereoisomers of bis-THF Annonaceous acetogenins is described. In this approach, the acetogenins are divided into 4 major segments, an aliphatic terminus, a core sub-unit, a spacer sub-unit, and a butenolide terminus. The aliphatic terminus and the spacer sub-unit are joined to the core sub-unit utilizing well-precedented alpha-oxygenated allylic stannane chemistry, which also serves to set key stereocenters. The final butenolide fragment is attached by Sonogashira coupling. Completion of the synthesis involves reduction of multiple bonds and deprotection of hydroxyl groups. The generality of the 4-pronged approach is illustrated by the syntheses of three acetogenins: (30S)-bullanin, (10R)-asimin, and an unnatural acetogenin, (4S)-asimicin. The efficiency of the 4-pronged approach is further exemplified in the synthesis of (30 S)-hydroxybullatacin in 3 steps from a previously synthesized intermediate. The four aforementioned acetogenins were found to be highly cytotoxic toward H-116 human solid tumor cells with IC50 values in the 10 -3 to 10-4 muM range. Differential cytotoxicity studies against CFU-GM human bone marrow cell lines were also performed to determine the best candidate for in vivo studies. A summary and comparison of structure-activity relationships from the literature and bioactivity data of our synthesized acetogenins is given.Subjects--Topical Terms:

516206
Chemistry, Organic.

Modular synthesis of annonaceous acetogenins and their activity against H-116 human solid colon tumor cells.
LDR:02343nmm 2200277 4500 001 1860496
005 20041028080310.5
008 130614s2003 eng d
035 $a (UnM)AAI3087138
035 $a AAI3087138
040 $a UnM $c UnM
100 1 $a Paige, Mikell Atkin. $3 1948130
245 1 0 $a Modular synthesis of annonaceous acetogenins and their activity against H-116 human solid colon tumor cells.
300 $a 250 p.
500 $a Source: Dissertation Abstracts International, Volume: 64-04, Section: B, page: 1737.
500 $a Adviser: James A. Marshall.
502 $a Thesis (Ph.D.)--University of Virginia, 2003.
520 $a A 4-pronged approach enabling the syntheses of all 256 possible stereoisomers of bis-THF Annonaceous acetogenins is described. In this approach, the acetogenins are divided into 4 major segments, an aliphatic terminus, a core sub-unit, a spacer sub-unit, and a butenolide terminus. The aliphatic terminus and the spacer sub-unit are joined to the core sub-unit utilizing well-precedented alpha-oxygenated allylic stannane chemistry, which also serves to set key stereocenters. The final butenolide fragment is attached by Sonogashira coupling. Completion of the synthesis involves reduction of multiple bonds and deprotection of hydroxyl groups. The generality of the 4-pronged approach is illustrated by the syntheses of three acetogenins: (30S)-bullanin, (10R)-asimin, and an unnatural acetogenin, (4S)-asimicin. The efficiency of the 4-pronged approach is further exemplified in the synthesis of (30 S)-hydroxybullatacin in 3 steps from a previously synthesized intermediate. The four aforementioned acetogenins were found to be highly cytotoxic toward H-116 human solid tumor cells with IC50 values in the 10 -3 to 10-4 muM range. Differential cytotoxicity studies against CFU-GM human bone marrow cell lines were also performed to determine the best candidate for in vivo studies. A summary and comparison of structure-activity relationships from the literature and bioactivity data of our synthesized acetogenins is given.
590 $a School code: 0246.
650 4 $a Chemistry, Organic. $3 516206
650 4 $a Chemistry, Pharmaceutical. $3 550957
650 4 $a Health Sciences, Oncology. $3 1018566
690 $a 0490
690 $a 0491
690 $a 0992
710 2 0 $a University of Virginia. $3 645578
773 0 $t Dissertation Abstracts International $g 64-04B.
790 1 0 $a Marshall, James A., $e advisor
790 $a 0246
791 $a Ph.D.
792 $a 2003
856 4 0 $u http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=3087138